Bishydroxycoumarin4-hydroxy-3-(4-hydroxy-2-oxo-2H-3-chromenylmethyl)-2H-2-chromenone

ID: ALA1466

Chembl Id: CHEMBL1466

Max Phase: Approved

First Approval: 1944

Molecular Formula: C19H12O6

Molecular Weight: 336.30

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Bishydroxycoumarin | Dicoumarolum | NSC-17860 | NSC-221570 | NSC-41834

Trade Names(1): Dicumarol

Canonical SMILES:  O=c1oc2ccccc2c(O)c1Cc1c(O)c2ccccc2oc1=O

Standard InChI:  InChI=1S/C19H12O6/c20-16-10-5-1-3-7-14(10)24-18(22)12(16)9-13-17(21)11-6-2-4-8-15(11)25-19(13)23/h1-8,20-21H,9H2

Standard InChI Key:  DOBMPNYZJYQDGZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1466

   DICUMAROL

Molecule Features

Natural Product: Yes

Oral: Yes

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 336.30

Molecular Weight (Monoisotopic): 336.0634

AlogP: 2.90

#Rotatable Bonds: 2

Polar Surface Area: 100.88

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.85

CX Basic pKa: ┄

CX LogP: 1.94

CX LogD: -2.22

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.55

Np Likeness Score: 0.33

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Source

Source(11):

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