ID: ALA2332749

Max Phase: Preclinical

Molecular Formula: C27H37N3O6

Molecular Weight: 499.61

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCn1c(C)c(-c2ccc(C[C@H](NC(=O)C3(CCOC)CCCC3)C(=O)O)cc2)c(=O)n(CC)c1=O

Standard InChI:  InChI=1S/C27H37N3O6/c1-5-29-18(3)22(23(31)30(6-2)26(29)35)20-11-9-19(10-12-20)17-21(24(32)33)28-25(34)27(15-16-36-4)13-7-8-14-27/h9-12,21H,5-8,13-17H2,1-4H3,(H,28,34)(H,32,33)/t21-/m0/s1

Standard InChI Key:  JOABXWLBYGYELJ-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: 499.61

Molecular Weight (Monoisotopic): 499.2682

AlogP: 2.73

#Rotatable Bonds: 11

Polar Surface Area: 119.63

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.73

CX Basic pKa:

CX LogP: 2.98

CX LogD: -0.32

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.49

Np Likeness Score: -0.24

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