(R)-2-(4-(((S)-3-((R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl)thiazolidine-2-carboxamido)methyl)phenylamino)-3-methylbutanoic acid hydrochloride

ID: ALA1683506

Chembl Id: CHEMBL1683506

PubChem CID: 24860300

Max Phase: Preclinical

Molecular Formula: C26H32ClF3N4O4S

Molecular Weight: 552.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H](Nc1ccc(CNC(=O)[C@@H]2SCCN2C(=O)C[C@H](N)Cc2cc(F)c(F)cc2F)cc1)C(=O)O.Cl

Standard InChI:  InChI=1S/C26H31F3N4O4S.ClH/c1-14(2)23(26(36)37)32-18-5-3-15(4-6-18)13-31-24(35)25-33(7-8-38-25)22(34)11-17(30)9-16-10-20(28)21(29)12-19(16)27;/h3-6,10,12,14,17,23,25,32H,7-9,11,13,30H2,1-2H3,(H,31,35)(H,36,37);1H/t17-,23-,25+;/m1./s1

Standard InChI Key:  WGTQOPKMWHLPHY-OZWXPUTRSA-N

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: 552.62

Molecular Weight (Monoisotopic): 552.2018

AlogP: 3.10

#Rotatable Bonds: 11

Polar Surface Area: 124.76

Molecular Species: ZWITTERION

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.97

CX Basic pKa: 8.78

CX LogP: 0.69

CX LogD: 0.69

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.32

Np Likeness Score: -0.83

References

1. Park WS, Kang SK, Jun MA, Shin MS, Kim KY, Rhee SD, Bae MA, Kim MS, Kim KR, Kang NS, Yoo SE, Lee JO, Song DH, Silinski P, Schneider SE, Ahn JH, Kim SS..  (2011)  Discovery of β-aminoacyl containing thiazolidine derivatives as potent and selective dipeptidyl peptidase IV inhibitors.,  21  (5): [PMID:21306895] [10.1016/j.bmcl.2011.01.041]

Source

Source(1):

• Scientific Literature