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

ID: ALA1159843

Chembl Id: CHEMBL1159843

PubChem CID: 10027297

Max Phase: Preclinical

Molecular Formula: C21H21ClN4O4S

Molecular Weight: 460.94

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@@H](NC(=O)Nc1ccc2c(Cl)c(OCCSC(=N)N)oc(=O)c2c1)c1ccccc1

Standard InChI:  InChI=1S/C21H21ClN4O4S/c1-12(13-5-3-2-4-6-13)25-21(28)26-14-7-8-15-16(11-14)18(27)30-19(17(15)22)29-9-10-31-20(23)24/h2-8,11-12H,9-10H2,1H3,(H3,23,24)(H2,25,26,28)/t12-/m1/s1

Standard InChI Key:  BIQOZGUOXPUBER-GFCCVEGCSA-N

Associated Targets(Human)

F2 Tclin Thrombin (11687 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

F2 Thrombin (1630 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Coagulation factor III (5 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 460.94Molecular Weight (Monoisotopic): 460.0972AlogP: 4.33#Rotatable Bonds: 7
Polar Surface Area: 130.44Molecular Species: BASEHBA: 6HBD: 4
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: 12.80CX Basic pKa: 10.56CX LogP: 3.71CX LogD: 1.36
Aromatic Rings: 3Heavy Atoms: 31QED Weighted: 0.24Np 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