ID: ALA2332752

Max Phase: Preclinical

Molecular Formula: C24H23Cl2N3O5

Molecular Weight: 504.37

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cc(C[C@H](NC(=O)c2c(Cl)cccc2Cl)C(=O)O)ccc1-c1c(C)n(C)c(=O)n(C)c1=O

Standard InChI:  InChI=1S/C24H23Cl2N3O5/c1-12-10-14(8-9-15(12)19-13(2)28(3)24(34)29(4)22(19)31)11-18(23(32)33)27-21(30)20-16(25)6-5-7-17(20)26/h5-10,18H,11H2,1-4H3,(H,27,30)(H,32,33)/t18-/m0/s1

Standard InChI Key:  NTFHSUUFBUDKFC-SFHVURJKSA-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: 504.37

Molecular Weight (Monoisotopic): 503.1015

AlogP: 3.10

#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: 3.50

CX Basic pKa:

CX LogP: 3.96

CX LogD: 0.59

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.54

Np Likeness Score: -0.60

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