combretastatin A-4 disodiumphosphate ester

ID: ALA378110

Chembl Id: CHEMBL378110

PubChem CID: 57395304

Max Phase: Preclinical

Molecular Formula: C19H21Na2O8P

Molecular Weight: 410.36

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Combretastatin A-4 Disodiumphosphate Ester | CHEMBL378110|combretastatin A-4 disodiumphosphate ester

Canonical SMILES:  COc1ccc(C/C=C\c2cc(OC)c(OC)c(OC)c2)cc1OP(=O)([O-])[O-].[Na+].[Na+]

Standard InChI:  InChI=1S/C19H23O8P.2Na/c1-23-15-9-8-13(10-16(15)27-28(20,21)22)6-5-7-14-11-17(24-2)19(26-4)18(12-14)25-3;;/h5,7-12H,6H2,1-4H3,(H2,20,21,22);;/q;2*+1/p-2/b7-5-;;

Standard InChI Key:  OKXZEDRLNTYXJS-MWKZNRQPSA-L

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: 410.36

Molecular Weight (Monoisotopic): 410.1131

AlogP: 3.45

#Rotatable Bonds: 9

Polar Surface Area: 103.68

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.62

CX Basic pKa: ┄

CX LogP: 3.09

CX LogD: -0.15

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: 0.88

References

1. Simoni D, Romagnoli R, Baruchello R, Rondanin R, Rizzi M, Pavani MG, Alloatti D, Giannini G, Marcellini M, Riccioni T, Castorina M, Guglielmi MB, Bucci F, Carminati P, Pisano C..  (2006)  Novel combretastatin analogues endowed with antitumor activity.,  49  (11): [PMID:16722633] [10.1021/jm0510732]

Source

Source(1):

• Scientific Literature