rac-10-(2,4-Dimethyl-benzyl)-5,11-dioxo-10,11-dihydro-5H-5lambda*4*-dibenzo[b,f][1,4]thiazepine-8-carboxylic acid[3-(cyclohexyl-methyl-amino)-propyl]-amide

ID: ALA1796130

Chembl Id: CHEMBL1796130

PubChem CID: 56673916

Max Phase: Preclinical

Molecular Formula: C33H39N3O3S

Molecular Weight: 557.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(CN2C(=O)c3ccccc3[S+]([O-])c3ccc(C(=O)NCCCN(C)C4CCCCC4)cc32)c(C)c1

Standard InChI:  InChI=1S/C33H39N3O3S/c1-23-14-15-26(24(2)20-23)22-36-29-21-25(32(37)34-18-9-19-35(3)27-10-5-4-6-11-27)16-17-31(29)40(39)30-13-8-7-12-28(30)33(36)38/h7-8,12-17,20-21,27H,4-6,9-11,18-19,22H2,1-3H3,(H,34,37)

Standard InChI Key:  ZJRYVYSMLLTUKI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1796130

   N-[3-[cyclohexyl(methyl)amino]propyl]-5-[(2,4-dimethylphenyl)methyl]-6,11-dioxobenzo[b][1,4]benzothiazepine-3-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: 557.76

Molecular Weight (Monoisotopic): 557.2712

AlogP: 6.01

#Rotatable Bonds: 8

Polar Surface Area: 75.71

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 10.27

CX LogP: 5.47

CX LogD: 2.70

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.27

Np Likeness Score: -1.16

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