ID: ALA1923906

Max Phase: Preclinical

Molecular Formula: C27H30Cl2N4O5S

Molecular Weight: 557.07

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(C(=O)O)cc(NC(=O)c2nc3c(s2)CN(C(C)C)CC3)c1CCC(=O)Nc1ccc(Cl)cc1.Cl

Standard InChI:  InChI=1S/C27H29ClN4O5S.ClH/c1-15(2)32-11-10-20-23(14-32)38-26(31-20)25(34)30-21-12-16(27(35)36)13-22(37-3)19(21)8-9-24(33)29-18-6-4-17(28)5-7-18;/h4-7,12-13,15H,8-11,14H2,1-3H3,(H,29,33)(H,30,34)(H,35,36);1H

Standard InChI Key:  WVGMRTPHEJBGSZ-UHFFFAOYSA-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: 557.07

Molecular Weight (Monoisotopic): 556.1547

AlogP: 5.09

#Rotatable Bonds: 9

Polar Surface Area: 120.86

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.67

CX Basic pKa: 6.72

CX LogP: 2.05

CX LogD: 1.50

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.34

Np Likeness Score: -1.44

References

1. Mochizuki A, Nagata T, Kanno H, Takano D, Kishida M, Suzuki M, Ohta T..  (2011)  Orally active zwitterionic factor Xa inhibitors with long duration of action.,  21  (24): [PMID:22044620] [10.1016/j.bmcl.2011.10.021]

Source

Source(1):

• Scientific Literature