(S)-2-amino-3-((4-methoxyphenyl)diphenylmethylthio)propanoic acid

ID: ALA1818525

Chembl Id: CHEMBL1818525

Cas Number: 926935-33-3

PubChem CID: 25015247

Max Phase: Preclinical

Molecular Formula: C23H23NO3S

Molecular Weight: 393.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(SC[C@@H](N)C(=O)O)(c2ccccc2)c2ccccc2)cc1

Standard InChI:  InChI=1S/C23H23NO3S/c1-27-20-14-12-19(13-15-20)23(17-8-4-2-5-9-17,18-10-6-3-7-11-18)28-16-21(24)22(25)26/h2-15,21H,16,24H2,1H3,(H,25,26)/t21-/m1/s1

Standard InChI Key:  QAINHNNAIDVCEZ-OAQYLSRUSA-N

Alternative Forms

1. Parent:

   

   ALA1818525

   H-D-Cys(Mmt)-OH

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: 393.51

Molecular Weight (Monoisotopic): 393.1399

AlogP: 4.13

#Rotatable Bonds: 8

Polar Surface Area: 72.55

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.11

CX Basic pKa: 9.12

CX LogP: 2.28

CX LogD: 2.28

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.56

Np Likeness Score: -0.08

References

1. Rodriguez D, Ramesh C, Henson LH, Wilmeth L, Bryant BK, Kadavakollu S, Hirsch R, Montoya J, Howell PR, George JM, Alexander D, Johnson DL, Arterburn JB, Shuster CB..  (2011)  Synthesis and characterization of tritylthioethanamine derivatives with potent KSP inhibitory activity.,  19  (18): [PMID:21855351] [10.1016/j.bmc.2011.07.054]

Source

Source(1):

• Scientific Literature