5,10-Dihydro[1,3]dioxolo[5,6]indeno[1,2-b]indole

ID: ALA608978

Chembl Id: CHEMBL608978

PubChem CID: 46225609

Max Phase: Preclinical

Molecular Formula: C16H11NO2

Molecular Weight: 249.27

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 5,10-Dihydro[1,3]Dioxolo[5,6]Indeno[1,2-B]Indole | CHEMBL608978|BDBM50363534|5,10-Dihydro[1,3]dioxolo[5,6]indeno[1,2-b]indole

Canonical SMILES:  c1ccc2c3c([nH]c2c1)-c1cc2c(cc1C3)OCO2

Standard InChI:  InChI=1S/C16H11NO2/c1-2-4-13-10(3-1)12-5-9-6-14-15(19-8-18-14)7-11(9)16(12)17-13/h1-4,6-7,17H,5,8H2

Standard InChI Key:  YUOJWSJWXUSNJG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA608978

   5,10-Dihydro[1,3]dioxolo[5,6]indeno[1,2-b]indole

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

Calculated Properties

Molecular Weight: 249.27

Molecular Weight (Monoisotopic): 249.0790

AlogP: 3.47

#Rotatable Bonds: ┄

Polar Surface Area: 34.25

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.28

CX Basic pKa: ┄

CX LogP: 3.38

CX LogD: 3.38

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.52

Np Likeness Score: 0.41

References

1. Talaz O, Gülçin I, Göksu S, Saracoglu N..  (2009)  Antioxidant activity of 5,10-dihydroindeno[1,2-b]indoles containing substituents on dihydroindeno part.,  17  (18): [PMID:19683932] [10.1016/j.bmc.2009.07.077]

2. Ekinci D, Cavdar H, Durdagi S, Talaz O, Sentürk M, Supuran CT..  (2012)  Structure-activity relationships for the interaction of 5,10-dihydroindeno[1,2-b]indole derivatives with human and bovine carbonic anhydrase isoforms I, II, III, IV and VI.,  49  [PMID:22245047] [10.1016/j.ejmech.2011.12.022]

Source

Source(1):

• Scientific Literature