16-beta-(4-((6-chloro-9H-purin-9-yl)methyl)-1H-1,2,3-triazol-1-yl)-5-alpha-androstan-3,17-dione

ID: ALA4557953

PubChem CID: 155554362

Max Phase: Preclinical

Molecular Formula: C27H32ClN7O2

Molecular Weight: 522.05

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)[C@@H](n3cc(Cn4cnc5c(Cl)ncnc54)nn3)C[C@@H]12

Standard InChI:  InChI=1S/C27H32ClN7O2/c1-26-7-5-17(36)9-15(26)3-4-18-19(26)6-8-27(2)20(18)10-21(23(27)37)35-12-16(32-33-35)11-34-14-31-22-24(28)29-13-30-25(22)34/h12-15,18-21H,3-11H2,1-2H3/t15-,18+,19-,20-,21-,26-,27-/m0/s1

Standard InChI Key:  BZZJDESWTUXURU-NTZLAVQBSA-N

Molfile:  

 
     RDKit          2D

 41 47  0  0  0  0  0  0  0  0999 V2000
    3.8085  -23.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5121  -23.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2198  -23.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2198  -24.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5121  -25.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8085  -24.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1004  -25.0525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9276  -25.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6354  -24.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6354  -23.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9276  -23.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9276  -22.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6355  -22.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3391  -22.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3391  -23.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1148  -23.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6020  -23.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1367  -22.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3447  -21.5722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4173  -23.0062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8249  -22.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6350  -22.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7167  -23.2768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9651  -23.6034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2149  -21.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0027  -22.1149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5785  -21.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3138  -21.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1882  -22.7147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3762  -22.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0223  -21.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9840  -20.6495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2486  -20.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5442  -20.7126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7303  -21.8904    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.3391  -21.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2198  -23.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3341  -24.2392    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6283  -23.0093    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9226  -24.2392    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2127  -25.4609    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  1  6  1  0
  6  7  2  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  3 11  1  0
 11 12  1  0
 13 12  1  0
 14 13  1  0
 15 14  1  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 18 17  1  0
 14 18  1  0
 18 19  2  0
 17 20  1  1
 21 20  1  0
 21 22  2  0
 22 23  1  0
 24 23  2  0
 20 24  1  0
 22 25  1  0
 25 26  1  0
 27 26  1  0
 27 28  2  0
 28 29  1  0
 30 29  2  0
 26 30  1  0
 28 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 27 34  1  0
 31 35  1  0
 14 36  1  1
  3 37  1  1
 15 38  1  6
 10 39  1  1
 11 40  1  6
  4 41  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4557953

   ---

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: 522.05

Molecular Weight (Monoisotopic): 521.2306

AlogP: 4.45

#Rotatable Bonds: 3

Polar Surface Area: 108.45

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.45

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.47

Np Likeness Score: 0.41

References

1. Zhao JW, Wu ZH, Guo JW, Huang MJ, You YZ, Liu HM, Huang LH..  (2019)  Synthesis and anti-gastric cancer activity evaluation of novel triazole nucleobase analogues containing steroidal/coumarin/quinoline moieties.,  181  [PMID:31404863] [10.1016/j.ejmech.2019.07.023]

Source

Source(1):

• Scientific Literature