N-(3,4-dimethylphenyl)-1-(2-oxo-2-((2-(4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-3-yl)ethyl)amino)ethyl)-1H-1,2,4-triazole-3-carboxamide

ID: ALA4741080

PubChem CID: 162645917

Max Phase: Preclinical

Molecular Formula: C21H22N8O3

Molecular Weight: 434.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)c2ncn(CC(=O)NCCn3cnc4[nH]ccc4c3=O)n2)cc1C

Standard InChI:  InChI=1S/C21H22N8O3/c1-13-3-4-15(9-14(13)2)26-20(31)19-25-12-29(27-19)10-17(30)22-7-8-28-11-24-18-16(21(28)32)5-6-23-18/h3-6,9,11-12,23H,7-8,10H2,1-2H3,(H,22,30)(H,26,31)

Standard InChI Key:  YHNTZIOTDIXPEK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   22.5911   -9.9510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3409  -11.7112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9816  -11.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1844  -11.5134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5576  -10.9799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8600  -11.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0609  -12.2136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8802  -12.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0985  -11.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9856  -10.2959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2241   -9.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1141   -9.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3535   -8.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7039   -9.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8265  -10.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5848  -10.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4540  -11.6118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1799  -10.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9457   -9.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5479  -11.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3209  -12.6907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5691  -10.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3628  -10.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3825   -9.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0300   -9.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6105   -8.9749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2547   -8.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0453   -8.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0997   -7.5733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3427   -7.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8205   -7.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2367   -9.5622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  4  1  0
  6  9  1  0
  9 10  1  0
 10 11  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
  9 17  2  0
 15 18  1  0
 14 19  1  0
  3 20  1  0
 20 21  2  0
 20  2  1  0
  2 22  1  0
 22 23  1  0
 23  1  1  0
  1 24  1  0
 24 26  2  0
 27 25  1  0
 25  1  1  0
 28 26  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 27  1  0
 25 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741080

   ---

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: 434.46

Molecular Weight (Monoisotopic): 434.1815

AlogP: 1.00

#Rotatable Bonds: 7

Polar Surface Area: 139.59

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.80

CX Basic pKa: 3.06

CX LogP: 0.99

CX LogD: 0.99

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: -2.03

References

1. Gibbons GS,Chakraborty A,Grigsby SM,Umeano AC,Liao C,Moukha-Chafiq O,Pathak V,Mathew B,Lee YT,Dou Y,Schürer SC,Reynolds RC,Snowden TS,Nikolovska-Coleska Z.  (2020)  Identification of DOT1L inhibitors by structure-based virtual screening adapted from a nucleoside-focused library.,  189  [PMID:31978781] [10.1016/j.ejmech.2019.112023]

Source

Source(1):

• Scientific Literature