(5-(4-(Pyrimidin-5-yl)pyridin-3-yl)furan-2-yl)methanamine tetrahydrochloride

ID: ALA4168256

PubChem CID: 145952991

Max Phase: Preclinical

Molecular Formula: C14H16Cl4N4O

Molecular Weight: 252.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cl.Cl.Cl.NCc1ccc(-c2cnccc2-c2cncnc2)o1

Standard InChI:  InChI=1S/C14H12N4O.4ClH/c15-5-11-1-2-14(19-11)13-8-16-4-3-12(13)10-6-17-9-18-7-10;;;;/h1-4,6-9H,5,15H2;4*1H

Standard InChI Key:  RRBBDWXYROBIIX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 21  0  0  0  0  0  0  0  0999 V2000
   27.8437  -12.9643    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.6311  -15.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6299  -15.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3447  -16.2563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0611  -15.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0583  -15.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3429  -14.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7708  -14.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5257  -14.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0754  -14.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6602  -13.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8540  -13.7740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9928  -12.8444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8130  -12.7551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3376  -13.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0525  -13.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0504  -12.5431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3341  -12.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6186  -12.5510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6243  -13.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4241  -16.9714    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.7152  -12.4045    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.8679  -12.5223    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: 252.28

Molecular Weight (Monoisotopic): 252.1011

AlogP: 2.26

#Rotatable Bonds: 3

Polar Surface Area: 77.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.85

CX LogP: 0.23

CX LogD: -0.35

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.77

Np Likeness Score: -0.66

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