3,10-Dihydroxy-2,11-dimethoxy-13-methylbenzo[g][1]benzopyrano[4,3-b]indol-6(13H)-one

ID: ALA4552837

Chembl Id: CHEMBL4552837

PubChem CID: 59054020

Max Phase: Preclinical

Molecular Formula: C22H17NO6

Molecular Weight: 391.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(ccc3c4c(=O)oc5cc(O)c(OC)cc5c4n(C)c23)cc1O

Standard InChI:  InChI=1S/C22H17NO6/c1-23-20-11(5-4-10-6-14(24)17(27-2)7-12(10)20)19-21(23)13-8-18(28-3)15(25)9-16(13)29-22(19)26/h4-9,24-25H,1-3H3

Standard InChI Key:  GHEQBGDNKAGUBO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4552837

   7,17-Dihydroxy-8,16-dimethoxy-12-methyl-4-oxa-12-azapentacyclo[11.8.0.02,11.05,10.014,19]henicosa-1(13),2(11),5,7,9,14,16,18,20-nonaen-3-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 391.38

Molecular Weight (Monoisotopic): 391.1056

AlogP: 4.02

#Rotatable Bonds: 2

Polar Surface Area: 94.06

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.14

CX Basic pKa:

CX LogP: 3.23

CX LogD: 3.16

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.44

Np Likeness Score: 0.72

References

1. Fukuda T, Nanjo Y, Fujimoto M, Yoshida K, Natsui Y, Ishibashi F, Okazaki F, To H, Iwao M..  (2019)  Lamellarin-inspired potent topoisomerase I inhibitors with the unprecedented benzo[g][1]benzopyrano[4,3-b]indol-6(13H)-one scaffold.,  27  (2): [PMID:30553626] [10.1016/j.bmc.2018.11.037]

Source

Source(1):

• Scientific Literature