6-{[4-(4-Methoxy-benzenesulfonyl)-benzyl]-methyl-amino}-1-methyl-1H-benzo[cd]indol-2-one

ID: ALA161341

Chembl Id: CHEMBL161341

PubChem CID: 15169682

Max Phase: Preclinical

Molecular Formula: C26H22N2O4S

Molecular Weight: 458.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)c2ccc(CN(C)c3ccc4c5c(cccc35)C(=O)N4)cc2)cc1

Standard InChI:  InChI=1S/C26H22N2O4S/c1-28(24-15-14-23-25-21(24)4-3-5-22(25)26(29)27-23)16-17-6-10-19(11-7-17)33(30,31)20-12-8-18(32-2)9-13-20/h3-15H,16H2,1-2H3,(H,27,29)

Standard InChI Key:  FLYFDHXKIIGVLZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA161341

   6-[[4-(4-methoxyphenyl)sulfonylphenyl]methyl-methylamino]-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: 458.54

Molecular Weight (Monoisotopic): 458.1300

AlogP: 4.88

#Rotatable Bonds: 6

Polar Surface Area: 75.71

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.07

CX LogP: 4.71

CX LogD: 4.71

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -0.98

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