3-Methoxy-9-(3,4,5-trimethoxyphenyl)-6,7-dihydro-5H-benzo[7]annulene-4-carbonitrile

ID: ALA4570141

PubChem CID: 146373873

Max Phase: Preclinical

Molecular Formula: C22H23NO4

Molecular Weight: 365.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1C#N)CCCC=C2c1cc(OC)c(OC)c(OC)c1

Standard InChI:  InChI=1S/C22H23NO4/c1-24-19-10-9-17-15(7-5-6-8-16(17)18(19)13-23)14-11-20(25-2)22(27-4)21(12-14)26-3/h7,9-12H,5-6,8H2,1-4H3

Standard InChI Key:  GQDBWCSAZQSGCR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.9191   -3.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6271   -3.6057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3368   -3.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3340   -2.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6253   -1.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6256   -4.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3580   -4.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5418   -5.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0368   -6.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2207   -6.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7075   -5.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8894   -4.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2919   -4.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5123   -4.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3335   -5.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9324   -5.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6229   -1.1512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3294   -0.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0401   -1.9624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7494   -2.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2124   -1.9688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2122   -1.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5538   -5.5186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9521   -4.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7552   -6.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5766   -7.4189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 17 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4570141

   ---

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: 365.43

Molecular Weight (Monoisotopic): 365.1627

AlogP: 4.36

#Rotatable Bonds: 5

Polar Surface Area: 60.71

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.79

Np Likeness Score: 0.23

References

1. Niu H, Strecker TE, Gerberich JL, Campbell JW, Saha D, Mondal D, Hamel E, Chaplin DJ, Mason RP, Trawick ML, Pinney KG..  (2019)  Structure Guided Design, Synthesis, and Biological Evaluation of Novel Benzosuberene Analogues as Inhibitors of Tubulin Polymerization.,  62  (11): [PMID:31059248] [10.1021/acs.jmedchem.9b00551]

Source

Source(1):

• Scientific Literature