(5-(4-Methoxypyridin-3-yl)thiophen-2-yl)methanamine Dihydrochloride

ID: ALA4172462

PubChem CID: 145949470

Max Phase: Preclinical

Molecular Formula: C11H14Cl2N2OS

Molecular Weight: 220.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccncc1-c1ccc(CN)s1.Cl.Cl

Standard InChI:  InChI=1S/C11H12N2OS.2ClH/c1-14-10-4-5-13-7-9(10)11-3-2-8(6-12)15-11;;/h2-5,7H,6,12H2,1H3;2*1H

Standard InChI Key:  USNIXZKOXXTWET-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 16  0  0  0  0  0  0  0  0999 V2000
    7.6018  -20.8607    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3819  -23.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3807  -23.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0955  -24.3895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8119  -23.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8091  -23.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937  -22.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5216  -22.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2764  -23.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8262  -22.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4110  -21.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6047  -21.9073    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7436  -20.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5638  -20.8883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0912  -21.9116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3755  -21.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1232  -25.0446    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
  7 15  1  0
 15 16  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: 220.30

Molecular Weight (Monoisotopic): 220.0670

AlogP: 2.28

#Rotatable Bonds: 3

Polar Surface Area: 48.14

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.58

CX LogP: 1.28

CX LogD: 0.06

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.86

Np Likeness Score: -0.89

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