ID: ALA189355

Max Phase: Preclinical

Molecular Formula: C18H17NO4S

Molecular Weight: 343.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(C(=O)c2c(N)sc3ccccc23)cc(OC)c1OC

Standard InChI:  InChI=1S/C18H17NO4S/c1-21-12-8-10(9-13(22-2)17(12)23-3)16(20)15-11-6-4-5-7-14(11)24-18(15)19/h4-9H,19H2,1-3H3

Standard InChI Key:  JQEVJXXMFRRASE-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: 343.40

Molecular Weight (Monoisotopic): 343.0878

AlogP: 3.74

#Rotatable Bonds: 5

Polar Surface Area: 70.78

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: -0.40

References

1. Romagnoli R, Baraldi PG, Jung MK, Iaconinoto MA, Carrion MD, Remusat V, Preti D, Tabrizi MA, Francesca F, De Clercq E, Balzarini J, Hamel E..  (2005)  Synthesis and preliminary biological evaluation of new anti-tubulin agents containing different benzoheterocycles.,  15  (18): [PMID:16005627] [10.1016/j.bmcl.2005.06.022]

2. Romagnoli R, Baraldi PG, Carrion MD, Lopez Cara C, Preti D, Fruttarolo F, Pavani MG, Tabrizi MA, Tolomeo M, Grimaudo S, Di Cristina A, Balzarini J, Hadfield JA, Brancale A, Hamel E..  (2007)  Synthesis and biological evaluation of 2- and 3-aminobenzo[b]thiophene derivatives as antimitotic agents and inhibitors of tubulin polymerization.,  50  (9): [PMID:17419607] [10.1021/jm070050f]

3. Romagnoli R, Baraldi PG, Carrion MD, Cruz-Lopez O, Cara CL, Tolomeo M, Grimaudo S, Di Cristina A, Pipitone MR, Balzarini J, Kandil S, Brancale A, Sarkar T, Hamel E..  (2008)  Synthesis and biological evaluation of 2-amino-3-(3',4',5'-trimethoxybenzoyl)-6-substituted-4,5,6,7-tetrahydrothieno[2,3-c]pyridine derivatives as antimitotic agents and inhibitors of tubulin polymerization.,  18  (18): [PMID:18725179] [10.1016/j.bmcl.2008.08.006]

Source

Source(1):

• Scientific Literature