6-[(4-Benzenesulfonyl-benzyl)-methyl-amino]-1H-benzo[cd]indol-2-one

ID: ALA301844

Chembl Id: CHEMBL301844

PubChem CID: 9845472

Max Phase: Preclinical

Molecular Formula: C25H20N2O3S

Molecular Weight: 428.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(Cc1ccc(S(=O)(=O)c2ccccc2)cc1)c1ccc2c3c(cccc13)C(=O)N2

Standard InChI:  InChI=1S/C25H20N2O3S/c1-27(23-15-14-22-24-20(23)8-5-9-21(24)25(28)26-22)16-17-10-12-19(13-11-17)31(29,30)18-6-3-2-4-7-18/h2-15H,16H2,1H3,(H,26,28)

Standard InChI Key:  XUZLBDDBJOPPIZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA301844

   6-[(4-Benzenesulfonyl-benzyl)-methyl-amino]-1H-benzo[cd]indol-2-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: 428.51

Molecular Weight (Monoisotopic): 428.1195

AlogP: 4.87

#Rotatable Bonds: 5

Polar Surface Area: 66.48

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.07

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: -1.10

References

1. Appelt K, Bacquet RJ, Bartlett CA, Booth CL, Freer ST, Fuhry MA, Gehring MR, Herrmann SM, Howland EF, Janson CA..  (1991)  Design of enzyme inhibitors using iterative protein crystallographic analysis.,  34  (7): [PMID:2066965] [10.1021/jm00111a001]

2. Varney MD, Marzoni GP, Palmer CL, Deal JG, Webber S, Welsh KM, Bacquet RJ, Bartlett CA, Morse CA, Booth CL..  (1992)  Crystal-structure-based design and synthesis of benz[cd]indole-containing inhibitors of thymidylate synthase.,  35  (4): [PMID:1542093] [10.1021/jm00082a006]

Source

Source(1):

• Scientific Literature