16beta-(4-((5-methyl-pyrimidine-2,4-dione-1-yl)methyl)-1H-1,2,3-triazol-1-yl)-5alpha-androstan-3beta-ol-17-one

ID: ALA4559198

PubChem CID: 155557876

Max Phase: Preclinical

Molecular Formula: C27H37N5O4

Molecular Weight: 495.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(Cc2cn([C@H]3C[C@H]4[C@@H]5CC[C@H]6C[C@@H](O)CC[C@]6(C)[C@H]5CC[C@]4(C)C3=O)nn2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C27H37N5O4/c1-15-12-31(25(36)28-24(15)35)13-17-14-32(30-29-17)22-11-21-19-5-4-16-10-18(33)6-8-26(16,2)20(19)7-9-27(21,3)23(22)34/h12,14,16,18-22,33H,4-11,13H2,1-3H3,(H,28,35,36)/t16-,18-,19+,20-,21-,22-,26-,27-/m0/s1

Standard InChI Key:  RVTXTRCCZFAAOB-UJXRHOLWSA-N

Molfile:  

 
     RDKit          2D

 40 45  0  0  0  0  0  0  0  0999 V2000
   20.2568   -4.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5376   -5.3121    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.8350   -4.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7023   -6.9559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0585   -4.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5458   -6.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4131   -7.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3438   -5.3088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8288   -6.5505    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.0321   -5.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1241   -5.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5459   -4.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8932   -5.9120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7023   -6.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5243   -5.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8350   -7.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4131   -5.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2567   -5.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2645   -3.8684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1241   -6.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3426   -6.5458    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.1241   -6.9559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8350   -5.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5458   -6.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7557   -4.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2568   -4.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9911   -7.3678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6484   -5.5822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5700   -4.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9709   -4.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7922   -4.0656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2066   -4.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0244   -4.7671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4299   -4.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0156   -3.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1917   -3.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7972   -5.4868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2512   -4.0523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4196   -2.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1185   -7.7757    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 21  1  6
  8 13  1  0
 18 26  1  0
 18 10  1  0
 26  1  1  1
 25  8  1  0
 23  9  1  6
 23  3  1  0
 22 20  1  0
 22 16  1  0
 24 18  1  0
 10 15  1  0
 24 23  1  0
 20 11  1  1
  4  7  1  0
 16  6  1  0
 26 12  1  0
  6 24  1  0
 14  4  1  0
 25 29  2  0
 12  3  1  0
  5 19  2  0
 20 23  1  0
 13 28  2  0
 20 17  1  0
  5 15  1  0
 26  5  1  0
 15  8  1  1
 29 28  1  0
  7 22  1  0
  4 27  1  1
 14 17  1  0
 24  2  1  1
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 36  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 32 37  2  0
 34 38  2  0
 35 39  1  0
 22 40  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4559198

   ---

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: 495.62

Molecular Weight (Monoisotopic): 495.2846

AlogP: 2.61

#Rotatable Bonds: 3

Polar Surface Area: 122.87

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.01

CX Basic pKa: 0.12

CX LogP: 3.03

CX LogD: 3.03

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.67

Np Likeness Score: 0.70

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