2-{2-[7-(3-Benzyl-ureido)-4-chloro-1-oxo-1H-isochromen-3-yloxy]-ethyl}-isothiourea

ID: ALA1159853

Chembl Id: CHEMBL1159853

PubChem CID: 10456251

Max Phase: Preclinical

Molecular Formula: C20H19ClN4O4S

Molecular Weight: 446.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)SCCOc1oc(=O)c2cc(NC(=O)NCc3ccccc3)ccc2c1Cl

Standard InChI:  InChI=1S/C20H19ClN4O4S/c21-16-14-7-6-13(25-20(27)24-11-12-4-2-1-3-5-12)10-15(14)17(26)29-18(16)28-8-9-30-19(22)23/h1-7,10H,8-9,11H2,(H3,22,23)(H2,24,25,27)

Standard InChI Key:  QDLSVWFPBSGKKN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1159853

   2-[7-(Benzylcarbamoylamino)-4-chloro-1-oxoisochromen-3-yl]oxyethyl carbamimidothioate

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

Calculated Properties

Molecular Weight: 446.92

Molecular Weight (Monoisotopic): 446.0816

AlogP: 3.77

#Rotatable Bonds: 7

Polar Surface Area: 130.44

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.82

CX Basic pKa: 10.56

CX LogP: 3.29

CX LogD: 0.95

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.25

Np Likeness Score: -1.16

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