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

ID: ALA4532719

Chembl Id: CHEMBL4532719

PubChem CID: 59054018

Max Phase: Preclinical

Molecular Formula: C21H15NO6

Molecular Weight: 377.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(ccc3c2[nH]c2c4cc(OC)c(O)cc4oc(=O)c32)cc1O

Standard InChI:  InChI=1S/C21H15NO6/c1-26-16-6-11-9(5-13(16)23)3-4-10-18-20(22-19(10)11)12-7-17(27-2)14(24)8-15(12)28-21(18)25/h3-8,22-24H,1-2H3

Standard InChI Key:  MOHREVYYIPQFFL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4532719

   7,17-Dihydroxy-8,16-dimethoxy-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: 377.35

Molecular Weight (Monoisotopic): 377.0899

AlogP: 4.01

#Rotatable Bonds: 2

Polar Surface Area: 104.92

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.17

CX Basic pKa: ┄

CX LogP: 3.01

CX LogD: 2.94

Aromatic Rings: 5

Heavy Atoms: 28

QED Weighted: 0.40

Np Likeness Score: 0.77

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