1,5-Dimethyl-6-{methyl-[4-(morpholine-4-sulfonyl)-benzyl]-amino}-1H-benzo[cd]indol-2-one

ID: ALA157865

Chembl Id: CHEMBL157865

PubChem CID: 15169664

Max Phase: Preclinical

Molecular Formula: C24H25N3O4S

Molecular Weight: 451.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2c3c(ccc(N(C)Cc4ccc(S(=O)(=O)N5CCOCC5)cc4)c13)NC2=O

Standard InChI:  InChI=1S/C24H25N3O4S/c1-16-3-8-19-23-20(25-24(19)28)9-10-21(22(16)23)26(2)15-17-4-6-18(7-5-17)32(29,30)27-11-13-31-14-12-27/h3-10H,11-15H2,1-2H3,(H,25,28)

Standard InChI Key:  CGEIQGIEURSJCE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA157865

   5-methyl-6-[methyl-[(4-morpholin-4-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: 451.55

Molecular Weight (Monoisotopic): 451.1566

AlogP: 3.37

#Rotatable Bonds: 5

Polar Surface Area: 78.95

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.17

CX LogP: 3.26

CX LogD: 3.26

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.64

Np Likeness Score: -1.39

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