(5-([4,4'-Bipyridin]-3'-yl)thiophen-2-yl)methanamine Trihydrochloride

ID: ALA4172017

PubChem CID: 145952024

Max Phase: Preclinical

Molecular Formula: C15H16Cl3N3S

Molecular Weight: 267.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cl.Cl.NCc1ccc(-c2cnccc2-c2ccncc2)s1

Standard InChI:  InChI=1S/C15H13N3S.3ClH/c16-9-12-1-2-15(19-12)14-10-18-8-5-13(14)11-3-6-17-7-4-11;;;/h1-8,10H,9,16H2;3*1H

Standard InChI Key:  NRGOUXRZEPWCRL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 21  0  0  0  0  0  0  0  0999 V2000
   25.9580   -1.8857    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.7938   -4.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7926   -5.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5074   -5.4484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2238   -5.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2210   -4.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5056   -3.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9335   -3.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6884   -4.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2381   -3.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8229   -2.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0167   -2.9661    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.1555   -2.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9757   -1.9471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5003   -2.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2152   -2.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2131   -1.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4968   -1.3239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7813   -1.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7869   -2.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4795   -6.2170    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.4500   -0.6187    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
  6  8  1  0
 11 13  1  0
 13 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  7 15  1  0
M  END

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: 267.36

Molecular Weight (Monoisotopic): 267.0830

AlogP: 3.33

#Rotatable Bonds: 3

Polar Surface Area: 51.80

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.62

CX LogP: 1.87

CX LogD: 0.63

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.79

Np Likeness Score: -0.69

References

1. Denton TT, Srivastava P, Xia Z, Chen G, Watson CJW, Wynd A, Lazarus P..  (2018)  Identification of the 4-Position of 3-Alkynyl and 3-Heteroaromatic Substituted Pyridine Methanamines as a Key Modification Site Eliciting Increased Potency and Enhanced Selectivity for Cytochrome P-450 2A6 Inhibition.,  61  (16): [PMID:29995408] [10.1021/acs.jmedchem.8b00084]

Source

Source(1):

• Scientific Literature