N-[(1-{2-[(7-chloroquinolin-4-yl)amino]ethyl}-1H-1,2,3-triazol-4-yl)methyl]quinazolin-4-amine

ID: ALA4777383

PubChem CID: 162643899

Max Phase: Preclinical

Molecular Formula: C22H19ClN8

Molecular Weight: 430.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc2c(NCCn3cc(CNc4ncnc5ccccc45)nn3)ccnc2c1

Standard InChI:  InChI=1S/C22H19ClN8/c23-15-5-6-17-20(7-8-24-21(17)11-15)25-9-10-31-13-16(29-30-31)12-26-22-18-3-1-2-4-19(18)27-14-28-22/h1-8,11,13-14H,9-10,12H2,(H,24,25)(H,26,27,28)

Standard InChI Key:  SKPIOYQVOYBUAC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    8.3892  -18.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3881  -19.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0961  -19.9042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0943  -18.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8030  -18.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8037  -19.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5123  -19.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2205  -19.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2158  -18.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5067  -18.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9298  -19.8932    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.0919  -17.4496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3830  -17.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3805  -16.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6716  -15.8195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5799  -15.0111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7800  -14.8435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3735  -15.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9222  -16.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5611  -15.6404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0787  -14.9808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2663  -15.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6420  -15.2431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1290  -15.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9390  -15.8138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9728  -14.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7837  -14.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1139  -13.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6343  -13.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8208  -13.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4943  -13.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  8 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 15  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 27  2  0
 26 23  2  0
 23 24  1  0
 24 25  2  0
 25 22  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777383

   ---

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: 430.90

Molecular Weight (Monoisotopic): 430.1421

AlogP: 4.15

#Rotatable Bonds: 7

Polar Surface Area: 93.44

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.30

CX LogP: 3.38

CX LogD: 3.14

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.40

Np Likeness Score: -1.86

References

1. Dos Santos DF,de Pilger DRB,Vandermeulen C,Khouri R,Mantoani SP,Nunes PSG,de Andrade P,Carvalho I,Casseb J,Twizere JC,Willems L,Freitas-Junior L,Kashima S.  (2020)  Non-cytotoxic 1,2,3-triazole tethered fused heterocyclic ring derivatives display Tax protein inhibition and impair HTLV-1 infected cells.,  28  (22): [PMID:33007558] [10.1016/j.bmc.2020.115746]

Source

Source(1):

• Scientific Literature