ID: ALA1159854

Max Phase: Preclinical

Molecular Formula: C19H17ClN4O4S

Molecular Weight: 432.89

Molecule Type: Small molecule

Representations

Canonical SMILES:  N=C(N)SCCOc1oc(=O)c2cc(NC(=O)Nc3ccccc3)ccc2c1Cl

Standard InChI:  InChI=1S/C19H17ClN4O4S/c20-15-13-7-6-12(24-19(26)23-11-4-2-1-3-5-11)10-14(13)16(25)28-17(15)27-8-9-29-18(21)22/h1-7,10H,8-9H2,(H3,21,22)(H2,23,24,26)

Standard InChI Key:  FIVWBAALLYBTLM-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: 432.89

Molecular Weight (Monoisotopic): 432.0659

AlogP: 4.10

#Rotatable Bonds: 6

Polar Surface Area: 130.44

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.31

CX Basic pKa: 10.48

CX LogP: 3.28

CX LogD: 1.24

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.26

Np Likeness Score: -0.99

References

1. Kam CM, Kerrigan JE, Plaskon RR, Duffy EJ, Lollar P, Suddath FL, Powers JC..  (1994)  Mechanism-based isocoumarin inhibitors for blood coagulation serine proteases. Effect of the 7-substituent in 7-amino-4-chloro-3-(isothioureidoalkoxy)isocoumarins on inhibitory and anticoagulant potency.,  37  (9): [PMID:8176707] [10.1021/jm00035a009]

Source

Source(1):

• Scientific Literature