N-(3-(N',N'-Dimethylamino)propyl)naphtho[2,1-b]thiophene-4-carboxamide

ID: ALA4527884

Cas Number: 104329-54-6

PubChem CID: 13547699

Max Phase: Preclinical

Molecular Formula: C18H20N2OS

Molecular Weight: 312.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCCNC(=O)c1cc2ccccc2c2ccsc12

Standard InChI:  InChI=1S/C18H20N2OS/c1-20(2)10-5-9-19-18(21)16-12-13-6-3-4-7-14(13)15-8-11-22-17(15)16/h3-4,6-8,11-12H,5,9-10H2,1-2H3,(H,19,21)

Standard InChI Key:  OZGDMIBPKILFGE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   27.7149   -2.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7149   -3.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4237   -3.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1300   -3.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1300   -2.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4237   -1.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8344   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5457   -2.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1577   -1.6982    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.8243   -0.9466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078   -1.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5457   -3.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8374   -3.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2527   -3.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2513   -4.2890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9611   -3.0644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6682   -3.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3766   -3.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0836   -3.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7920   -3.0692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4990   -3.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7934   -2.2520    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
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4527884

   N-[3-(Dimethylamino)propyl]naphtho[2,1-B]thiophene-4-carboxamide

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: 312.44

Molecular Weight (Monoisotopic): 312.1296

AlogP: 3.74

#Rotatable Bonds: 5

Polar Surface Area: 32.34

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.30

CX LogP: 2.99

CX LogD: 1.10

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.73

Np Likeness Score: -1.39

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