7-methoxy-1-(3,4,5-trimethoxyphenyl)-4,5-dihydro-2H-benzo[e]indazole

ID: ALA4532384

PubChem CID: 141477178

Max Phase: Preclinical

Molecular Formula: C21H22N2O4

Molecular Weight: 366.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)CCc1n[nH]c(-c3cc(OC)c(OC)c(OC)c3)c1-2

Standard InChI:  InChI=1S/C21H22N2O4/c1-24-14-6-7-15-12(9-14)5-8-16-19(15)20(23-22-16)13-10-17(25-2)21(27-4)18(11-13)26-3/h6-7,9-11H,5,8H2,1-4H3,(H,22,23)

Standard InChI Key:  HGVPEUJPOPWOGE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.4757   -2.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4745   -3.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1867   -4.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9005   -3.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8977   -2.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1849   -2.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6057   -2.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4909   -1.5146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6881   -1.6876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9063   -2.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3537   -2.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9601   -3.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7094   -2.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4075   -3.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6057   -3.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0580   -4.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3068   -4.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1125   -5.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6608   -4.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7665   -4.1537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7679   -2.5095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7677   -1.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0550   -3.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1865   -4.9760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4746   -5.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3647   -5.9511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8177   -6.5623    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
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  6  1  1  0
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  9  7  1  0
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 14 12  1  0
 12 13  1  0
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 15 16  1  0
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 17 18  1  0
 18 19  2  0
 19 14  1  0
  2 20  1  0
  1 21  1  0
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 20 23  1  0
  3 24  1  0
 24 25  1  0
 18 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532384

   ---

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: 366.42

Molecular Weight (Monoisotopic): 366.1580

AlogP: 3.88

#Rotatable Bonds: 5

Polar Surface Area: 65.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.04

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: 0.08

References

1. Jiang J, Zhang Q, Guo J, Fang S, Zhou R, Zhu J, Chen X, Zhou Y, Zheng C..  (2019)  Synthesis and biological evaluation of 7-methoxy-1-(3,4,5-trimethoxyphenyl)-4,5-dihydro-2H-benzo[e]indazoles as new colchicine site inhibitors.,  29  (18): [PMID:31362922] [10.1016/j.bmcl.2019.07.042]

Source

Source(1):

• Scientific Literature