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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 02:07:06 UTC

Update Date

2021-09-26 22:59:06 UTC

HMDB ID

HMDB0248679

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Asulacrine

Description

Asulacrine belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring. Based on a literature review a significant number of articles have been published on Asulacrine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Asulacrine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Asulacrine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309112104072D          

 33 36  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  2  0  0  0  0
  2 19  1  0  0  0  0
  6 19  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
 22 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

HMDB0248679
     RDKit          3D
Asulacrine
 57 60  0  0  0  0  0  0  0  0999 V2000
   -6.1748    3.9521    0.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9150    3.6819    0.0401 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0949    2.6444    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4698    1.9489    1.4768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7957    2.3342   -0.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0601    3.4074   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8363    3.1229   -1.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4168    1.8093   -1.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1543    0.7411   -0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7417   -0.5713   -0.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5026   -0.8601   -1.5802 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7044   -0.9311   -0.8086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7036   -0.7228    0.5519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8679   -0.7929    1.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0881   -1.0731    0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2895   -1.1452    1.4790 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6231    0.0713    2.6534 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.7559    1.6562    1.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5849    0.1446    3.7333 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9661   -0.2564    3.2900 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0901   -1.2830   -0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9181   -1.2120   -1.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9037   -1.4197   -2.7703 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658   -1.7161   -3.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5062   -1.6242   -0.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0843   -2.9454   -0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8687   -3.9772   -0.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0723   -3.6422    0.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4961   -2.3365    0.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7952   -1.9615    1.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7137   -1.2980    0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1060   -0.0121    0.1866 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3734    1.0228   -0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0208    3.9692   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4126    3.2065    1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0723    4.9517    1.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6676    4.3024   -0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3910    4.4331   -0.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2685    3.9676   -1.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5376    1.6004   -1.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4938   -1.0165   -2.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7561   -0.5024    1.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613   -0.6272    2.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9392   -1.9374    1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6038    1.6515    1.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9017    2.4519    2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8054    1.8731    1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -1.5041   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5708   -0.7561   -3.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7737   -2.3705   -2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8228   -2.2815   -4.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1314   -3.1633   -1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5218   -4.9927   -0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6919   -4.4363    0.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3292   -1.1897    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5693   -1.5241    2.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4131   -2.8622    1.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 17 20  2  0
 15 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 10 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 33  5  1  0
 33  9  1  0
 22 12  1  0
 31 25  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  6 38  1  0
  7 39  1  0
  8 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 21 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 27 53  1  0
 28 54  1  0
 30 55  1  0
 30 56  1  0
 30 57  1  0
M  END


  Mrv1652309112104072D          

 33 36  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  2  0  0  0  0
  2 19  1  0  0  0  0
  6 19  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
 22 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248679

> <DATABASE_NAME>
hmdb

> <SMILES>
CNC(=O)C1=CC=CC2=C1N=C1C(C)=CC=CC1=C2NC1=C(OC)C=C(NS(C)(=O)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H24N4O4S/c1-14-7-5-8-16-21(14)27-23-17(9-6-10-18(23)24(29)25-2)22(16)26-19-12-11-15(13-20(19)32-3)28-33(4,30)31/h5-13,28H,1-4H3,(H,25,29)(H,26,27)

> <INCHI_KEY>
TWHSQQYCDVSBRK-UHFFFAOYSA-N

> <FORMULA>
C24H24N4O4S

> <MOLECULAR_WEIGHT>
464.54

> <EXACT_MASS>
464.151826443

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
49.6374003599332

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-[(4-methanesulfonamido-2-methoxyphenyl)amino]-N,5-dimethylacridine-4-carboxamide

> <ALOGPS_LOGP>
4.02

> <JCHEM_LOGP>
2.7493589949999997

> <ALOGPS_LOGS>
-5.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.694321768139083

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.822444549340746

> <JCHEM_PKA_STRONGEST_BASIC>
7.302132037877444

> <JCHEM_POLAR_SURFACE_AREA>
109.42

> <JCHEM_REFRACTIVITY>
126.7064

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.08e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-[(4-methanesulfonamido-2-methoxyphenyl)amino]-N,5-dimethylacridine-4-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248679
     RDKit          3D
Asulacrine
 57 60  0  0  0  0  0  0  0  0999 V2000
   -6.1748    3.9521    0.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9150    3.6819    0.0401 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0949    2.6444    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4698    1.9489    1.4768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7957    2.3342   -0.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0601    3.4074   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8363    3.1229   -1.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4168    1.8093   -1.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1543    0.7411   -0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7417   -0.5713   -0.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5026   -0.8601   -1.5802 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7044   -0.9311   -0.8086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7036   -0.7228    0.5519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8679   -0.7929    1.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0881   -1.0731    0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2895   -1.1452    1.4790 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6231    0.0713    2.6534 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.7559    1.6562    1.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5849    0.1446    3.7333 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9661   -0.2564    3.2900 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0901   -1.2830   -0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9181   -1.2120   -1.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9037   -1.4197   -2.7703 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658   -1.7161   -3.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5062   -1.6242   -0.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0843   -2.9454   -0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8687   -3.9772   -0.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0723   -3.6422    0.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4961   -2.3365    0.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7952   -1.9615    1.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7137   -1.2980    0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1060   -0.0121    0.1866 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3734    1.0228   -0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0208    3.9692   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4126    3.2065    1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0723    4.9517    1.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6676    4.3024   -0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3910    4.4331   -0.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2685    3.9676   -1.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5376    1.6004   -1.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4938   -1.0165   -2.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7561   -0.5024    1.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613   -0.6272    2.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9392   -1.9374    1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6038    1.6515    1.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9017    2.4519    2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8054    1.8731    1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -1.5041   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5708   -0.7561   -3.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7737   -2.3705   -2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8228   -2.2815   -4.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1314   -3.1633   -1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5218   -4.9927   -0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6919   -4.4363    0.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3292   -1.1897    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5693   -1.5241    2.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4131   -2.8622    1.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 17 20  2  0
 15 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 10 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 33  5  1  0
 33  9  1  0
 22 12  1  0
 31 25  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  6 38  1  0
  7 39  1  0
  8 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 21 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 27 53  1  0
 28 54  1  0
 30 55  1  0
 30 56  1  0
 30 57  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       5.335  -0.000   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       1.334  -6.930   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      -4.001 -10.010   0.000  0.00  0.00           N+0
HETATM   28  S   UNK     0      -4.001 -11.550   0.000  0.00  0.00           S+0
HETATM   29  O   UNK     0      -4.001 -13.090   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -5.541 -11.550   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.461 -11.550   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    8   20                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   10   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18    9   19                                                       
CONECT   19   18    2    6                                                  
CONECT   20    7   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23   32                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   24   28                                                       
CONECT   28   27   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28                                                            
CONECT   32   22   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0248679
HETATM    1  C1  UNL     1      -6.175   3.952   0.688  1.00  0.00           C  
HETATM    2  N1  UNL     1      -4.915   3.682   0.040  1.00  0.00           N  
HETATM    3  C2  UNL     1      -4.095   2.644   0.495  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.470   1.949   1.477  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.796   2.334  -0.141  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.060   3.407  -0.592  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.836   3.123  -1.192  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.417   1.809  -1.309  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.154   0.741  -0.857  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.742  -0.571  -0.971  1.00  0.00           C  
HETATM   11  N2  UNL     1       0.503  -0.860  -1.580  1.00  0.00           N  
HETATM   12  C9  UNL     1       1.704  -0.931  -0.809  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.704  -0.723   0.552  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.868  -0.793   1.290  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.088  -1.073   0.712  1.00  0.00           C  
HETATM   16  N3  UNL     1       5.290  -1.145   1.479  1.00  0.00           N  
HETATM   17  S1  UNL     1       5.623   0.071   2.653  1.00  0.00           S  
HETATM   18  C13 UNL     1       5.756   1.656   1.867  1.00  0.00           C  
HETATM   19  O2  UNL     1       4.585   0.145   3.733  1.00  0.00           O  
HETATM   20  O3  UNL     1       6.966  -0.256   3.290  1.00  0.00           O  
HETATM   21  C14 UNL     1       4.090  -1.283  -0.659  1.00  0.00           C  
HETATM   22  C15 UNL     1       2.918  -1.212  -1.398  1.00  0.00           C  
HETATM   23  O4  UNL     1       2.904  -1.420  -2.770  1.00  0.00           O  
HETATM   24  C16 UNL     1       4.066  -1.716  -3.512  1.00  0.00           C  
HETATM   25  C17 UNL     1      -1.506  -1.624  -0.507  1.00  0.00           C  
HETATM   26  C18 UNL     1      -1.084  -2.945  -0.624  1.00  0.00           C  
HETATM   27  C19 UNL     1      -1.869  -3.977  -0.151  1.00  0.00           C  
HETATM   28  C20 UNL     1      -3.072  -3.642   0.434  1.00  0.00           C  
HETATM   29  C21 UNL     1      -3.496  -2.336   0.554  1.00  0.00           C  
HETATM   30  C22 UNL     1      -4.795  -1.961   1.185  1.00  0.00           C  
HETATM   31  C23 UNL     1      -2.714  -1.298   0.081  1.00  0.00           C  
HETATM   32  N4  UNL     1      -3.106  -0.012   0.187  1.00  0.00           N  
HETATM   33  C24 UNL     1      -2.373   1.023  -0.260  1.00  0.00           C  
HETATM   34  H1  UNL     1      -7.021   3.969  -0.024  1.00  0.00           H  
HETATM   35  H2  UNL     1      -6.413   3.207   1.471  1.00  0.00           H  
HETATM   36  H3  UNL     1      -6.072   4.952   1.191  1.00  0.00           H  
HETATM   37  H4  UNL     1      -4.668   4.302  -0.772  1.00  0.00           H  
HETATM   38  H5  UNL     1      -2.391   4.433  -0.499  1.00  0.00           H  
HETATM   39  H6  UNL     1      -0.269   3.968  -1.541  1.00  0.00           H  
HETATM   40  H7  UNL     1       0.538   1.600  -1.777  1.00  0.00           H  
HETATM   41  H8  UNL     1       0.494  -1.017  -2.611  1.00  0.00           H  
HETATM   42  H9  UNL     1       0.756  -0.502   1.019  1.00  0.00           H  
HETATM   43  H10 UNL     1       2.861  -0.627   2.370  1.00  0.00           H  
HETATM   44  H11 UNL     1       5.939  -1.937   1.308  1.00  0.00           H  
HETATM   45  H12 UNL     1       6.604   1.651   1.149  1.00  0.00           H  
HETATM   46  H13 UNL     1       5.902   2.452   2.619  1.00  0.00           H  
HETATM   47  H14 UNL     1       4.805   1.873   1.339  1.00  0.00           H  
HETATM   48  H15 UNL     1       5.035  -1.504  -1.134  1.00  0.00           H  
HETATM   49  H16 UNL     1       4.571  -0.756  -3.738  1.00  0.00           H  
HETATM   50  H17 UNL     1       4.774  -2.371  -2.960  1.00  0.00           H  
HETATM   51  H18 UNL     1       3.823  -2.281  -4.449  1.00  0.00           H  
HETATM   52  H19 UNL     1      -0.131  -3.163  -1.091  1.00  0.00           H  
HETATM   53  H20 UNL     1      -1.522  -4.993  -0.253  1.00  0.00           H  
HETATM   54  H21 UNL     1      -3.692  -4.436   0.806  1.00  0.00           H  
HETATM   55  H22 UNL     1      -5.329  -1.190   0.626  1.00  0.00           H  
HETATM   56  H23 UNL     1      -4.569  -1.524   2.191  1.00  0.00           H  
HETATM   57  H24 UNL     1      -5.413  -2.862   1.379  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37
CONECT    3    4    4    5
CONECT    5    6    6   33
CONECT    6    7   38
CONECT    7    8    8   39
CONECT    8    9   40
CONECT    9   10   10   33
CONECT   10   11   25
CONECT   11   12   41
CONECT   12   13   13   22
CONECT   13   14   42
CONECT   14   15   15   43
CONECT   15   16   21
CONECT   16   17   44
CONECT   17   18   19   19   20
CONECT   17   20
CONECT   18   45   46   47
CONECT   21   22   22   48
CONECT   22   23
CONECT   23   24
CONECT   24   49   50   51
CONECT   25   26   26   31
CONECT   26   27   52
CONECT   27   28   28   53
CONECT   28   29   54
CONECT   29   30   31   31
CONECT   30   55   56   57
CONECT   31   32
CONECT   32   33   33
END

HMDB0248679
     RDKit          3D
Asulacrine
 57 60  0  0  0  0  0  0  0  0999 V2000
   -6.1748    3.9521    0.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9150    3.6819    0.0401 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0949    2.6444    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4698    1.9489    1.4768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7957    2.3342   -0.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0601    3.4074   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8363    3.1229   -1.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4168    1.8093   -1.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1543    0.7411   -0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7417   -0.5713   -0.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5026   -0.8601   -1.5802 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7044   -0.9311   -0.8086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7036   -0.7228    0.5519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8679   -0.7929    1.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0881   -1.0731    0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2895   -1.1452    1.4790 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6231    0.0713    2.6534 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.7559    1.6562    1.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5849    0.1446    3.7333 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9661   -0.2564    3.2900 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0901   -1.2830   -0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9181   -1.2120   -1.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9037   -1.4197   -2.7703 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658   -1.7161   -3.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5062   -1.6242   -0.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0843   -2.9454   -0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8687   -3.9772   -0.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0723   -3.6422    0.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4961   -2.3365    0.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7952   -1.9615    1.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7137   -1.2980    0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1060   -0.0121    0.1866 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3734    1.0228   -0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0208    3.9692   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4126    3.2065    1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0723    4.9517    1.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6676    4.3024   -0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3910    4.4331   -0.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2685    3.9676   -1.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5376    1.6004   -1.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4938   -1.0165   -2.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7561   -0.5024    1.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613   -0.6272    2.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9392   -1.9374    1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6038    1.6515    1.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9017    2.4519    2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8054    1.8731    1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -1.5041   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5708   -0.7561   -3.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7737   -2.3705   -2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8228   -2.2815   -4.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1314   -3.1633   -1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5218   -4.9927   -0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6919   -4.4363    0.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3292   -1.1897    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5693   -1.5241    2.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4131   -2.8622    1.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 17 20  2  0
 15 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 10 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 33  5  1  0
 33  9  1  0
 22 12  1  0
 31 25  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  6 38  1  0
  7 39  1  0
  8 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 21 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 27 53  1  0
 28 54  1  0
 30 55  1  0
 30 56  1  0
 30 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-5-Dimethyl-9-((2-methoxy-4-methylsulfonylamino)phenylamino)-4-acridinecarboxamide	MeSH

Chemical Formula

C₂₄H₂₄N₄O₄S

Average Molecular Weight

464.54

Monoisotopic Molecular Weight

464.151826443

IUPAC Name

9-[(4-methanesulfonamido-2-methoxyphenyl)amino]-N,5-dimethylacridine-4-carboxamide

Traditional Name

9-[(4-methanesulfonamido-2-methoxyphenyl)amino]-N,5-dimethylacridine-4-carboxamide

CAS Registry Number

Not Available

SMILES

CNC(=O)C1=CC=CC2=C1N=C1C(C)=CC=CC1=C2NC1=C(OC)C=C(NS(C)(=O)=O)C=C1

InChI Identifier

InChI=1S/C24H24N4O4S/c1-14-7-5-8-16-21(14)27-23-17(9-6-10-18(23)24(29)25-2)22(16)26-19-12-11-15(13-20(19)32-3)28-33(4,30)31/h5-13,28H,1-4H3,(H,25,29)(H,26,27)

InChI Key

TWHSQQYCDVSBRK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Acridines

Alternative Parents

Substituents

Acridine
Quinoline-8-carboxamide
Aminoquinoline
4-aminoquinoline
Sulfanilide
Aminophenyl ether
Methoxyaniline
Phenoxy compound
Anisole
Phenol ether
Aniline or substituted anilines
Methoxybenzene
Alkyl aryl ether
Aminopyridine
Monocyclic benzene moiety
Benzenoid
Organosulfonic acid amide
Pyridine
Organic sulfonic acid amide
Aminosulfonyl compound
Sulfonyl
Organosulfonic acid or derivatives
Heteroaromatic compound
Organic sulfonic acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
Ether
Azacycle
Secondary amine
Carboxylic acid derivative
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic nitrogen compound
Organic oxide
Amine
Organic oxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.02	ALOGPS
logP	2.75	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	10.82	ChemAxon
pKa (Strongest Basic)	7.3	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	109.42 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	126.71 m³·mol⁻¹	ChemAxon
Polarizability	49.64 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	199.235	30932474
DeepCCS	[M-H]-	196.84	30932474
DeepCCS	[M-2H]-	229.723	30932474
DeepCCS	[M+Na]+	205.148	30932474
AllCCS	[M+H]+	211.2	32859911
AllCCS	[M+H-H2O]+	208.9	32859911
AllCCS	[M+NH4]+	213.3	32859911
AllCCS	[M+Na]+	213.9	32859911
AllCCS	[M-H]-	208.0	32859911
AllCCS	[M+Na-2H]-	208.3	32859911
AllCCS	[M+HCOO]-	208.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Asulacrine	CNC(=O)C1=CC=CC2=C1N=C1C(C)=CC=CC1=C2NC1=C(OC)C=C(NS(C)(=O)=O)C=C1	6081.5	Standard polar	33892256
Asulacrine	CNC(=O)C1=CC=CC2=C1N=C1C(C)=CC=CC1=C2NC1=C(OC)C=C(NS(C)(=O)=O)C=C1	4475.7	Standard non polar	33892256
Asulacrine	CNC(=O)C1=CC=CC2=C1N=C1C(C)=CC=CC1=C2NC1=C(OC)C=C(NS(C)(=O)=O)C=C1	4548.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Asulacrine,1TMS,isomer #1	COC1=CC(NS(C)(=O)=O)=CC=C1NC1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C)C2=NC2=C(C)C=CC=C12	4427.4	Semi standard non polar	33892256
Asulacrine,1TMS,isomer #1	COC1=CC(NS(C)(=O)=O)=CC=C1NC1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C)C2=NC2=C(C)C=CC=C12	4075.8	Standard non polar	33892256
Asulacrine,1TMS,isomer #1	COC1=CC(NS(C)(=O)=O)=CC=C1NC1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C)C2=NC2=C(C)C=CC=C12	5780.0	Standard polar	33892256
Asulacrine,1TMS,isomer #2	CNC(=O)C1=CC=CC2=C(N(C3=CC=C(NS(C)(=O)=O)C=C3OC)[Si](C)(C)C)C3=CC=CC(C)=C3N=C12	4235.0	Semi standard non polar	33892256
Asulacrine,1TMS,isomer #2	CNC(=O)C1=CC=CC2=C(N(C3=CC=C(NS(C)(=O)=O)C=C3OC)[Si](C)(C)C)C3=CC=CC(C)=C3N=C12	3958.7	Standard non polar	33892256
Asulacrine,1TMS,isomer #2	CNC(=O)C1=CC=CC2=C(N(C3=CC=C(NS(C)(=O)=O)C=C3OC)[Si](C)(C)C)C3=CC=CC(C)=C3N=C12	5645.2	Standard polar	33892256
Asulacrine,1TMS,isomer #3	CNC(=O)C1=CC=CC2=C(NC3=CC=C(N([Si](C)(C)C)S(C)(=O)=O)C=C3OC)C3=CC=CC(C)=C3N=C12	4234.1	Semi standard non polar	33892256
Asulacrine,1TMS,isomer #3	CNC(=O)C1=CC=CC2=C(NC3=CC=C(N([Si](C)(C)C)S(C)(=O)=O)C=C3OC)C3=CC=CC(C)=C3N=C12	4037.2	Standard non polar	33892256
Asulacrine,1TMS,isomer #3	CNC(=O)C1=CC=CC2=C(NC3=CC=C(N([Si](C)(C)C)S(C)(=O)=O)C=C3OC)C3=CC=CC(C)=C3N=C12	5766.5	Standard polar	33892256
Asulacrine,2TMS,isomer #1	COC1=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C1NC1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C)C2=NC2=C(C)C=CC=C12	4150.8	Semi standard non polar	33892256
Asulacrine,2TMS,isomer #1	COC1=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C1NC1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C)C2=NC2=C(C)C=CC=C12	4145.2	Standard non polar	33892256
Asulacrine,2TMS,isomer #1	COC1=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C1NC1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C)C2=NC2=C(C)C=CC=C12	5333.4	Standard polar	33892256
Asulacrine,2TMS,isomer #2	COC1=CC(NS(C)(=O)=O)=CC=C1N(C1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C)C2=NC2=C(C)C=CC=C12)[Si](C)(C)C	4167.0	Semi standard non polar	33892256
Asulacrine,2TMS,isomer #2	COC1=CC(NS(C)(=O)=O)=CC=C1N(C1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C)C2=NC2=C(C)C=CC=C12)[Si](C)(C)C	4025.8	Standard non polar	33892256
Asulacrine,2TMS,isomer #2	COC1=CC(NS(C)(=O)=O)=CC=C1N(C1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C)C2=NC2=C(C)C=CC=C12)[Si](C)(C)C	5156.2	Standard polar	33892256
Asulacrine,2TMS,isomer #3	CNC(=O)C1=CC=CC2=C(N(C3=CC=C(N([Si](C)(C)C)S(C)(=O)=O)C=C3OC)[Si](C)(C)C)C3=CC=CC(C)=C3N=C12	4024.0	Semi standard non polar	33892256
Asulacrine,2TMS,isomer #3	CNC(=O)C1=CC=CC2=C(N(C3=CC=C(N([Si](C)(C)C)S(C)(=O)=O)C=C3OC)[Si](C)(C)C)C3=CC=CC(C)=C3N=C12	4016.5	Standard non polar	33892256
Asulacrine,2TMS,isomer #3	CNC(=O)C1=CC=CC2=C(N(C3=CC=C(N([Si](C)(C)C)S(C)(=O)=O)C=C3OC)[Si](C)(C)C)C3=CC=CC(C)=C3N=C12	5182.5	Standard polar	33892256
Asulacrine,3TMS,isomer #1	COC1=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C1N(C1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C)C2=NC2=C(C)C=CC=C12)[Si](C)(C)C	3972.9	Semi standard non polar	33892256
Asulacrine,3TMS,isomer #1	COC1=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C1N(C1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C)C2=NC2=C(C)C=CC=C12)[Si](C)(C)C	4133.3	Standard non polar	33892256
Asulacrine,3TMS,isomer #1	COC1=CC(N([Si](C)(C)C)S(C)(=O)=O)=CC=C1N(C1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C)C2=NC2=C(C)C=CC=C12)[Si](C)(C)C	4873.4	Standard polar	33892256
Asulacrine,1TBDMS,isomer #1	COC1=CC(NS(C)(=O)=O)=CC=C1NC1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C(C)(C)C)C2=NC2=C(C)C=CC=C12	4626.4	Semi standard non polar	33892256
Asulacrine,1TBDMS,isomer #1	COC1=CC(NS(C)(=O)=O)=CC=C1NC1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C(C)(C)C)C2=NC2=C(C)C=CC=C12	4278.4	Standard non polar	33892256
Asulacrine,1TBDMS,isomer #1	COC1=CC(NS(C)(=O)=O)=CC=C1NC1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C(C)(C)C)C2=NC2=C(C)C=CC=C12	5760.4	Standard polar	33892256
Asulacrine,1TBDMS,isomer #2	CNC(=O)C1=CC=CC2=C(N(C3=CC=C(NS(C)(=O)=O)C=C3OC)[Si](C)(C)C(C)(C)C)C3=CC=CC(C)=C3N=C12	4433.1	Semi standard non polar	33892256
Asulacrine,1TBDMS,isomer #2	CNC(=O)C1=CC=CC2=C(N(C3=CC=C(NS(C)(=O)=O)C=C3OC)[Si](C)(C)C(C)(C)C)C3=CC=CC(C)=C3N=C12	4195.9	Standard non polar	33892256
Asulacrine,1TBDMS,isomer #2	CNC(=O)C1=CC=CC2=C(N(C3=CC=C(NS(C)(=O)=O)C=C3OC)[Si](C)(C)C(C)(C)C)C3=CC=CC(C)=C3N=C12	5551.5	Standard polar	33892256
Asulacrine,1TBDMS,isomer #3	CNC(=O)C1=CC=CC2=C(NC3=CC=C(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)C=C3OC)C3=CC=CC(C)=C3N=C12	4431.4	Semi standard non polar	33892256
Asulacrine,1TBDMS,isomer #3	CNC(=O)C1=CC=CC2=C(NC3=CC=C(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)C=C3OC)C3=CC=CC(C)=C3N=C12	4245.7	Standard non polar	33892256
Asulacrine,1TBDMS,isomer #3	CNC(=O)C1=CC=CC2=C(NC3=CC=C(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)C=C3OC)C3=CC=CC(C)=C3N=C12	5674.0	Standard polar	33892256
Asulacrine,2TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C1NC1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C(C)(C)C)C2=NC2=C(C)C=CC=C12	4564.3	Semi standard non polar	33892256
Asulacrine,2TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C1NC1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C(C)(C)C)C2=NC2=C(C)C=CC=C12	4565.7	Standard non polar	33892256
Asulacrine,2TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C1NC1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C(C)(C)C)C2=NC2=C(C)C=CC=C12	5329.6	Standard polar	33892256
Asulacrine,2TBDMS,isomer #2	COC1=CC(NS(C)(=O)=O)=CC=C1N(C1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C(C)(C)C)C2=NC2=C(C)C=CC=C12)[Si](C)(C)C(C)(C)C	4552.1	Semi standard non polar	33892256
Asulacrine,2TBDMS,isomer #2	COC1=CC(NS(C)(=O)=O)=CC=C1N(C1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C(C)(C)C)C2=NC2=C(C)C=CC=C12)[Si](C)(C)C(C)(C)C	4486.3	Standard non polar	33892256
Asulacrine,2TBDMS,isomer #2	COC1=CC(NS(C)(=O)=O)=CC=C1N(C1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C(C)(C)C)C2=NC2=C(C)C=CC=C12)[Si](C)(C)C(C)(C)C	5175.1	Standard polar	33892256
Asulacrine,2TBDMS,isomer #3	CNC(=O)C1=CC=CC2=C(N(C3=CC=C(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)C=C3OC)[Si](C)(C)C(C)(C)C)C3=CC=CC(C)=C3N=C12	4392.8	Semi standard non polar	33892256
Asulacrine,2TBDMS,isomer #3	CNC(=O)C1=CC=CC2=C(N(C3=CC=C(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)C=C3OC)[Si](C)(C)C(C)(C)C)C3=CC=CC(C)=C3N=C12	4470.1	Standard non polar	33892256
Asulacrine,2TBDMS,isomer #3	CNC(=O)C1=CC=CC2=C(N(C3=CC=C(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)C=C3OC)[Si](C)(C)C(C)(C)C)C3=CC=CC(C)=C3N=C12	5142.3	Standard polar	33892256
Asulacrine,3TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C1N(C1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C(C)(C)C)C2=NC2=C(C)C=CC=C12)[Si](C)(C)C(C)(C)C	4542.4	Semi standard non polar	33892256
Asulacrine,3TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C1N(C1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C(C)(C)C)C2=NC2=C(C)C=CC=C12)[Si](C)(C)C(C)(C)C	4800.9	Standard non polar	33892256
Asulacrine,3TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)=CC=C1N(C1=C2C=CC=C(C(=O)N(C)[Si](C)(C)C(C)(C)C)C2=NC2=C(C)C=CC=C12)[Si](C)(C)C(C)(C)C	4979.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Asulacrine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000j-1129600000-4e945881faa5d1a737b0	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asulacrine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asulacrine 10V, Positive-QTOF	splash10-00lr-0000900000-f8ede87b41551226be13	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asulacrine 20V, Positive-QTOF	splash10-05o0-0004900000-2d655679659af6b15e53	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asulacrine 40V, Positive-QTOF	splash10-03di-0009000000-147e5f94bb1cc98b9496	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asulacrine 10V, Negative-QTOF	splash10-03di-0000900000-57468df4e36ba12afc37	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asulacrine 20V, Negative-QTOF	splash10-004i-9008700000-1fbc7496733b0f5b7938	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asulacrine 40V, Negative-QTOF	splash10-004l-9108500000-72e8aa680ec5d68c4422	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

97048

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

107924

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Asulacrine (HMDB0248679)

MOL for HMDB0248679 (Asulacrine)

3D MOL for HMDB0248679 (Asulacrine)

3D SDF for HMDB0248679 (Asulacrine)

3D-SDF for HMDB0248679 (Asulacrine)

PDB for HMDB0248679 (Asulacrine)

3D PDB for HMDB0248679 (Asulacrine)

SMILES for HMDB0248679 (Asulacrine)

INCHI for HMDB0248679 (Asulacrine)

Structure for HMDB0248679 (Asulacrine)

3D Structure for HMDB0248679 (Asulacrine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra