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

ID: ALA1159841

Chembl Id: CHEMBL1159841

PubChem CID: 10004460

Max Phase: Preclinical

Molecular Formula: C21H21ClN4O4S

Molecular Weight: 460.94

Molecule Type: Small molecule

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-/m0/s1

Standard InChI Key:  BIQOZGUOXPUBER-LBPRGKRZSA-N

Alternative Forms

1. Parent:

   

   ALA1159841

   2-[4-chloro-1-oxo-7-[[(1S)-1-phenylethyl]carbamoylamino]isochromen-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: 460.94

Molecular Weight (Monoisotopic): 460.0972

AlogP: 4.33

#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: 12.80

CX Basic pKa: 10.56

CX LogP: 3.71

CX LogD: 1.36

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.24

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