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

ID: ALA1796121

Chembl Id: CHEMBL1796121

PubChem CID: 20861026

Max Phase: Preclinical

Molecular Formula: C30H32N2O3S2

Molecular Weight: 532.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCCSC1CCCCC1)c1ccc2c(c1)N(Cc1ccccc1)C(=O)c1ccccc1[S+]2[O-]

Standard InChI:  InChI=1S/C30H32N2O3S2/c33-29(31-18-9-19-36-24-12-5-2-6-13-24)23-16-17-28-26(20-23)32(21-22-10-3-1-4-11-22)30(34)25-14-7-8-15-27(25)37(28)35/h1,3-4,7-8,10-11,14-17,20,24H,2,5-6,9,12-13,18-19,21H2,(H,31,33)

Standard InChI Key:  NXPQTRVIWGXVPV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1796121

   10-Benzyl-N-[3-(cyclohexylsulfanyl)propyl]-11-oxo-10,11-dihydrodibenzo[B,F][1,4]thiazepine-8-carboxamide 5-oxide

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: 532.73

Molecular Weight (Monoisotopic): 532.1854

AlogP: 6.20

#Rotatable Bonds: 8

Polar Surface Area: 72.47

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.17

CX LogD: 5.17

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.28

Np Likeness Score: -0.91

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