6-{[4-(4-Methoxy-benzenesulfonyl)-benzyl]-methyl-amino}-1,5-dimethyl-1H-benzo[cd]indol-2-one oxime

ID: ALA162539

Chembl Id: CHEMBL162539

PubChem CID: 15169689

Max Phase: Preclinical

Molecular Formula: C27H25N3O4S

Molecular Weight: 487.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)c2ccc(CN(C)c3ccc4c5c(ccc(C)c35)C(NO)=N4)cc2)cc1

Standard InChI:  InChI=1S/C27H25N3O4S/c1-17-4-13-22-26-23(28-27(22)29-31)14-15-24(25(17)26)30(2)16-18-5-9-20(10-6-18)35(32,33)21-11-7-19(34-3)8-12-21/h4-15,31H,16H2,1-3H3,(H,28,29)

Standard InChI Key:  OXTWOWJSAIKXQN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA162539

   N-[6-[[4-(4-methoxyphenyl)sulfonylphenyl]methyl-methylamino]-5-methylbenzo[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: 487.58

Molecular Weight (Monoisotopic): 487.1566

AlogP: 5.00

#Rotatable Bonds: 6

Polar Surface Area: 91.23

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.39

CX LogP: 5.16

CX LogD: 5.12

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.37

Np Likeness Score: -0.81

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