Naphtho[2,1-b]thiophene-4-carbonitrile

ID: ALA4529334

PubChem CID: 21794342

Max Phase: Preclinical

Molecular Formula: C13H7NS

Molecular Weight: 209.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cc2ccccc2c2ccsc12

Standard InChI:  InChI=1S/C13H7NS/c14-8-10-7-9-3-1-2-4-11(9)12-5-6-15-13(10)12/h1-7H

Standard InChI Key:  KFNGVWVSOUYJAH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 17  0  0  0  0  0  0  0  0999 V2000
    3.1084  -17.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1084  -17.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8172  -18.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5234  -17.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5234  -17.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8172  -16.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2278  -16.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9392  -17.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5511  -16.5232    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2178  -15.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4012  -15.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9392  -17.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2309  -18.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6460  -18.2953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3488  -18.6994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  3  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  5  7  1  0
  8  7  2  0
  9  8  1  0
  9 10  1  0
 11 10  2  0
  7 11  1  0
 12  8  1  0
 12 13  2  0
  4 13  1  0
 12 14  1  0
 15 14  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529334

   Benzo[e][1]benzothiole-4-carbonitrile

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 209.27

Molecular Weight (Monoisotopic): 209.0299

AlogP: 3.93

#Rotatable Bonds: ┄

Polar Surface Area: 23.79

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 3.69

Aromatic Rings: 3

Heavy Atoms: 15

QED Weighted: 0.55

Np Likeness Score: -1.57

References

1. Perin N, Rep V, Sović I, Juričić Š, Selgrad D, Klobučar M, Pržulj N, Gupta CL, Malod-Dognin N, Pavelić SK, Hranjec M..  (2020)  Antiproliferative activity and mode of action analysis of novel amino and amido substituted phenantrene and naphtho[2,1-b]thiophene derivatives.,  185  [PMID:31734024] [10.1016/j.ejmech.2019.111833]

Source

Source(1):

• Scientific Literature