ID: ALA522420

Max Phase: Preclinical

Molecular Formula: C19H19NO6

Molecular Weight: 357.36

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc2c(N)c(C(=O)c3cc(OC)c(OC)c(OC)c3)oc2c1

Standard InChI:  InChI=1S/C19H19NO6/c1-22-11-5-6-12-13(9-11)26-19(16(12)20)17(21)10-7-14(23-2)18(25-4)15(8-10)24-3/h5-9H,20H2,1-4H3

Standard InChI Key:  JXNJKFBJFMHLKN-UHFFFAOYSA-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: 357.36

Molecular Weight (Monoisotopic): 357.1212

AlogP: 3.28

#Rotatable Bonds: 6

Polar Surface Area: 93.15

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.70

CX LogD: 2.70

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.68

Np Likeness Score: -0.08

References

1. Romagnoli R, Baraldi PG, Sarkar T, Carrion MD, Cruz-Lopez O, Lopez Cara C, Tolomeo M, Grimaudo S, Di Cristina A, Pipitone MR, Balzarini J, Gambari R, Ilaria L, Saletti R, Brancale A, Hamel E..  (2008)  Synthesis and biological evaluation of 2-(3',4',5'-trimethoxybenzoyl)-3-N,N-dimethylamino benzo[b]furan derivatives as inhibitors of tubulin polymerization.,  16  (18): [PMID:18755591] [10.1016/j.bmc.2008.08.029]

2. Romagnoli R, Baraldi PG, Carrion MD, Cara CL, Cruz-Lopez O, Tolomeo M, Grimaudo S, Di Cristina A, Pipitone MR, Balzarini J, Zonta N, Brancale A, Hamel E..  (2009)  Design, synthesis and structure-activity relationship of 2-(3',4',5'-trimethoxybenzoyl)-benzo[b]furan derivatives as a novel class of inhibitors of tubulin polymerization.,  17  (19): [PMID:19736015] [10.1016/j.bmc.2009.08.027]

3. Oliva P,Romagnoli R,Manfredini S,Brancale A,Ferla S,Hamel E,Ronca R,Maccarinelli F,Giacomini A,Rruga F,Mariotto E,Viola G,Bortolozzi R.  (2020)  Design, synthesis, in vitro and in vivo biological evaluation of 2-amino-3-aroylbenzo[b]furan derivatives as highly potent tubulin polymerization inhibitors.,  200  [PMID:32417696] [10.1016/j.ejmech.2020.112448]

Source

Source(1):

• Scientific Literature