(S)-N-(2-hydroxyphenyl)-5-oxopyrrolidine-2-carboxamide

ID: ALA4245557

PubChem CID: 145984781

Max Phase: Preclinical

Molecular Formula: C11H12N2O3

Molecular Weight: 220.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CC[C@@H](C(=O)Nc2ccccc2O)N1

Standard InChI:  InChI=1S/C11H12N2O3/c14-9-4-2-1-3-7(9)13-11(16)8-5-6-10(15)12-8/h1-4,8,14H,5-6H2,(H,12,15)(H,13,16)/t8-/m0/s1

Standard InChI Key:  LADLJNVPKMDVGS-QMMMGPOBSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   21.2717  -27.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0889  -27.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3433  -26.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6803  -25.8736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0216  -26.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2443  -26.1035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0464  -25.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7585  -26.3406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0377  -25.1306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7672  -27.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0608  -27.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0692  -28.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7818  -28.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4874  -28.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4755  -27.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1770  -27.1329    0.0000 O   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  1  0
  5  1  1  0
  5  6  2  0
  3  7  1  6
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 15 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4245557

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 220.23

Molecular Weight (Monoisotopic): 220.0848

AlogP: 0.61

#Rotatable Bonds: 2

Polar Surface Area: 78.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.77

CX Basic pKa: ┄

CX LogP: 0.24

CX LogD: 0.22

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.64

Np Likeness Score: -0.73

References

1. Gang FL, Zhu F, Li XT, Wei JL, Wu WJ, Zhang JW..  (2018)  Synthesis and bioactivities evaluation of l-pyroglutamic acid analogues from natural product lead.,  26  (16): [PMID:30119995] [10.1016/j.bmc.2018.07.041]

Source

Source(1):

• Scientific Literature