SID85272507

ID: ALA1701619

PubChem CID: 44246662

Max Phase: Preclinical

Molecular Formula: C24H26N8O5

Molecular Weight: 506.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CNCc2ccc(OCC(=O)Nc3ccccn3)cc2)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C24H26N8O5/c25-22-19-23(29-12-28-22)32(13-30-19)24-21(35)20(34)16(37-24)10-26-9-14-4-6-15(7-5-14)36-11-18(33)31-17-3-1-2-8-27-17/h1-8,12-13,16,20-21,24,26,34-35H,9-11H2,(H2,25,28,29)(H,27,31,33)/t16-,20-,21-,24-/m1/s1

Standard InChI Key:  GIRGWHQMUQZUOK-FZGCSJHNSA-N

Molfile:  

     RDKit          2D

 37 41  0  0  1  0  0  0  0  0999 V2000
    4.4230    1.5837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5175    1.1712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4625   -0.2809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6794   -3.1575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518   -4.7985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4625    2.6233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4625    3.9581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9616    2.4657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6761    3.7032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9616    4.9407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0019    0.6093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4307   -4.9478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8495   -6.2532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2076    1.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2472    2.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2472    3.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6925    1.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2076    0.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4230    0.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9776    3.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9616    4.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7555    0.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6761    2.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3344    0.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4207   -0.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1743   -1.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7532   -1.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931   -2.3370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2606   -1.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8395   -2.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0982   -4.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170   -5.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0119   -3.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2706   -6.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9358   -7.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3569   -6.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6894   -7.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0
  1 19  1  0
 17  2  1  6
 18  3  1  6
  4 28  1  0
  4 33  1  0
  5 31  2  0
 14  6  1  1
  6 15  1  0
  6 20  1  0
  7 16  1  0
  7 20  2  0
  8 15  1  0
  8 23  2  0
  9 21  2  0
  9 23  1  0
 10 21  1  0
 11 22  1  0
 11 24  1  0
 12 31  1  0
 12 32  1  0
 13 32  1  0
 13 35  2  0
 14 17  1  0
 15 16  2  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 22  1  1
 24 25  1  0
 25 26  2  0
 25 27  1  0
 26 29  1  0
 27 30  2  0
 28 29  2  0
 28 30  1  0
 31 33  1  0
 32 34  2  0
 34 36  1  0
 35 37  1  0
 36 37  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1701619

   2-[4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methylamino]methyl]phenoxy]-N-pyridin-2-ylacetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 506.52

Molecular Weight (Monoisotopic): 506.2026

AlogP: 0.23

#Rotatable Bonds: 9

Polar Surface Area: 182.56

Molecular Species: NEUTRAL

HBA: 12

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.53

CX Basic pKa: 8.14

CX LogP: 0.09

CX LogD: -0.72

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.21

Np Likeness Score: -0.48

References

1. PubChem BioAssay data set, 

2. 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(2):

• Scientific Literature
• PubChem BioAssays