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Showing metabocard for Niravoline (HMDB0255623)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 15:24:16 UTC
Update Date2021-09-26 23:10:37 UTC
HMDB IDHMDB0255623
Secondary Accession NumbersNone
Metabolite Identification
Common NameNiravoline
DescriptionNiravoline belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids. Based on a literature review a significant number of articles have been published on Niravoline. This compound has been identified in human blood as reported by (PMID: 31557052 ). Niravoline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Niravoline 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0255623 (Niravoline)

  Mrv1652309112117242D          

 28 31  0  0  0  0            999 V2000
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6561   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4407   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4407   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6561   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880   -4.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400   -4.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9429   -5.4600    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.3909   -6.0731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7499   -5.6315    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  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
  3 11  1  0  0  0  0
  6 11  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  CHG  2  26   1  28  -1
M  END
Download

3D MOL for HMDB0255623 (Niravoline)

HMDB0255623
     RDKit          3D
Niravoline
 53 56  0  0  0  0  0  0  0  0999 V2000
    0.5000    1.5024   -1.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0357    0.8200   -0.1858 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8608    0.3304    0.7974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4277   -0.2816    1.8124 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3066    0.5156    0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -0.0973    1.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3080    0.6906    2.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0160    0.1904    3.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4718   -1.1094    3.9576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2372   -1.9062    2.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7161   -3.2392    2.8516 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.3426   -3.6930    3.8164 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4634   -4.0165    1.7337 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.5329   -1.3787    1.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4825    0.6582   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888    1.9985   -0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1337    2.9740    0.9482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7582    4.1858    0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3419    4.4088   -0.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2883    3.4447   -1.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6730    2.2280   -1.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4950    1.0579   -2.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1392   -0.0158   -1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3813   -1.1027   -1.7743 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123   -1.7024   -2.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3893   -3.0784   -2.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0589   -3.4466   -1.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4579   -2.2015   -0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5854    0.8655   -2.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5174    1.9142   -1.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0950    2.4273   -1.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5365    1.6180    0.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255    0.1068   -0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9787    1.7150    2.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2217    0.7825    4.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0193   -1.5191    4.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3504   -1.9960    0.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7035    0.1136    0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6647    2.7649    1.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7888    4.9475    1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8312    5.3611   -0.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7540    3.6424   -2.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6516    1.2828   -2.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4263    0.8388   -2.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1146   -0.4372   -0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7568   -1.2057   -3.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1077   -1.8183   -2.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681   -3.0892   -3.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1188   -3.8420   -3.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5992   -4.3531   -1.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0248   -3.6467   -1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8512   -1.9913    0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5421   -2.2179   -0.4808 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  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  2  0
  2 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 14  6  1  0
 23 15  1  0
 28 24  1  0
 21 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 25 46  1  0
 25 47  1  0
 26 48  1  0
 26 49  1  0
 27 50  1  0
 27 51  1  0
 28 52  1  0
 28 53  1  0
M  CHG  2  11   1  13  -1
M  END
Download

3D SDF for HMDB0255623 (Niravoline)

  Mrv1652309112117242D          

 28 31  0  0  0  0            999 V2000
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6561   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4407   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4407   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6561   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880   -4.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400   -4.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9429   -5.4600    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.3909   -6.0731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7499   -5.6315    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  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
  3 11  1  0  0  0  0
  6 11  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  CHG  2  26   1  28  -1
M  END
> <DATABASE_ID>
HMDB0255623

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C1C(CC2=CC=CC=C12)N1CCCC1)C(=O)CC1=CC(=CC=C1)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H25N3O3/c1-23(21(26)14-16-7-6-9-18(13-16)25(27)28)22-19-10-3-2-8-17(19)15-20(22)24-11-4-5-12-24/h2-3,6-10,13,20,22H,4-5,11-12,14-15H2,1H3

> <INCHI_KEY>
ZSDAQBWGAOKTSI-UHFFFAOYSA-N

> <FORMULA>
C22H25N3O3

> <MOLECULAR_WEIGHT>
379.46

> <EXACT_MASS>
379.189591677

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
39.88809577997167

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-methyl-2-(3-nitrophenyl)-N-[2-(pyrrolidin-1-yl)-2,3-dihydro-1H-inden-1-yl]acetamide

> <ALOGPS_LOGP>
3.58

> <JCHEM_LOGP>
3.499725565

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.91012285252555

> <JCHEM_POLAR_SURFACE_AREA>
66.69

> <JCHEM_REFRACTIVITY>
108.12440000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.75e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-methyl-2-(3-nitrophenyl)-N-[2-(pyrrolidin-1-yl)-2,3-dihydro-1H-inden-1-yl]acetamide

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0255623 (Niravoline)

HMDB0255623
     RDKit          3D
Niravoline
 53 56  0  0  0  0  0  0  0  0999 V2000
    0.5000    1.5024   -1.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0357    0.8200   -0.1858 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8608    0.3304    0.7974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4277   -0.2816    1.8124 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3066    0.5156    0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -0.0973    1.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3080    0.6906    2.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0160    0.1904    3.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4718   -1.1094    3.9576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2372   -1.9062    2.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7161   -3.2392    2.8516 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.3426   -3.6930    3.8164 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4634   -4.0165    1.7337 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.5329   -1.3787    1.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4825    0.6582   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888    1.9985   -0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1337    2.9740    0.9482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7582    4.1858    0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3419    4.4088   -0.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2883    3.4447   -1.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6730    2.2280   -1.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4950    1.0579   -2.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1392   -0.0158   -1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3813   -1.1027   -1.7743 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123   -1.7024   -2.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3893   -3.0784   -2.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0589   -3.4466   -1.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4579   -2.2015   -0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5854    0.8655   -2.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5174    1.9142   -1.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0950    2.4273   -1.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5365    1.6180    0.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255    0.1068   -0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9787    1.7150    2.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2217    0.7825    4.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0193   -1.5191    4.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3504   -1.9960    0.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7035    0.1136    0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6647    2.7649    1.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7888    4.9475    1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8312    5.3611   -0.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7540    3.6424   -2.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6516    1.2828   -2.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4263    0.8388   -2.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1146   -0.4372   -0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7568   -1.2057   -3.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1077   -1.8183   -2.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681   -3.0892   -3.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1188   -3.8420   -3.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5992   -4.3531   -1.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0248   -3.6467   -1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8512   -1.9913    0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5421   -2.2179   -0.4808 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  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  2  0
  2 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 14  6  1  0
 23 15  1  0
 28 24  1  0
 21 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 25 46  1  0
 25 47  1  0
 26 48  1  0
 26 49  1  0
 27 50  1  0
 27 51  1  0
 28 52  1  0
 28 53  1  0
M  CHG  2  11   1  13  -1
M  END
Download

PDB for HMDB0255623 (Niravoline)

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       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.650  -4.013   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.320  -1.303   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -1.225  -2.549   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.689  -2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.689  -0.533   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.225  -0.057   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.680  -5.158   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.187  -4.838   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.204  -6.622   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.698  -6.943   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.222  -8.407   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.284  -8.727   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.315  -7.583   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.839  -6.118   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.333  -5.798   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      -1.760 -10.192   0.000  0.00  0.00           N+1
HETATM   27  O   UNK     0      -0.730 -11.336   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -3.267 -10.512   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    3    6                                                  
CONECT   12    4   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12                                                       
CONECT   17    2   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
CONECT   26   22   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END
Download

3D PDB for HMDB0255623 (Niravoline)

COMPND    HMDB0255623
HETATM    1  C1  UNL     1       0.500   1.502  -1.326  1.00  0.00           C  
HETATM    2  N1  UNL     1      -0.036   0.820  -0.186  1.00  0.00           N  
HETATM    3  C2  UNL     1       0.861   0.330   0.797  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.428  -0.282   1.812  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.307   0.516   0.670  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.067  -0.097   1.791  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.308   0.691   2.893  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.016   0.190   3.992  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.472  -1.109   3.958  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.237  -1.906   2.863  1.00  0.00           C  
HETATM   11  N2  UNL     1       4.716  -3.239   2.852  1.00  0.00           N1+
HETATM   12  O2  UNL     1       5.343  -3.693   3.816  1.00  0.00           O  
HETATM   13  O3  UNL     1       4.463  -4.016   1.734  1.00  0.00           O1-
HETATM   14  C9  UNL     1       3.533  -1.379   1.792  1.00  0.00           C  
HETATM   15  C10 UNL     1      -1.483   0.658  -0.066  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.089   1.998  -0.057  1.00  0.00           C  
HETATM   17  C12 UNL     1      -2.134   2.974   0.948  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.758   4.186   0.753  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.342   4.409  -0.474  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.288   3.445  -1.444  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.673   2.228  -1.276  1.00  0.00           C  
HETATM   22  C17 UNL     1      -2.495   1.058  -2.155  1.00  0.00           C  
HETATM   23  C18 UNL     1      -2.139  -0.016  -1.209  1.00  0.00           C  
HETATM   24  N3  UNL     1      -1.381  -1.103  -1.774  1.00  0.00           N  
HETATM   25  C19 UNL     1      -2.012  -1.702  -2.910  1.00  0.00           C  
HETATM   26  C20 UNL     1      -1.389  -3.078  -2.967  1.00  0.00           C  
HETATM   27  C21 UNL     1      -1.059  -3.447  -1.533  1.00  0.00           C  
HETATM   28  C22 UNL     1      -1.458  -2.202  -0.796  1.00  0.00           C  
HETATM   29  H1  UNL     1       0.585   0.866  -2.234  1.00  0.00           H  
HETATM   30  H2  UNL     1       1.517   1.914  -1.047  1.00  0.00           H  
HETATM   31  H3  UNL     1      -0.095   2.427  -1.522  1.00  0.00           H  
HETATM   32  H4  UNL     1       2.536   1.618   0.650  1.00  0.00           H  
HETATM   33  H5  UNL     1       2.725   0.107  -0.271  1.00  0.00           H  
HETATM   34  H6  UNL     1       2.979   1.715   2.983  1.00  0.00           H  
HETATM   35  H7  UNL     1       4.222   0.782   4.871  1.00  0.00           H  
HETATM   36  H8  UNL     1       5.019  -1.519   4.790  1.00  0.00           H  
HETATM   37  H9  UNL     1       3.350  -1.996   0.943  1.00  0.00           H  
HETATM   38  H10 UNL     1      -1.703   0.114   0.909  1.00  0.00           H  
HETATM   39  H11 UNL     1      -1.665   2.765   1.899  1.00  0.00           H  
HETATM   40  H12 UNL     1      -2.789   4.948   1.548  1.00  0.00           H  
HETATM   41  H13 UNL     1      -3.831   5.361  -0.624  1.00  0.00           H  
HETATM   42  H14 UNL     1      -3.754   3.642  -2.399  1.00  0.00           H  
HETATM   43  H15 UNL     1      -1.652   1.283  -2.873  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.426   0.839  -2.745  1.00  0.00           H  
HETATM   45  H17 UNL     1      -3.115  -0.437  -0.806  1.00  0.00           H  
HETATM   46  H18 UNL     1      -1.757  -1.206  -3.879  1.00  0.00           H  
HETATM   47  H19 UNL     1      -3.108  -1.818  -2.813  1.00  0.00           H  
HETATM   48  H20 UNL     1      -0.468  -3.089  -3.571  1.00  0.00           H  
HETATM   49  H21 UNL     1      -2.119  -3.842  -3.330  1.00  0.00           H  
HETATM   50  H22 UNL     1      -1.599  -4.353  -1.194  1.00  0.00           H  
HETATM   51  H23 UNL     1       0.025  -3.647  -1.391  1.00  0.00           H  
HETATM   52  H24 UNL     1      -0.851  -1.991   0.087  1.00  0.00           H  
HETATM   53  H25 UNL     1      -2.542  -2.218  -0.481  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   15
CONECT    3    4    4    5
CONECT    5    6   32   33
CONECT    6    7    7   14
CONECT    7    8   34
CONECT    8    9    9   35
CONECT    9   10   36
CONECT   10   11   14   14
CONECT   11   12   12   13
CONECT   14   37
CONECT   15   16   23   38
CONECT   16   17   17   21
CONECT   17   18   39
CONECT   18   19   19   40
CONECT   19   20   41
CONECT   20   21   21   42
CONECT   21   22
CONECT   22   23   43   44
CONECT   23   24   45
CONECT   24   25   28
CONECT   25   26   46   47
CONECT   26   27   48   49
CONECT   27   28   50   51
CONECT   28   52   53
END
Download

SMILES for HMDB0255623 (Niravoline)

CN(C1C(CC2=CC=CC=C12)N1CCCC1)C(=O)CC1=CC(=CC=C1)[N+]([O-])=O
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INCHI for HMDB0255623 (Niravoline)

InChI=1S/C22H25N3O3/c1-23(21(26)14-16-7-6-9-18(13-16)25(27)28)22-19-10-3-2-8-17(19)15-20(22)24-11-4-5-12-24/h2-3,6-10,13,20,22H,4-5,11-12,14-15H2,1H3
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC22H25N3O3
Average Molecular Weight379.46
Monoisotopic Molecular Weight379.189591677
IUPAC NameN-methyl-2-(3-nitrophenyl)-N-[2-(pyrrolidin-1-yl)-2,3-dihydro-1H-inden-1-yl]acetamide
Traditional NameN-methyl-2-(3-nitrophenyl)-N-[2-(pyrrolidin-1-yl)-2,3-dihydro-1H-inden-1-yl]acetamide
CAS Registry NumberNot Available
SMILES
CN(C1C(CC2=CC=CC=C12)N1CCCC1)C(=O)CC1=CC(=CC=C1)[N+]([O-])=O
InChI Identifier
InChI=1S/C22H25N3O3/c1-23(21(26)14-16-7-6-9-18(13-16)25(27)28)22-19-10-3-2-8-17(19)15-20(22)24-11-4-5-12-24/h2-3,6-10,13,20,22H,4-5,11-12,14-15H2,1H3
InChI KeyZSDAQBWGAOKTSI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylacetamides
Direct ParentPhenylacetamides
Alternative Parents
Substituents
  • Phenylacetamide
  • Indane
  • Nitrobenzene
  • Nitroaromatic compound
  • Aralkylamine
  • N-alkylpyrrolidine
  • Pyrrolidine
  • Tertiary carboxylic acid amide
  • Carboxamide group
  • C-nitro compound
  • Amino acid or derivatives
  • Tertiary amine
  • Tertiary aliphatic amine
  • Organic nitro compound
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Organic oxoazanium
  • Azacycle
  • Carboxylic acid derivative
  • Organonitrogen compound
  • Organic salt
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic nitrogen compound
  • Amine
  • Organic cation
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Niravoline GC-MS (Non-derivatized) - 70eV, Positivesplash10-03dr-3922000000-7914179613eee2583f052021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Niravoline GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID11315224
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNiravoline
METLIN IDNot Available
PubChem Compound14327094
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]