ID: ALA1823159

Max Phase: Preclinical

Molecular Formula: C19H19NO7

Molecular Weight: 373.36

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(C(=O)c2c(N)oc3c(O)c(OC)ccc23)cc(OC)c1OC

Standard InChI:  InChI=1S/C19H19NO7/c1-23-11-6-5-10-14(19(20)27-17(10)16(11)22)15(21)9-7-12(24-2)18(26-4)13(8-9)25-3/h5-8,22H,20H2,1-4H3

Standard InChI Key:  WHIZKSTYGYPORO-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: 373.36

Molecular Weight (Monoisotopic): 373.1162

AlogP: 2.99

#Rotatable Bonds: 6

Polar Surface Area: 113.38

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.75

CX Basic pKa:

CX LogP: 2.57

CX LogD: 2.41

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.63

Np Likeness Score: 0.62

References

1. Flynn BL, Gill GS, Grobelny DW, Chaplin JH, Paul D, Leske AF, Lavranos TC, Chalmers DK, Charman SA, Kostewicz E, Shackleford DM, Morizzi J, Hamel E, Jung MK, Kremmidiotis G..  (2011)  Discovery of 7-hydroxy-6-methoxy-2-methyl-3-(3,4,5-trimethoxybenzoyl)benzo[b]furan (BNC105), a tubulin polymerization inhibitor with potent antiproliferative and tumor vascular disrupting properties.,  54  (17): [PMID:21774499] [10.1021/jm200454y]

2. 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