1-(2-((benzo[d][1,3]dioxol-5-ylmethyl)amino)-2-oxoethyl)-N-(4-(tert-butyl)phenyl)-1H-1,2,4-triazole-3-carboxamide

ID: ALA4761584

PubChem CID: 162659621

Max Phase: Preclinical

Molecular Formula: C23H25N5O4

Molecular Weight: 435.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(NC(=O)c2ncn(CC(=O)NCc3ccc4c(c3)OCO4)n2)cc1

Standard InChI:  InChI=1S/C23H25N5O4/c1-23(2,3)16-5-7-17(8-6-16)26-22(30)21-25-13-28(27-21)12-20(29)24-11-15-4-9-18-19(10-15)32-14-31-18/h4-10,13H,11-12,14H2,1-3H3,(H,24,29)(H,26,30)

Standard InChI Key:  TUWMXWLMGCVMOJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   26.8600   -9.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2727   -9.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4552   -9.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9597  -11.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6823  -11.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3763  -11.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9306  -10.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6216  -10.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3502  -10.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9397  -10.1112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.5753   -9.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7607   -9.4916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2663  -11.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5451  -11.6003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8517  -12.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8795  -12.8495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2837  -11.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4906  -11.6414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8679  -11.1120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1744  -11.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3712  -12.3374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1864  -12.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4170  -11.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3042  -10.4279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5468  -10.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4368   -9.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6803   -9.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0348   -9.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1533  -10.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9075  -10.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7725  -11.7397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1615   -8.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 18  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 23 31  2  0
 17 15  1  0
 28  2  1  0
  2 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761584

   ---

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: 435.48

Molecular Weight (Monoisotopic): 435.1907

AlogP: 2.87

#Rotatable Bonds: 6

Polar Surface Area: 107.37

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.22

CX Basic pKa: ┄

CX LogP: 3.37

CX LogD: 3.37

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.62

Np Likeness Score: -1.65

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