8-(N-Piperidinyl)naphtho[2,1-b]thiophene-4-carbonitrile

ID: ALA4535733

PubChem CID: 155547679

Max Phase: Preclinical

Molecular Formula: C18H16N2S

Molecular Weight: 292.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cc2ccc(N3CCCCC3)cc2c2ccsc12

Standard InChI:  InChI=1S/C18H16N2S/c19-12-14-10-13-4-5-15(20-7-2-1-3-8-20)11-17(13)16-6-9-21-18(14)16/h4-6,9-11H,1-3,7-8H2

Standard InChI Key:  HPMSDMPOTCITHY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   24.8671  -25.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8671  -26.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5759  -26.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2822  -26.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2822  -25.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5759  -24.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9866  -24.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6979  -25.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3099  -24.7983    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.9765  -24.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1600  -24.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6979  -26.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9896  -26.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4048  -26.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1075  -26.9745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1585  -24.9381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1566  -24.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4480  -23.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7412  -24.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7431  -24.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4517  -25.3483    0.0000 C   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
  1 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 16 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535733

   ---

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: 292.41

Molecular Weight (Monoisotopic): 292.1034

AlogP: 4.92

#Rotatable Bonds: 1

Polar Surface Area: 27.03

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.05

CX LogP: 4.65

CX LogD: 4.65

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.64

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