ID: ALA139194

Max Phase: Preclinical

Molecular Formula: C18H17NO4

Molecular Weight: 311.34

Molecule Type: Small molecule

Representations

Synonyms (1): 2-(3',4',5'-Trimethoxybenzoyl)Indole
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cc(C(=O)c2cc3ccccc3[nH]2)cc(OC)c1OC

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

Standard InChI Key:  SMBSCYKKWRTKGF-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: 12.51

CX Basic pKa:

CX LogP: 2.98

CX LogD: 2.98

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.73

Np Likeness Score: -0.19

References

1. Mahboobi S, Pongratz H, Hufsky H, Hockemeyer J, Frieser M, Lyssenko A, Paper DH, Bürgermeister J, Böhmer FD, Fiebig HH, Burger AM, Baasner S, Beckers T..  (2001)  Synthetic 2-aroylindole derivatives as a new class of potent tubulin-inhibitory, antimitotic agents.,  44  (26): [PMID:11741473] [10.1021/jm010940+]

2. 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]

Source

Source(1):

• Scientific Literature