ID: ALA1224256

Max Phase: Preclinical

Molecular Formula: C27H23Cl3N2O7

Molecular Weight: 593.85

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)[C@H](Cc1ccc(OCc2c(Cl)cccc2Cl)cc1)NC(=O)[C@@H]1OCO[C@H]1C(=O)Nc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C27H23Cl3N2O7/c28-16-6-8-17(9-7-16)31-25(33)23-24(39-14-38-23)26(34)32-22(27(35)36)12-15-4-10-18(11-5-15)37-13-19-20(29)2-1-3-21(19)30/h1-11,22-24H,12-14H2,(H,31,33)(H,32,34)(H,35,36)/t22-,23+,24+/m0/s1

Standard InChI Key:  LQHCYCYDWOAIMX-RBZQAINGSA-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: 593.85

Molecular Weight (Monoisotopic): 592.0571

AlogP: 4.72

#Rotatable Bonds: 10

Polar Surface Area: 123.19

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.24

CX Basic pKa:

CX LogP: 5.33

CX LogD: 1.89

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.31

Np Likeness Score: -0.72

References

1. Rehman A, Soni A, Naik K, Nair S, Palle VP, Dastidar S, Ray A, Alam MS, Salman M, Cliffe IA, Sattigeri V..  (2010)  Synthesis and biological activity of N-substituted aminocarbonyl-1,3-dioxolanes as VLA-4 antagonists.,  20  (18): [PMID:20705461] [10.1016/j.bmcl.2010.07.069]

Source

Source(1):

• Scientific Literature