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

ID: ALA422880

Chembl Id: CHEMBL422880

PubChem CID: 15169680

Max Phase: Preclinical

Molecular Formula: C26H22N2O3S

Molecular Weight: 442.54

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  SXPJTXMZJWXDHQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA422880

   6-[[4-(benzenesulfonyl)phenyl]methyl-ethylamino]-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: 5.26

#Rotatable Bonds: 6

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: 3.47

CX LogP: 5.23

CX LogD: 5.23

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -1.07

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