4-methoxybenzyl 2-methyl-5-oxo-4,7-di(thiophen-2-yl)-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

ID: ALA518011

Chembl Id: CHEMBL518011

PubChem CID: 2919605

Max Phase: Preclinical

Molecular Formula: C27H25NO4S2

Molecular Weight: 491.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(COC(=O)C2=C(C)NC3=C(C(=O)CC(c4cccs4)C3)C2c2cccs2)cc1

Standard InChI:  InChI=1S/C27H25NO4S2/c1-16-24(27(30)32-15-17-7-9-19(31-2)10-8-17)26(23-6-4-12-34-23)25-20(28-16)13-18(14-21(25)29)22-5-3-11-33-22/h3-12,18,26,28H,13-15H2,1-2H3

Standard InChI Key:  BAVQILLWTOOIGC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA518011

   4-Methoxybenzyl 2-methyl-5-oxo-4,7-di(thiophen-2-yl)-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

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: 491.63

Molecular Weight (Monoisotopic): 491.1225

AlogP: 5.92

#Rotatable Bonds: 6

Polar Surface Area: 64.63

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.95

CX LogD: 4.95

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: -1.04

References

1. Cho Y, Ioerger TR, Sacchettini JC..  (2008)  Discovery of novel nitrobenzothiazole inhibitors for Mycobacterium tuberculosis ATP phosphoribosyl transferase (HisG) through virtual screening.,  51  (19): [PMID:18778048] [10.1021/jm800328v]

Source

Source(1):

• Scientific Literature