N-[[5-(3-chloro-2-methylphenyl)-2-furyl]methyl]-1H-1,2,4-triazol-3-amine

ID: ALA4524944

PubChem CID: 17057835

Max Phase: Preclinical

Molecular Formula: C14H13ClN4O

Molecular Weight: 288.74

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(Cl)cccc1-c1ccc(CNc2nc[nH]n2)o1

Standard InChI:  InChI=1S/C14H13ClN4O/c1-9-11(3-2-4-12(9)15)13-6-5-10(20-13)7-16-14-17-8-18-19-14/h2-6,8H,7H2,1H3,(H2,16,17,18,19)

Standard InChI Key:  JXYQAQQSBULNPF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   14.9061  -18.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9050  -19.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6130  -19.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3227  -19.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3199  -18.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6112  -17.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6088  -17.1483    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.0260  -17.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0315  -19.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1183  -20.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9179  -20.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3254  -19.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7776  -19.2650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1380  -19.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6194  -20.4449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4320  -20.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9803  -20.9608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7263  -20.6271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6395  -19.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8399  -19.6461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  5  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  1  0
  4  9  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524944

   N-{[5-(3-chloro-2-methylphenyl)-2-furyl]methyl}-1H-1,2,4-triazol-3-amine

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: 288.74

Molecular Weight (Monoisotopic): 288.0778

AlogP: 3.64

#Rotatable Bonds: 4

Polar Surface Area: 66.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.96

CX Basic pKa: 1.74

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.77

Np Likeness Score: -1.81

References

1. Wang Y, Dou X, Jiang L, Jin H, Zhang L, Zhang L, Liu Z..  (2019)  Discovery of novel glycogen synthase kinase-3α inhibitors: Structure-based virtual screening, preliminary SAR and biological evaluation for treatment of acute myeloid leukemia.,  171  [PMID:30925338] [10.1016/j.ejmech.2019.03.039]

Source

Source(1):

• Scientific Literature