5,6,7,9-Tetrahydroindolo[2,3-e][3]benzazocin-8-one

ID: ALA562903

Chembl Id: CHEMBL562903

PubChem CID: 44247570

Max Phase: Preclinical

Molecular Formula: C17H14N2O

Molecular Weight: 262.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NCCc2ccccc2-c2c1[nH]c1ccccc21

Standard InChI:  InChI=1S/C17H14N2O/c20-17-16-15(13-7-3-4-8-14(13)19-16)12-6-2-1-5-11(12)9-10-18-17/h1-8,19H,9-10H2,(H,18,20)

Standard InChI Key:  ZYENUDCEPBRALN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA562903

   10,13-Diazatetracyclo[10.7.0.02,7.014,19]nonadeca-1(12),2,4,6,14,16,18-heptaen-11-one

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: 262.31

Molecular Weight (Monoisotopic): 262.1106

AlogP: 3.12

#Rotatable Bonds: ┄

Polar Surface Area: 44.89

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.75

CX LogD: 2.75

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.64

Np Likeness Score: 0.49

References

1. Putey A, Popowycz F, Do QT, Bernard P, Talapatra SK, Kozielski F, Galmarini CM, Joseph B..  (2009)  Indolobenzazepin-7-ones and 6-, 8-, and 9-membered ring derivatives as tubulin polymerization inhibitors: synthesis and structure--activity relationship studies.,  52  (19): [PMID:19743863] [10.1021/jm900476c]

2. Akunuri R, Vadakattu M, Bujji S, Veerareddy V, Madhavi YV, Nanduri S..  (2021)  Fused-azepinones: Emerging scaffolds of medicinal importance.,  220  [PMID:33901899] [10.1016/j.ejmech.2021.113445]

Source

Source(1):

• Scientific Literature