ID: ALA2332748

Max Phase: Preclinical

Molecular Formula: C26H28ClN3O5

Molecular Weight: 497.98

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCn1c(C)c(-c2ccc(C[C@H](NC(=O)c3c(C)cccc3Cl)C(=O)O)cc2)c(=O)n(CC)c1=O

Standard InChI:  InChI=1S/C26H28ClN3O5/c1-5-29-16(4)22(24(32)30(6-2)26(29)35)18-12-10-17(11-13-18)14-20(25(33)34)28-23(31)21-15(3)8-7-9-19(21)27/h7-13,20H,5-6,14H2,1-4H3,(H,28,31)(H,33,34)/t20-/m0/s1

Standard InChI Key:  IECKVUVUZIOYDW-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: 3.41

#Rotatable Bonds: 8

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: 3.54

CX Basic pKa:

CX LogP: 4.07

CX LogD: 0.71

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.50

Np Likeness Score: -0.73

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