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

ID: ALA159017

Chembl Id: CHEMBL159017

PubChem CID: 15169669

Max Phase: Preclinical

Molecular Formula: C25H21N3O3S

Molecular Weight: 443.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(Cc1ccc(S(=O)(=O)c2ccccc2)cc1)c1ccc2c3c(cccc13)C(NO)=N2

Standard InChI:  InChI=1S/C25H21N3O3S/c1-28(23-15-14-22-24-20(23)8-5-9-21(24)25(26-22)27-29)16-17-10-12-19(13-11-17)32(30,31)18-6-3-2-4-7-18/h2-15,29H,16H2,1H3,(H,26,27)

Standard InChI Key:  UDFDMPQNFLJPJG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA159017

   N-[6-[[4-(benzenesulfonyl)phenyl]methyl-methylamino]benzo[cd]indol-2-yl]hydroxylamine

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: 443.53

Molecular Weight (Monoisotopic): 443.1304

AlogP: 4.68

#Rotatable Bonds: 5

Polar Surface Area: 82.00

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.26

CX LogP: 4.81

CX LogD: 4.78

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -0.97

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