2-amino-N-benzyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

ID: ALA1632052

Cas Number: 312513-45-4

PubChem CID: 802301

Max Phase: Preclinical

Molecular Formula: C16H18N2OS

Molecular Weight: 286.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1sc2c(c1C(=O)NCc1ccccc1)CCCC2

Standard InChI:  InChI=1S/C16H18N2OS/c17-15-14(12-8-4-5-9-13(12)20-15)16(19)18-10-11-6-2-1-3-7-11/h1-3,6-7H,4-5,8-10,17H2,(H,18,19)

Standard InChI Key:  ZYOUJZMRHKGFLP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   16.9208   -6.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9208   -7.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6329   -7.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6329   -6.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3449   -6.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3448   -7.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1261   -7.6504    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.6090   -6.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1261   -6.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4340   -6.9858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3811   -5.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1881   -5.3651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8291   -4.9235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0840   -4.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5320   -3.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7885   -2.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2372   -2.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4293   -2.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1756   -3.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7285   -3.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  8 10  1  0
  5  6  2  0
  9 11  1  0
 11 12  2  0
  1  2  1  0
 11 13  1  0
  1  4  1  0
 13 14  1  0
  2  3  1  0
 14 15  1  0
  3  6  1  0
 15 16  2  0
  6  7  1  0
 16 17  1  0
  7  8  1  0
 17 18  2  0
  8  9  2  0
 18 19  1  0
  9  5  1  0
 19 20  2  0
 20 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1632052

   2-amino-N-benzyl-4,5,6,7-tetrahydro-1-benzothiophene-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: 286.40

Molecular Weight (Monoisotopic): 286.1140

AlogP: 3.14

#Rotatable Bonds: 3

Polar Surface Area: 55.12

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.91

Np Likeness Score: -1.72

References

1. Scheich C, Puetter V, Schade M..  (2010)  Novel small molecule inhibitors of MDR Mycobacterium tuberculosis by NMR fragment screening of antigen 85C.,  53  (23): [PMID:21073150] [10.1021/jm100993z]

2. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data