ID: ALA2332745

Max Phase: Preclinical

Molecular Formula: C27H23Cl2F3N2O4

Molecular Weight: 567.39

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cc(C(F)(F)F)c(-c2ccc(C[C@H](NC(=O)c3c(Cl)cccc3Cl)C(=O)O)cc2)c(=O)n1CC1CC1

Standard InChI:  InChI=1S/C27H23Cl2F3N2O4/c1-14-11-18(27(30,31)32)22(25(36)34(14)13-16-5-6-16)17-9-7-15(8-10-17)12-21(26(37)38)33-24(35)23-19(28)3-2-4-20(23)29/h2-4,7-11,16,21H,5-6,12-13H2,1H3,(H,33,35)(H,37,38)/t21-/m0/s1

Standard InChI Key:  MBRLFPYOAMWDIP-NRFANRHFSA-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: 567.39

Molecular Weight (Monoisotopic): 566.0987

AlogP: 5.99

#Rotatable Bonds: 8

Polar Surface Area: 88.40

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.43

CX Basic pKa:

CX LogP: 5.48

CX LogD: 2.09

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.35

Np Likeness Score: -0.80

References

1. Tilley JW, Sidduri A, Lou J, Kaplan G, Tare N, Cavallo G, Frank K, Pamidimukkala A, Choi DS, Gerber L, Railkar A, Renzetti L..  (2013)  Identification of N-acyl 4-(3-pyridonyl)phenylalanine derivatives and their orally active prodrug esters as dual acting α4β1 and α4β7 receptor antagonists.,  23  (4): [PMID:23312471] [10.1016/j.bmcl.2012.12.019]

Source

Source(1):

• Scientific Literature