ID: ALA397485

Max Phase: Preclinical

Molecular Formula: C18H17NO4

Molecular Weight: 311.34

Molecule Type: Small molecule

Representations

Synonyms (1): 3-(3',4',5'-Trimethoxybenzoyl)Indole
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cc(C(=O)c2c[nH]c3ccccc23)cc(OC)c1OC

Standard InChI:  InChI=1S/C18H17NO4/c1-21-15-8-11(9-16(22-2)18(15)23-3)17(20)13-10-19-14-7-5-4-6-12(13)14/h4-10,19H,1-3H3

Standard InChI Key:  IWZBDBYOZDTTCS-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: 311.34

Molecular Weight (Monoisotopic): 311.1158

AlogP: 3.42

#Rotatable Bonds: 5

Polar Surface Area: 60.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.36

CX Basic pKa:

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.73

Np Likeness Score: 0.01

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. La Regina G, Sarkar T, Bai R, Edler MC, Saletti R, Coluccia A, Piscitelli F, Minelli L, Gatti V, Mazzoccoli C, Palermo V, Mazzoni C, Falcone C, Scovassi AI, Giansanti V, Campiglia P, Porta A, Maresca B, Hamel E, Brancale A, Novellino E, Silvestri R..  (2009)  New arylthioindoles and related bioisosteres at the sulfur bridging group. 4. Synthesis, tubulin polymerization, cell growth inhibition, and molecular modeling studies.,  52  (23): [PMID:19601594] [10.1021/jm900016t]

Source

Source(1):

• Scientific Literature