(E)-16-(3'-nitrobenzylidene)-3-hydroxy-2-methoxyestra-1,3,5(10)trien-17-one

ID: ALA4548905

PubChem CID: 155548899

Max Phase: Preclinical

Molecular Formula: C26H27NO5

Molecular Weight: 433.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1O)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)/C(=C/c3cccc([N+](=O)[O-])c3)C[C@@H]12

Standard InChI:  InChI=1S/C26H27NO5/c1-26-9-8-19-20(7-6-16-13-23(28)24(32-2)14-21(16)19)22(26)12-17(25(26)29)10-15-4-3-5-18(11-15)27(30)31/h3-5,10-11,13-14,19-20,22,28H,6-9,12H2,1-2H3/b17-10+/t19-,20+,22-,26-/m0/s1

Standard InChI Key:  GYSZPAFLWSBANR-NGUNZVQRSA-N

Molfile:  

 
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M  CHG  2  33   1  35  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4548905

   ---

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: 433.50

Molecular Weight (Monoisotopic): 433.1889

AlogP: 5.43

#Rotatable Bonds: 3

Polar Surface Area: 89.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.29

CX Basic pKa: ┄

CX LogP: 6.15

CX LogD: 6.15

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: 0.63

References

1. Wang C, Li L, Fu D, Qin T, Ran Y, Xu F, Du X, Gao H, Sun S, Yang T, Zhang X, Huo J, Zhao W, Zhang Z, Shi X..  (2019)  Discovery of chalcone-modified estradiol analogs as antitumour agents that Inhibit tumour angiogenesis and epithelial to mesenchymal transition.,  176  [PMID:31102934] [10.1016/j.ejmech.2019.04.071]

Source

Source(1):

• Scientific Literature