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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:31:31 UTC

Update Date

2021-09-26 23:10:47 UTC

HMDB ID

HMDB0255714

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Noopept

Description

Noopept belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Based on a literature review a significant number of articles have been published on Noopept. This compound has been identified in human blood as reported by (PMID: 31557052 ). Noopept is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Noopept 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

HMDB0255714
     RDKit          3D
Noopept
 45 46  0  0  0  0  0  0  0  0999 V2000
    4.6739    2.9891    0.9037 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945    1.9279    0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5544    1.3399   -0.8594 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907    0.6682   -0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0325    0.5555    0.6364 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5678    0.0772   -1.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3997   -0.5798   -1.1410 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5253   -1.6476   -0.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6692   -2.0324    0.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3863   -2.3948    0.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4304   -3.8699    0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0439   -4.1839   -0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380   -2.9054   -0.9895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8946   -1.9059   -0.1031 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5277   -0.6935    0.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9838    0.1292    1.0253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624   -0.3383   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3387    0.9684    0.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0874    1.0977    1.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254    2.3401    1.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2114    3.4778    1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4610    3.3391   -0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279    2.1045   -0.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4129    3.5885    1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1783    3.7271    0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9356    2.5487    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8413    1.2099    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2163    2.4318   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2886    0.8580   -2.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1922   -0.6657   -2.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4177   -0.2789   -1.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5123   -2.3288    1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8786   -4.4885    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9187   -3.9641   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1961   -5.0810   -0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6059   -4.1494    0.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9391   -2.9391   -1.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5294   -2.8361   -1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8746   -0.4035   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6128   -1.0999    0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3483    0.2099    1.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1043    2.4181    2.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5530    4.4366    1.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2111    4.2469   -0.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4406    2.0964   -1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
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 13 14  1  0
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 21 22  1  0
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  1 24  1  0
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  6 29  1  0
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 17 39  1  0
 17 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
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 23 45  1  0
M  END

  Mrv1652309112117312D          

 23 24  0  0  0  0            999 V2000
   -4.9809   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2664   -4.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5520   -4.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8375   -4.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8375   -3.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1230   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4086   -4.0914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6941   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6941   -5.3289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204   -4.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1066   -3.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9136   -3.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3261   -3.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7741   -4.4269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9456   -5.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3325   -5.7859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7302   -5.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3433   -4.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1718   -4.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849   -3.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5695   -3.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7410   -4.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1279   -5.1917    0.0000 C   0  0  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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  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
 18 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255714

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)CNC(=O)C1CCCN1C(=O)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H22N2O4/c1-2-23-16(21)12-18-17(22)14-9-6-10-19(14)15(20)11-13-7-4-3-5-8-13/h3-5,7-8,14H,2,6,9-12H2,1H3,(H,18,22)

> <INCHI_KEY>
PJNSMUBMSNAEEN-UHFFFAOYSA-N

> <FORMULA>
C17H22N2O4

> <MOLECULAR_WEIGHT>
318.373

> <EXACT_MASS>
318.157957196

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
33.894848216895056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 2-{[1-(2-phenylacetyl)pyrrolidin-2-yl]formamido}acetate

> <ALOGPS_LOGP>
1.04

> <JCHEM_LOGP>
0.7445594566666663

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.482510557719145

> <JCHEM_PKA_STRONGEST_BASIC>
-2.18857258966792

> <JCHEM_POLAR_SURFACE_AREA>
75.71000000000001

> <JCHEM_REFRACTIVITY>
84.67330000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.85e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl {[1-(2-phenylacetyl)pyrrolidin-2-yl]formamido}acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255714
     RDKit          3D
Noopept
 45 46  0  0  0  0  0  0  0  0999 V2000
    4.6739    2.9891    0.9037 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945    1.9279    0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5544    1.3399   -0.8594 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907    0.6682   -0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0325    0.5555    0.6364 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5678    0.0772   -1.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3997   -0.5798   -1.1410 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5253   -1.6476   -0.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6692   -2.0324    0.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3863   -2.3948    0.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4304   -3.8699    0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0439   -4.1839   -0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380   -2.9054   -0.9895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8946   -1.9059   -0.1031 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5277   -0.6935    0.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9838    0.1292    1.0253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624   -0.3383   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3387    0.9684    0.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0874    1.0977    1.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254    2.3401    1.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2114    3.4778    1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4610    3.3391   -0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279    2.1045   -0.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4129    3.5885    1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1783    3.7271    0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9356    2.5487    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8413    1.2099    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2163    2.4318   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2886    0.8580   -2.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1922   -0.6657   -2.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4177   -0.2789   -1.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5123   -2.3288    1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8786   -4.4885    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9187   -3.9641   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1961   -5.0810   -0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6059   -4.1494    0.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9391   -2.9391   -1.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5294   -2.8361   -1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8746   -0.4035   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6128   -1.0999    0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3483    0.2099    1.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1043    2.4181    2.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5530    4.4366    1.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2111    4.2469   -0.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4406    2.0964   -1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 14 10  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 23 45  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      -9.298  -8.407   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.964  -7.637   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.630  -8.407   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -5.297  -7.637   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.297  -6.097   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.963  -8.407   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -2.629  -7.637   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.296  -8.407   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.296  -9.947   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.038  -7.637   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.199  -6.106   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.705  -5.785   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.475  -7.119   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       1.445  -8.264   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       1.765  -9.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.621 -10.800   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.230 -10.246   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.374  -9.215   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.054  -7.709   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.198  -6.679   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.663  -7.154   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.983  -8.661   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.839  -9.691   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   10   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0255714
HETATM    1  C1  UNL     1       4.674   2.989   0.904  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.395   1.928   0.099  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.554   1.340  -0.859  1.00  0.00           O  
HETATM    4  C3  UNL     1       3.391   0.668  -0.544  1.00  0.00           C  
HETATM    5  O2  UNL     1       3.032   0.556   0.636  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.568   0.077  -1.654  1.00  0.00           C  
HETATM    7  N1  UNL     1       1.400  -0.580  -1.141  1.00  0.00           N  
HETATM    8  C5  UNL     1       1.525  -1.648  -0.250  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.669  -2.032   0.101  1.00  0.00           O  
HETATM   10  C6  UNL     1       0.386  -2.395   0.339  1.00  0.00           C  
HETATM   11  C7  UNL     1       0.430  -3.870   0.001  1.00  0.00           C  
HETATM   12  C8  UNL     1      -1.044  -4.184  -0.238  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.438  -2.905  -0.990  1.00  0.00           C  
HETATM   14  N2  UNL     1      -0.895  -1.906  -0.103  1.00  0.00           N  
HETATM   15  C10 UNL     1      -1.528  -0.694   0.241  1.00  0.00           C  
HETATM   16  O4  UNL     1      -0.984   0.129   1.025  1.00  0.00           O  
HETATM   17  C11 UNL     1      -2.862  -0.338  -0.307  1.00  0.00           C  
HETATM   18  C12 UNL     1      -3.339   0.968   0.180  1.00  0.00           C  
HETATM   19  C13 UNL     1      -4.087   1.098   1.327  1.00  0.00           C  
HETATM   20  C14 UNL     1      -4.525   2.340   1.768  1.00  0.00           C  
HETATM   21  C15 UNL     1      -4.211   3.478   1.051  1.00  0.00           C  
HETATM   22  C16 UNL     1      -3.461   3.339  -0.096  1.00  0.00           C  
HETATM   23  C17 UNL     1      -3.028   2.104  -0.531  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.413   3.589   1.471  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.178   3.727   0.207  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.936   2.549   1.598  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.841   1.210   0.800  1.00  0.00           H  
HETATM   28  H5  UNL     1       6.216   2.432  -0.447  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.289   0.858  -2.378  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.192  -0.666  -2.196  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.418  -0.279  -1.418  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.512  -2.329   1.449  1.00  0.00           H  
HETATM   33  H10 UNL     1       0.879  -4.489   0.776  1.00  0.00           H  
HETATM   34  H11 UNL     1       0.919  -3.964  -0.999  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.196  -5.081  -0.834  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.606  -4.149   0.714  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.939  -2.939  -1.974  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.529  -2.836  -1.112  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.875  -0.403  -1.431  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.613  -1.100   0.021  1.00  0.00           H  
HETATM   41  H18 UNL     1      -4.348   0.210   1.911  1.00  0.00           H  
HETATM   42  H19 UNL     1      -5.104   2.418   2.659  1.00  0.00           H  
HETATM   43  H20 UNL     1      -4.553   4.437   1.397  1.00  0.00           H  
HETATM   44  H21 UNL     1      -3.211   4.247  -0.667  1.00  0.00           H  
HETATM   45  H22 UNL     1      -2.441   2.096  -1.449  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   29   30
CONECT    7    8   31
CONECT    8    9    9   10
CONECT   10   11   14   32
CONECT   11   12   33   34
CONECT   12   13   35   36
CONECT   13   14   37   38
CONECT   14   15
CONECT   15   16   16   17
CONECT   17   18   39   40
CONECT   18   19   19   23
CONECT   19   20   41
CONECT   20   21   21   42
CONECT   21   22   43
CONECT   22   23   23   44
CONECT   23   45
END

HMDB0255714
     RDKit          3D
Noopept
 45 46  0  0  0  0  0  0  0  0999 V2000
    4.6739    2.9891    0.9037 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945    1.9279    0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5544    1.3399   -0.8594 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907    0.6682   -0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0325    0.5555    0.6364 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5678    0.0772   -1.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3997   -0.5798   -1.1410 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5253   -1.6476   -0.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6692   -2.0324    0.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3863   -2.3948    0.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4304   -3.8699    0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0439   -4.1839   -0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380   -2.9054   -0.9895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8946   -1.9059   -0.1031 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5277   -0.6935    0.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9838    0.1292    1.0253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624   -0.3383   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3387    0.9684    0.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0874    1.0977    1.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254    2.3401    1.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2114    3.4778    1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4610    3.3391   -0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279    2.1045   -0.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4129    3.5885    1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1783    3.7271    0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9356    2.5487    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8413    1.2099    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2163    2.4318   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2886    0.8580   -2.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1922   -0.6657   -2.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4177   -0.2789   -1.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5123   -2.3288    1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8786   -4.4885    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9187   -3.9641   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1961   -5.0810   -0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6059   -4.1494    0.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9391   -2.9391   -1.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5294   -2.8361   -1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8746   -0.4035   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6128   -1.0999    0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3483    0.2099    1.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1043    2.4181    2.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5530    4.4366    1.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2111    4.2469   -0.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4406    2.0964   -1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 14 10  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 23 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ethyl 2-{[(2S)-1-(2-phenylacetyl)pyrrolidin-2-yl]formamido}acetic acid	HMDB

Chemical Formula

C₁₇H₂₂N₂O₄

Average Molecular Weight

318.373

Monoisotopic Molecular Weight

318.157957196

IUPAC Name

ethyl 2-{[1-(2-phenylacetyl)pyrrolidin-2-yl]formamido}acetate

Traditional Name

ethyl {[1-(2-phenylacetyl)pyrrolidin-2-yl]formamido}acetate

CAS Registry Number

Not Available

SMILES

CCOC(=O)CNC(=O)C1CCCN1C(=O)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C17H22N2O4/c1-2-23-16(21)12-18-17(22)14-9-6-10-19(14)15(20)11-13-7-4-3-5-8-13/h3-5,7-8,14H,2,6,9-12H2,1H3,(H,18,22)

InChI Key

PJNSMUBMSNAEEN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Alpha-amino acid ester
Proline or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Phenylacetamide
N-acylpyrrolidine
Pyrrolidine-2-carboxamide
Pyrrolidine carboxylic acid or derivatives
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Pyrrolidine
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	1.04	ALOGPS
logP	0.74	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	12.48	ChemAxon
pKa (Strongest Basic)	-2.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	75.71 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	84.67 m³·mol⁻¹	ChemAxon
Polarizability	33.89 Å³	ChemAxon
Number of Rings	2	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]+	172.98	30932474
DeepCCS	[M-H]-	170.622	30932474
DeepCCS	[M-2H]-	203.508	30932474
DeepCCS	[M+Na]+	179.073	30932474
AllCCS	[M+H]+	174.7	32859911
AllCCS	[M+H-H2O]+	171.7	32859911
AllCCS	[M+NH4]+	177.4	32859911
AllCCS	[M+Na]+	178.2	32859911
AllCCS	[M-H]-	175.8	32859911
AllCCS	[M+Na-2H]-	176.1	32859911
AllCCS	[M+HCOO]-	176.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Noopept	CCOC(=O)CNC(=O)C1CCCN1C(=O)CC1=CC=CC=C1	3604.7	Standard polar	33892256
Noopept	CCOC(=O)CNC(=O)C1CCCN1C(=O)CC1=CC=CC=C1	2382.3	Standard non polar	33892256
Noopept	CCOC(=O)CNC(=O)C1CCCN1C(=O)CC1=CC=CC=C1	2587.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Noopept,1TMS,isomer #1	CCOC(=O)CN(C(=O)C1CCCN1C(=O)CC1=CC=CC=C1)[Si](C)(C)C	2658.7	Semi standard non polar	33892256
Noopept,1TMS,isomer #1	CCOC(=O)CN(C(=O)C1CCCN1C(=O)CC1=CC=CC=C1)[Si](C)(C)C	2504.8	Standard non polar	33892256
Noopept,1TMS,isomer #1	CCOC(=O)CN(C(=O)C1CCCN1C(=O)CC1=CC=CC=C1)[Si](C)(C)C	3378.6	Standard polar	33892256
Noopept,1TBDMS,isomer #1	CCOC(=O)CN(C(=O)C1CCCN1C(=O)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2858.2	Semi standard non polar	33892256
Noopept,1TBDMS,isomer #1	CCOC(=O)CN(C(=O)C1CCCN1C(=O)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2708.7	Standard non polar	33892256
Noopept,1TBDMS,isomer #1	CCOC(=O)CN(C(=O)C1CCCN1C(=O)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3476.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Noopept GC-MS (Non-derivatized) - 70eV, Positive	splash10-000m-7970000000-57b95c062ff0cea43639	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Noopept GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

22485092

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

N-Phenylacetyl-L-prolylglycine ethyl ester

METLIN ID

Not Available

PubChem Compound

45926902

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 Noopept (HMDB0255714)

MOL for HMDB0255714 (Noopept)

3D MOL for HMDB0255714 (Noopept)

3D SDF for HMDB0255714 (Noopept)

3D-SDF for HMDB0255714 (Noopept)

PDB for HMDB0255714 (Noopept)

3D PDB for HMDB0255714 (Noopept)

SMILES for HMDB0255714 (Noopept)

INCHI for HMDB0255714 (Noopept)

Structure for HMDB0255714 (Noopept)

3D Structure for HMDB0255714 (Noopept)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra