(Z)-5-(1-(3,4-Dimethoxyphenyl)-2-(3,4,5-trimethoxyphenyl)vinyl)-1H-tetrazole

ID: ALA4513272

PubChem CID: 155538865

Max Phase: Preclinical

Molecular Formula: C20H22N4O5

Molecular Weight: 398.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(/C(=C/c2cc(OC)c(OC)c(OC)c2)c2nnn[nH]2)cc1OC

Standard InChI:  InChI=1S/C20H22N4O5/c1-25-15-7-6-13(11-16(15)26-2)14(20-21-23-24-22-20)8-12-9-17(27-3)19(29-5)18(10-12)28-4/h6-11H,1-5H3,(H,21,22,23,24)/b14-8-

Standard InChI Key:  BULYKMLIHCBZGD-ZSOIEALJSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   13.1452  -10.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9647  -10.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3757   -9.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9642   -9.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1416   -9.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7384   -9.8738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1971   -9.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6058   -9.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4272   -9.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8360   -9.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6565   -9.8738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0661   -9.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6533   -8.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8341   -8.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6055  -10.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2751  -11.3352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8864  -11.8821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5943  -11.4737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4244  -10.6702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7367  -11.2915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9170   -9.8763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5022   -9.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1455  -11.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0646  -10.5859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8874   -9.1607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0596   -7.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8809   -7.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2994   -8.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8859  -10.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  3  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 15  2  0
  1 20  1  0
  6 21  1  0
 21 22  1  0
 20 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 26 27  1  0
 25 28  1  0
 24 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513272

   ---

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: 398.42

Molecular Weight (Monoisotopic): 398.1590

AlogP: 2.83

#Rotatable Bonds: 8

Polar Surface Area: 100.61

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.14

CX Basic pKa: ┄

CX LogP: 2.59

CX LogD: 0.99

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.58

Np Likeness Score: -0.49

References

1. Bommagani S, Penthala NR, Balasubramaniam M, Kuravi S, Caldas-Lopes E, Guzman ML, Balusu R, Crooks PA..  (2019)  A novel tetrazole analogue of resveratrol is a potent anticancer agent.,  29  (2): [PMID:30528695] [10.1016/j.bmcl.2018.12.006]

Source

Source(1):

• Scientific Literature