6-[(4-Benzenesulfonyl-benzyl)-methyl-amino]-1,5-dimethyl-1H-benzo[cd]indol-2-one

ID: ALA161098

Chembl Id: CHEMBL161098

PubChem CID: 15169661

Max Phase: Preclinical

Molecular Formula: C26H22N2O3S

Molecular Weight: 442.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2c3c(ccc(N(C)Cc4ccc(S(=O)(=O)c5ccccc5)cc4)c13)NC2=O

Standard InChI:  InChI=1S/C26H22N2O3S/c1-17-8-13-21-25-22(27-26(21)29)14-15-23(24(17)25)28(2)16-18-9-11-20(12-10-18)32(30,31)19-6-4-3-5-7-19/h3-15H,16H2,1-2H3,(H,27,29)

Standard InChI Key:  CKIUDPAQRLVQID-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA161098

   6-[[4-(benzenesulfonyl)phenyl]methyl-methylamino]-5-methyl-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: 442.54

Molecular Weight (Monoisotopic): 442.1351

AlogP: 5.18

#Rotatable Bonds: 5

Polar Surface Area: 66.48

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.18

CX LogP: 5.38

CX LogD: 5.38

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -0.93

References

1. 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