(R,S) 2-(2-Mercaptomethyl-3-phenyl-propionylamino)-propionic acid

ID: ALA165980

PubChem CID: 44377748

Max Phase: Preclinical

Molecular Formula: C13H17NO3S

Molecular Weight: 267.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](NC(=O)[C@H](CS)Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C13H17NO3S/c1-9(13(16)17)14-12(15)11(8-18)7-10-5-3-2-4-6-10/h2-6,9,11,18H,7-8H2,1H3,(H,14,15)(H,16,17)/t9-,11+/m1/s1

Standard InChI Key:  OKNXEECYUOGSBZ-KOLCDFICSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  1  0  0  0  0  0999 V2000
    5.1042   -2.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167   -2.9750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3917   -2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2542   -2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5417   -2.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3917   -3.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1042   -1.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2542   -3.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9667   -2.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667   -2.9750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6792   -4.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6792   -2.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5417   -1.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6792   -5.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -4.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667   -5.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -5.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  5  1  0
  5  2  1  0
  3  6  1  1
  7  1  2  0
  8  4  2  0
  9  4  1  0
 10 12  1  0
 11  6  1  0
 12  3  1  0
  5 13  1  6
 14 11  1  0
 15 11  2  0
 16 15  1  0
 17 14  2  0
 18 16  2  0
 18 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA165980

   (R,S) 2-(2-Mercaptomethyl-3-phenyl-propionylamino)-propionic acid

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: 267.35

Molecular Weight (Monoisotopic): 267.0929

AlogP: 1.36

#Rotatable Bonds: 6

Polar Surface Area: 66.40

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.03

CX Basic pKa: ┄

CX LogP: 2.03

CX LogD: -1.11

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.68

Np Likeness Score: -0.11

References

1. Fournié-Zaluski MC, Lucas-Soroca E, Devin J, Roques BP..  (1986)  1H NMR configurational correlation for retro-inverso dipeptides: application to the determination of the absolute configuration of "enkephalinase" inhibitors. Relationships between stereochemistry and enzyme recognition.,  29  (5): [PMID:3517331] [10.1021/jm00155a027]

Source

Source(1):

• Scientific Literature