3-(3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}-2-methylphenyl)propanoic acid

ID: ALA4875496

Chembl Id: CHEMBL4875496

PubChem CID: 58288201

Max Phase: Preclinical

Molecular Formula: C21H21ClF3NO3

Molecular Weight: 427.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(CCC(=O)O)cccc1NC(=O)[C@H](c1ccc(Cl)cc1)[C@@H](C)C(F)(F)F

Standard InChI:  InChI=1S/C21H21ClF3NO3/c1-12-14(8-11-18(27)28)4-3-5-17(12)26-20(29)19(13(2)21(23,24)25)15-6-9-16(22)10-7-15/h3-7,9-10,13,19H,8,11H2,1-2H3,(H,26,29)(H,27,28)/t13-,19+/m1/s1

Standard InChI Key:  HQZGLFZTDIYADM-YJYMSZOUSA-N

Alternative Forms

1. Parent:

   

   ALA4875496

   3-[3-[[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino]-2-methylphenyl]propanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 427.85

Molecular Weight (Monoisotopic): 427.1162

AlogP: 5.59

#Rotatable Bonds: 7

Polar Surface Area: 66.40

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.20

CX Basic pKa: ┄

CX LogP: 5.80

CX LogD: 2.77

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -0.63

References

1. Hahn MG, Lampe T, El Sheikh S, Griebenow N, Woltering E, Schlemmer KH, Dietz L, Gerisch M, Wunder F, Becker-Pelster EM, Mondritzki T, Tinel H, Knorr A, Kern A, Lang D, Hueser J, Schomber T, Benardeau A, Eitner F, Truebel H, Mittendorf J, Kumar V, van den Akker F, Schaefer M, Geiss V, Sandner P, Stasch JP..  (2021)  Discovery of the Soluble Guanylate Cyclase Activator Runcaciguat (BAY 1101042).,  64  (9.0): [PMID:33872507] [10.1021/acs.jmedchem.0c02154]

Source

Source(1):

• Scientific Literature