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

ID: ALA161325

Chembl Id: CHEMBL161325

PubChem CID: 15169663

Max Phase: Preclinical

Molecular Formula: C23H23N3O4S

Molecular Weight: 437.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(Cc1ccc(S(=O)(=O)N2CCOCC2)cc1)c1ccc2c3c(cccc13)C(=O)N2

Standard InChI:  InChI=1S/C23H23N3O4S/c1-25(21-10-9-20-22-18(21)3-2-4-19(22)23(27)24-20)15-16-5-7-17(8-6-16)31(28,29)26-11-13-30-14-12-26/h2-10H,11-15H2,1H3,(H,24,27)

Standard InChI Key:  DWTAJESQOVCLMA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA161325

   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: 437.52

Molecular Weight (Monoisotopic): 437.1409

AlogP: 3.06

#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: 3.06

CX LogP: 2.75

CX LogD: 2.75

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.66

Np Likeness Score: -1.60

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