(4-Benzenesulfonyl-benzyl)-ethyl-(2-imino-1-methyl-1,2-dihydro-benzo[cd]indol-6-yl)-amine

ID: ALA161750

Chembl Id: CHEMBL161750

PubChem CID: 15391497

Max Phase: Preclinical

Molecular Formula: C26H23N3O2S

Molecular Weight: 441.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(Cc1ccc(S(=O)(=O)c2ccccc2)cc1)c1ccc2c3c(cccc13)C(N)=N2

Standard InChI:  InChI=1S/C26H23N3O2S/c1-2-29(24-16-15-23-25-21(24)9-6-10-22(25)26(27)28-23)17-18-11-13-20(14-12-18)32(30,31)19-7-4-3-5-8-19/h3-16H,2,17H2,1H3,(H2,27,28)

Standard InChI Key:  OTZQVEXEVVSVQN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA161750

   6-N-[[4-(benzenesulfonyl)phenyl]methyl]-6-N-ethylbenzo[cd]indole-2,6-diamine

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: 441.56

Molecular Weight (Monoisotopic): 441.1511

AlogP: 5.05

#Rotatable Bonds: 6

Polar Surface Area: 75.76

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.97

CX LogP: 5.10

CX LogD: 4.46

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -1.01

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