2,5-bis(4-(3-(dimethylamino)propoxy)-3-methoxybenzylidene)cyclopentanone

ID: ALA1089910

PubChem CID: 46886131

Max Phase: Preclinical

Molecular Formula: C31H42N2O5

Molecular Weight: 522.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2\CC/C(=C\c3ccc(OCCCN(C)C)c(OC)c3)C2=O)ccc1OCCCN(C)C

Standard InChI:  InChI=1S/C31H42N2O5/c1-32(2)15-7-17-37-27-13-9-23(21-29(27)35-5)19-25-11-12-26(31(25)34)20-24-10-14-28(30(22-24)36-6)38-18-8-16-33(3)4/h9-10,13-14,19-22H,7-8,11-12,15-18H2,1-6H3/b25-19+,26-20+

Standard InChI Key:  ZZGNPNBWFLFWMR-FQHZWJPGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089910

   (2E,5E)-2,5-bis[[4-[3-(dimethylamino)propoxy]-3-methoxyphenyl]methylidene]cyclopentan-1-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 522.69

Molecular Weight (Monoisotopic): 522.3094

AlogP: 5.19

#Rotatable Bonds: 14

Polar Surface Area: 60.47

Molecular Species: BASE

HBA: 7

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.56

CX LogP: 4.68

CX LogD: 0.97

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.25

Np Likeness Score: -0.29

References

1. Hu GX, Liang G, Chu Y, Li X, Lian QQ, Lin H, He Y, Huang Y, Hardy DO, Ge RS..  (2010)  Curcumin derivatives inhibit testicular 17beta-hydroxysteroid dehydrogenase 3.,  20  (8): [PMID:20346654] [10.1016/j.bmcl.2010.02.089]

2. Manohar S, Khan SI, Kandi SK, Raj K, Sun G, Yang X, Calderon Molina AD, Ni N, Wang B, Rawat DS..  (2013)  Synthesis, antimalarial activity and cytotoxic potential of new monocarbonyl analogues of curcumin.,  23  (1): [PMID:23218718] [10.1016/j.bmcl.2012.11.004]

Source

Source(1):

• Scientific Literature