ID: ALA2333171

Max Phase: Preclinical

Molecular Formula: C24H21ClF3N3O5

Molecular Weight: 523.90

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cccc(Cl)c1C(=O)N[C@@H](Cc1ccc(-c2c(C(F)(F)F)n(C)c(=O)n(C)c2=O)cc1)C(=O)O

Standard InChI:  InChI=1S/C24H21ClF3N3O5/c1-12-5-4-6-15(25)17(12)20(32)29-16(22(34)35)11-13-7-9-14(10-8-13)18-19(24(26,27)28)30(2)23(36)31(3)21(18)33/h4-10,16H,11H2,1-3H3,(H,29,32)(H,34,35)/t16-/m0/s1

Standard InChI Key:  BZEBVNQBGHZGIZ-INIZCTEOSA-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

Properties

Molecular Weight: 523.90

Molecular Weight (Monoisotopic): 523.1122

AlogP: 3.16

#Rotatable Bonds: 6

Polar Surface Area: 110.40

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.53

CX Basic pKa:

CX LogP: 3.96

CX LogD: 0.59

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.52

Np Likeness Score: -0.74

References

1. Sidduri A, Tilley JW, Lou J, Tare N, Cavallo G, Frank K, Pamidimukkala A, Choi DS, Gerber L, Railkar A, Renzetti L..  (2013)  Identification of N-acyl 4-(5-pyrimidine-2,4-dionyl)phenylalanine derivatives and their orally active prodrug esters as dual-acting alpha4-beta1 and alpha4-beta7 receptor antagonists.,  23  (4): [PMID:23312474] [10.1016/j.bmcl.2012.12.026]

Source

Source(1):

• Scientific Literature