ID: ALA2333172

Max Phase: Preclinical

Molecular Formula: C25H33N3O6

Molecular Weight: 471.55

Molecule Type: Small molecule

Representations

Canonical SMILES:  COCCC1(C(=O)N[C@@H](Cc2ccc(-c3c(C)n(C)c(=O)n(C)c3=O)cc2)C(=O)O)CCCC1

Standard InChI:  InChI=1S/C25H33N3O6/c1-16-20(21(29)28(3)24(33)27(16)2)18-9-7-17(8-10-18)15-19(22(30)31)26-23(32)25(13-14-34-4)11-5-6-12-25/h7-10,19H,5-6,11-15H2,1-4H3,(H,26,32)(H,30,31)/t19-/m0/s1

Standard InChI Key:  PQEXVAMKRQHKJU-IBGZPJMESA-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: 471.55

Molecular Weight (Monoisotopic): 471.2369

AlogP: 1.77

#Rotatable Bonds: 9

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: 2.26

CX LogD: -1.03

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.58

Np Likeness Score: -0.10

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