(Z)-5-(2-(1H-Tetrazol-5-yl)-2-(3,4,5-trimethoxyphenyl)vinyl)-2-methoxyphenol

ID: ALA4568550

PubChem CID: 155560194

Max Phase: Preclinical

Molecular Formula: C19H20N4O5

Molecular Weight: 384.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C(/c2cc(OC)c(OC)c(OC)c2)c2nnn[nH]2)cc1O

Standard InChI:  InChI=1S/C19H20N4O5/c1-25-15-6-5-11(8-14(15)24)7-13(19-20-22-23-21-19)12-9-16(26-2)18(28-4)17(10-12)27-3/h5-10,24H,1-4H3,(H,20,21,22,23)/b13-7-

Standard InChI Key:  KRNHFUHRUBLQLF-QPEQYQDCSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   34.8090  -10.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6285  -10.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0396  -10.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6281   -9.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8054   -9.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4022  -10.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8609  -10.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2697   -9.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0910   -9.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4998  -10.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3204  -10.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7300   -9.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3171   -8.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4979   -8.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2693  -10.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9389  -11.4631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5502  -12.0101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.2581  -11.6016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0883  -10.7982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7284  -10.7139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5513   -9.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.9648  -10.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4006  -11.4194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5809  -10.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3941   -8.5823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.1660   -9.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8001   -7.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5792  -11.4196    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
 11 20  1  0
 12 21  1  0
 21 22  1  0
  1 23  1  0
  6 24  1  0
  5 25  1  0
 24 26  1  0
 25 27  1  0
 23 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4568550

   ---

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: 384.39

Molecular Weight (Monoisotopic): 384.1434

AlogP: 2.53

#Rotatable Bonds: 7

Polar Surface Area: 111.61

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.13

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: 0.84

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.60

Np Likeness Score: -0.22

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