(2S,4S)-4-((R)-3-amino-4-(2,4,5-trifluorophenyl)butanamido)-1-((S)-2-((S)-1-carboxy-3-phenylpropylamino)pentanoyl)pyrrolidine-2-carboxylic acid

ID: ALA4078112

Chembl Id: CHEMBL4078112

PubChem CID: 53354365

Max Phase: Preclinical

Molecular Formula: C30H37F3N4O6

Molecular Weight: 606.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC[C@H](N[C@@H](CCc1ccccc1)C(=O)O)C(=O)N1C[C@@H](NC(=O)C[C@H](N)Cc2cc(F)c(F)cc2F)C[C@H]1C(=O)O

Standard InChI:  InChI=1S/C30H37F3N4O6/c1-2-6-24(36-25(29(40)41)10-9-17-7-4-3-5-8-17)28(39)37-16-20(14-26(37)30(42)43)35-27(38)13-19(34)11-18-12-22(32)23(33)15-21(18)31/h3-5,7-8,12,15,19-20,24-26,36H,2,6,9-11,13-14,16,34H2,1H3,(H,35,38)(H,40,41)(H,42,43)/t19-,20+,24+,25+,26+/m1/s1

Standard InChI Key:  HTEXKUKUMOZCFK-IDSXKDCHSA-N

Alternative Forms

1. Parent:

   

   ALA4078112

   (2S,4S)-4-[[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]amino]-1-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]pentanoyl]pyrrolidine-2-carboxylic 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: 606.64

Molecular Weight (Monoisotopic): 606.2665

AlogP: 2.38

#Rotatable Bonds: 15

Polar Surface Area: 162.06

Molecular Species: ZWITTERION

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.82

CX Basic pKa: 9.49

CX LogP: -1.63

CX LogD: -1.73

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.19

Np Likeness Score: -0.31

References

1. Sattigeri JA, Sethi S, Davis JA, Ahmed S, Rayasam GV, Jadhav BG, Chilla SM, Datta D, Gadhave A, Tulasi VK, Jain T, Voleti S, Benjamin B, Udupa S, Jain G, Singh Y, Srinivas K, Bansal VS, Ray A, Bhatnagar PK, Cliffe IA..  (2017)  Approaches towards the development of chimeric DPP4/ACE inhibitors for treating metabolic syndrome.,  27  (11): [PMID:28442252] [10.1016/j.bmcl.2017.04.036]

Source

Source(1):

• Scientific Literature