ID: ALA2333175

Max Phase: Preclinical

Molecular Formula: C26H28ClN3O5

Molecular Weight: 497.98

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1c(-c2ccc(C[C@H](NC(=O)c3c(Cl)cccc3C(C)C)C(=O)O)cc2)c(=O)n(C)c(=O)n1C

Standard InChI:  InChI=1S/C26H28ClN3O5/c1-14(2)18-7-6-8-19(27)22(18)23(31)28-20(25(33)34)13-16-9-11-17(12-10-16)21-15(3)29(4)26(35)30(5)24(21)32/h6-12,14,20H,13H2,1-5H3,(H,28,31)(H,33,34)/t20-/m0/s1

Standard InChI Key:  RCMILHNCCRVJJC-FQEVSTJZSA-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: 497.98

Molecular Weight (Monoisotopic): 497.1717

AlogP: 3.26

#Rotatable Bonds: 7

Polar Surface Area: 110.40

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.65

CX Basic pKa:

CX LogP: 4.09

CX LogD: 0.77

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.52

Np Likeness Score: -0.55

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