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

ID: ALA351601

Chembl Id: CHEMBL351601

PubChem CID: 15169659

Max Phase: Preclinical

Molecular Formula: C24H18N2O3S

Molecular Weight: 414.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccc(NCc3ccc(S(=O)(=O)c4ccccc4)cc3)c3cccc1c23

Standard InChI:  InChI=1S/C24H18N2O3S/c27-24-20-8-4-7-19-21(13-14-22(26-24)23(19)20)25-15-16-9-11-18(12-10-16)30(28,29)17-5-2-1-3-6-17/h1-14,25H,15H2,(H,26,27)

Standard InChI Key:  YUMFPJQRENMGEZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA351601

   6-[[4-(benzenesulfonyl)phenyl]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: 414.49

Molecular Weight (Monoisotopic): 414.1038

AlogP: 4.85

#Rotatable Bonds: 5

Polar Surface Area: 75.27

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.35

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: -1.10

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