ID: ALA1923903

Max Phase: Preclinical

Molecular Formula: C25H27Cl2N5O4S

Molecular Weight: 528.03

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)N1CCc2nc(C(=O)Nc3cc(C(=O)O)ccc3CCC(=O)Nc3ccc(Cl)cn3)sc2C1.Cl

Standard InChI:  InChI=1S/C25H26ClN5O4S.ClH/c1-14(2)31-10-9-18-20(13-31)36-24(29-18)23(33)28-19-11-16(25(34)35)4-3-15(19)5-8-22(32)30-21-7-6-17(26)12-27-21;/h3-4,6-7,11-12,14H,5,8-10,13H2,1-2H3,(H,28,33)(H,34,35)(H,27,30,32);1H

Standard InChI Key:  SREZSUOGCMMXGP-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: 528.03

Molecular Weight (Monoisotopic): 527.1394

AlogP: 4.48

#Rotatable Bonds: 8

Polar Surface Area: 124.52

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.92

CX Basic pKa: 6.72

CX LogP: 1.67

CX LogD: 1.09

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.39

Np Likeness Score: -1.80

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