1-(2-((2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)ethyl)amino)-2-oxoethyl)-N-(4-(tert-butyl)phenyl)-1H-1,2,4-triazole-3-carboxamide

ID: ALA4765125

PubChem CID: 162661057

Max Phase: Preclinical

Molecular Formula: C23H27N9O2

Molecular Weight: 461.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(NC(=O)c2ncn(CC(=O)NCCn3ccc4c(N)ncnc43)n2)cc1

Standard InChI:  InChI=1S/C23H27N9O2/c1-23(2,3)15-4-6-16(7-5-15)29-22(34)20-28-14-32(30-20)12-18(33)25-9-11-31-10-8-17-19(24)26-13-27-21(17)31/h4-8,10,13-14H,9,11-12H2,1-3H3,(H,25,33)(H,29,34)(H2,24,26,27)

Standard InChI Key:  XUVUBPKAABPFHR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.6677  -16.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2497  -16.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4627  -16.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8989  -17.8381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8169  -16.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3730  -17.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6129  -16.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6570  -17.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3861  -17.9072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.0715  -17.4589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0232  -16.6359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2938  -16.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2476  -15.4531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6488  -19.5984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2895  -19.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4923  -19.4005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8655  -18.8670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1678  -19.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3688  -20.1008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1881  -20.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4064  -18.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2935  -18.1830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5320  -17.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4220  -17.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6614  -16.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0118  -17.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1344  -18.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8927  -18.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7619  -19.4989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.8558  -19.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6288  -20.5779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8770  -18.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6707  -18.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6105  -17.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  8  1  0
  7  5  1  0
  5  6  2  0
  6  4  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 12 13  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 16  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 21 29  2  0
 26  2  1  0
 15 30  1  0
 30 31  2  0
 30 14  1  0
 14 32  1  0
 32 33  1  0
 33  4  1  0
  2 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4765125

   ---

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: 461.53

Molecular Weight (Monoisotopic): 461.2288

AlogP: 1.97

#Rotatable Bonds: 7

Polar Surface Area: 145.64

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.94

CX Basic pKa: 6.72

CX LogP: 2.29

CX LogD: 2.21

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.38

Np Likeness Score: -1.75

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