1-(4-aminophenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one

ID: ALA200485

Chembl Id: CHEMBL200485

PubChem CID: 24757298

Max Phase: Preclinical

Molecular Formula: C15H13NO3

Molecular Weight: 255.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(C(=O)/C=C/c2ccc(O)c(O)c2)cc1

Standard InChI:  InChI=1S/C15H13NO3/c16-12-5-3-11(4-6-12)13(17)7-1-10-2-8-14(18)15(19)9-10/h1-9,18-19H,16H2/b7-1+

Standard InChI Key:  KQQGVWUAXRLELD-LREOWRDNSA-N

Alternative Forms

1. Parent:

   

   ALA200485

   1-(4-Aminophenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-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: 255.27

Molecular Weight (Monoisotopic): 255.0895

AlogP: 2.58

#Rotatable Bonds: 3

Polar Surface Area: 83.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.00

CX Basic pKa: 3.07

CX LogP: 2.45

CX LogD: 2.44

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.34

Np Likeness Score: 0.51

References

1. Seo WD, Kim JH, Kang JE, Ryu HW, Curtis-Long MJ, Lee HS, Yang MS, Park KH..  (2005)  Sulfonamide chalcone as a new class of alpha-glucosidase inhibitors.,  15  (24): [PMID:16202584] [10.1016/j.bmcl.2005.08.087]

2. Bodiwala HS, Sabde S, Gupta P, Mukherjee R, Kumar R, Garg P, Bhutani KK, Mitra D, Singh IP..  (2011)  Design and synthesis of caffeoyl-anilides as portmanteau inhibitors of HIV-1 integrase and CCR5.,  19  (3): [PMID:21227704] [10.1016/j.bmc.2010.12.031]

Source

Source(1):

• Scientific Literature