ID: ALA3343303

Max Phase: Preclinical

Molecular Formula: C17H17ClN2O4S

Molecular Weight: 380.85

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1c(OCCCO)cccc1OCc1cc(-c2ccc(Cl)s2)on1

Standard InChI:  InChI=1S/C17H17ClN2O4S/c18-16-6-5-15(25-16)14-9-11(20-24-14)10-23-13-4-1-3-12(17(13)19)22-8-2-7-21/h1,3-6,9,21H,2,7-8,10,19H2

Standard InChI Key:  VDLIHPNLMSFXEE-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: 380.85

Molecular Weight (Monoisotopic): 380.0598

AlogP: 3.98

#Rotatable Bonds: 8

Polar Surface Area: 90.74

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 4.20

CX LogP: 2.48

CX LogD: 2.48

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.45

Np Likeness Score: -1.32

References

1. Belviso BD, Caliandro R, de Candia M, Zaetta G, Lopopolo G, Incampo F, Colucci M, Altomare CD..  (2014)  How a β-D-glucoside side chain enhances binding affinity to thrombin of inhibitors bearing 2-chlorothiophene as P1 moiety: crystallography, fragment deconstruction study, and evaluation of antithrombotic properties.,  57  (20): [PMID:25268757] [10.1021/jm5010754]

Source

Source(1):

• Scientific Literature