ID: ALA175504

Max Phase: Preclinical

Molecular Formula: C20H21NO3

Molecular Weight: 323.39

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(/C=C\c2ccc3c(ccn3C)c2)cc(OC)c1OC

Standard InChI:  InChI=1S/C20H21NO3/c1-21-10-9-16-11-14(7-8-17(16)21)5-6-15-12-18(22-2)20(24-4)19(13-15)23-3/h5-13H,1-4H3/b6-5-

Standard InChI Key:  LPAPKBFMHBYENM-WAYWQWQTSA-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: 323.39

Molecular Weight (Monoisotopic): 323.1521

AlogP: 4.37

#Rotatable Bonds: 5

Polar Surface Area: 32.62

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.16

CX LogD: 4.16

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.65

Np Likeness Score: -0.06

References

1. Maya AB, Pérez-Melero C, Mateo C, Alonso D, Fernández JL, Gajate C, Mollinedo F, Peláez R, Caballero E, Medarde M..  (2005)  Further naphthylcombretastatins. An investigation on the role of the naphthalene moiety.,  48  (2): [PMID:15658869] [10.1021/jm0310737]

2. Álvarez R, Gajate C, Puebla P, Mollinedo F, Medarde M, Peláez R..  (2018)  Substitution at the indole 3 position yields highly potent indolecombretastatins against human tumor cells.,  158  [PMID:30216850] [10.1016/j.ejmech.2018.08.078]

Source

Source(1):

• Scientific Literature