4-(1-(3-(2-(Cyclopenta-1,3-dien-1-yl)allyl)-4-ethylphenyl)-ethyl)-2-methylene-1,2-dihydronaphthalene

ID: ALA4514252

PubChem CID: 135265506

Max Phase: Preclinical

Molecular Formula: C22H17NO6

Molecular Weight: 391.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(N(C)c2cc(=O)oc3ccccc23)cc1OC(=O)c1ccco1

Standard InChI:  InChI=1S/C22H17NO6/c1-23(16-13-21(24)28-17-7-4-3-6-15(16)17)14-9-10-18(26-2)20(12-14)29-22(25)19-8-5-11-27-19/h3-13H,1-2H3

Standard InChI Key:  PWVIUWXZUBOMAS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.1793  -12.4687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4635  -12.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7615  -12.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0415  -12.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.9774   -9.9616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6794   -9.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.1375   -9.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6613   -8.7169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2435   -8.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9454   -8.3193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9315   -7.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5276   -8.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4176   -9.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8674  -11.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 14 23  2  0
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 10 29  2  0
  2 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514252

   ---

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: 391.38

Molecular Weight (Monoisotopic): 391.1056

AlogP: 4.38

#Rotatable Bonds: 5

Polar Surface Area: 82.12

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.66

CX LogD: 3.66

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.28

Np Likeness Score: -0.60

References

1. Cao D, Liu Y, Yan W, Wang C, Bai P, Wang T, Tang M, Wang X, Yang Z, Ma B, Ma L, Lei L, Wang F, Xu B, Zhou Y, Yang T, Chen L..  (2016)  Design, Synthesis, and Evaluation of in Vitro and in Vivo Anticancer Activity of 4-Substituted Coumarins: A Novel Class of Potent Tubulin Polymerization Inhibitors.,  59  (12): [PMID:27213819] [10.1021/acs.jmedchem.6b00158]

Source

Source(1):

• Scientific Literature