6-{(2-Hydroxy-ethyl)-[4-(piperazine-1-sulfonyl)-benzyl]-amino}-1-methyl-1H-benzo[cd]indol-2-one; MeOH

ID: ALA349078

Chembl Id: CHEMBL349078

PubChem CID: 15169674

Max Phase: Preclinical

Molecular Formula: C24H26N4O4S

Molecular Weight: 466.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccc(N(CCO)Cc3ccc(S(=O)(=O)N4CCNCC4)cc3)c3cccc1c23

Standard InChI:  InChI=1S/C24H26N4O4S/c29-15-14-27(22-9-8-21-23-19(22)2-1-3-20(23)24(30)26-21)16-17-4-6-18(7-5-17)33(31,32)28-12-10-25-11-13-28/h1-9,25,29H,10-16H2,(H,26,30)

Standard InChI Key:  MWXBGBCTMMVYKA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA349078

   6-[2-hydroxyethyl-[(4-piperazin-1-ylsulfonylphenyl)methyl]amino]-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: 466.56

Molecular Weight (Monoisotopic): 466.1675

AlogP: 2.00

#Rotatable Bonds: 7

Polar Surface Area: 101.98

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 1.74

CX LogD: 1.54

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.49

Np Likeness Score: -1.21

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