ID: ALA2333169

Max Phase: Preclinical

Molecular Formula: C23H18Cl2F3N3O5

Molecular Weight: 544.31

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cn1c(C(F)(F)F)c(-c2ccc(C[C@H](NC(=O)c3c(Cl)cccc3Cl)C(=O)O)cc2)c(=O)n(C)c1=O

Standard InChI:  InChI=1S/C23H18Cl2F3N3O5/c1-30-18(23(26,27)28)16(20(33)31(2)22(30)36)12-8-6-11(7-9-12)10-15(21(34)35)29-19(32)17-13(24)4-3-5-14(17)25/h3-9,15H,10H2,1-2H3,(H,29,32)(H,34,35)/t15-/m0/s1

Standard InChI Key:  RUVVTIYWVAZMKF-HNNXBMFYSA-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: 544.31

Molecular Weight (Monoisotopic): 543.0576

AlogP: 3.50

#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: 3.41

CX Basic pKa:

CX LogP: 4.05

CX LogD: 0.64

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.49

Np Likeness Score: -0.72

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