ID: ALA230846

Max Phase: Preclinical

Molecular Formula: C20H21NO4

Molecular Weight: 339.39

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCn1ccc2cc(C(=O)c3cc(OC)c(OC)c(OC)c3)ccc21

Standard InChI:  InChI=1S/C20H21NO4/c1-5-21-9-8-13-10-14(6-7-16(13)21)19(22)15-11-17(23-2)20(25-4)18(12-15)24-3/h6-12H,5H2,1-4H3

Standard InChI Key:  SGMNXUMTQXRVFJ-UHFFFAOYSA-N

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

Properties

Molecular Weight: 339.39

Molecular Weight (Monoisotopic): 339.1471

AlogP: 3.92

#Rotatable Bonds: 6

Polar Surface Area: 49.69

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.64

CX LogD: 3.64

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: -0.49

References

1. Liou JP, Wu CY, Hsieh HP, Chang CY, Chen CM, Kuo CC, Chang JY..  (2007)  4- and 5-aroylindoles as novel classes of potent antitubulin agents.,  50  (18): [PMID:17685504] [10.1021/jm070557q]

2. Alvarez C, Alvarez R, Corchete P, López JL, Pérez-Melero C, Peláez R, Medarde M..  (2008)  Diarylmethyloxime and hydrazone derivatives with 5-indolyl moieties as potent inhibitors of tubulin polymerization.,  16  (11): [PMID:18502133] [10.1016/j.bmc.2008.04.054]

3. Alvarez R, Alvarez C, Mollinedo F, Sierra BG, Medarde M, Peláez R..  (2009)  Isocombretastatins A: 1,1-diarylethenes as potent inhibitors of tubulin polymerization and cytotoxic compounds.,  17  (17): [PMID:19647439] [10.1016/j.bmc.2009.07.012]

Source

Source(1):

• Scientific Literature