rac-10-Ethyl-5,11-dioxo-10,11-dihydro-5H-5lambda*4*-dibenzo[b,f][1,4]thiazepine-8-carboxylic acid(3-azepan-1-yl-propyl)-amide

ID: ALA1796122

Chembl Id: CHEMBL1796122

PubChem CID: 20861055

Max Phase: Preclinical

Molecular Formula: C25H31N3O3S

Molecular Weight: 453.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1C(=O)c2ccccc2[S+]([O-])c2ccc(C(=O)NCCCN3CCCCCC3)cc21

Standard InChI:  InChI=1S/C25H31N3O3S/c1-2-28-21-18-19(24(29)26-14-9-17-27-15-7-3-4-8-16-27)12-13-23(21)32(31)22-11-6-5-10-20(22)25(28)30/h5-6,10-13,18H,2-4,7-9,14-17H2,1H3,(H,26,29)

Standard InChI Key:  ZJAHEVUYCJSWIP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1796122

   N~8~-[3-(1-azepanyl)propyl]-10-ethyl-5,11-dioxo-10,11-dihydro-5H-5lambda~4~-dibenzo[b,f][1,4]thiazepine-8-carboxamide

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: 453.61

Molecular Weight (Monoisotopic): 453.2086

AlogP: 3.83

#Rotatable Bonds: 6

Polar Surface Area: 75.71

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.63

CX LogP: 2.58

CX LogD: 0.37

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.53

Np Likeness Score: -1.08

References

1. Newton GL, Buchmeier N, La Clair JJ, Fahey RC..  (2011)  Evaluation of NTF1836 as an inhibitor of the mycothiol biosynthetic enzyme MshC in growing and non-replicating Mycobacterium tuberculosis.,  19  (13): [PMID:21665483] [10.1016/j.bmc.2011.05.028]

Source

Source(1):

• Scientific Literature