ID: ALA214451

Max Phase: Preclinical

Molecular Formula: C19H19NO5

Molecular Weight: 341.36

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc2c(c1)/C(=C\c1cc(OC)c(OC)c(OC)c1)C(=O)N2

Standard InChI:  InChI=1S/C19H19NO5/c1-22-12-5-6-15-13(10-12)14(19(21)20-15)7-11-8-16(23-2)18(25-4)17(9-11)24-3/h5-10H,1-4H3,(H,20,21)/b14-7+

Standard InChI Key:  WAFGRZZHFYLTPQ-VGOFMYFVSA-N

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

Properties

Molecular Weight: 341.36

Molecular Weight (Monoisotopic): 341.1263

AlogP: 3.21

#Rotatable Bonds: 5

Polar Surface Area: 66.02

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.72

CX Basic pKa:

CX LogP: 2.63

CX LogD: 2.63

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.85

Np Likeness Score: -0.09

References

1. Andreani A, Burnelli S, Granaiola M, Leoni A, Locatelli A, Morigi R, Rambaldi M, Varoli L, Kunkel MW..  (2006)  Antitumor activity of substituted E-3-(3,4,5-trimethoxybenzylidene)-1,3-dihydroindol-2-ones1.,  49  (23): [PMID:17154522] [10.1021/jm0607808]

2. Andreani A, Granaiola M, Locatelli A, Morigi R, Rambaldi M, Varoli L, Vieceli Dalla Sega F, Prata C, Nguyen TL, Bai R, Hamel E..  (2013)  Cytotoxic activities of substituted 3-(3,4,5-trimethoxybenzylidene)-1,3-dihydroindol-2-ones and studies on their mechanisms of action.,  64  [PMID:23685944] [10.1016/j.ejmech.2013.03.033]

Source

Source(1):

• Scientific Literature