1-(4-(3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)piperazin-1-yl)-3-cyclohexylpropan-1-one

ID: ALA4556559

Cas Number: 920389-31-7

PubChem CID: 41245429

Max Phase: Preclinical

Molecular Formula: C24H31N7O

Molecular Weight: 433.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCC1CCCCC1)N1CCN(c2ncnc3c2nnn3Cc2ccccc2)CC1

Standard InChI:  InChI=1S/C24H31N7O/c32-21(12-11-19-7-3-1-4-8-19)29-13-15-30(16-14-29)23-22-24(26-18-25-23)31(28-27-22)17-20-9-5-2-6-10-20/h2,5-6,9-10,18-19H,1,3-4,7-8,11-17H2

Standard InChI Key:  FVCWSHJFAKJEQH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   25.7058   -3.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9459   -4.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7430   -4.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3007   -4.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0558   -3.3225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2593   -3.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6097   -2.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4070   -2.9008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7338   -3.6491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5475   -3.5731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0237   -2.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7246   -2.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4339   -2.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4435   -1.5621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7379   -1.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0315   -1.5481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1329   -2.7905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1214   -3.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8202   -4.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5350   -3.6285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5466   -2.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8433   -2.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2363   -4.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2237   -4.8651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9503   -3.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9629   -2.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6769   -2.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3766   -2.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0884   -2.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1053   -1.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4042   -1.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6862   -1.6199    0.0000 C   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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 12  1  0
 11  8  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 13 17  1  0
 20 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4556559

   1-(4-{3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl}piperazin-1-yl)-3-cyclohexylpropan-1-one

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: 433.56

Molecular Weight (Monoisotopic): 433.2590

AlogP: 3.28

#Rotatable Bonds: 6

Polar Surface Area: 80.04

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.78

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.59

Np Likeness Score: -1.74

References

1. Zhou Y, Tao P, Wang M, Xu P, Lu W, Lei P, You Q..  (2019)  Development of novel human lactate dehydrogenase A inhibitors: High-throughput screening, synthesis, and biological evaluations.,  177  [PMID:31129449] [10.1016/j.ejmech.2019.05.033]

Source

Source(1):

• Scientific Literature