N-(1-ethyl-2-oxo-1,2-dihydrobenzo[cd]indol-6-yl)-cyclohexanesulfonamide

ID: ALA3781254

Chembl Id: CHEMBL3781254

PubChem CID: 127033770

Max Phase: Preclinical

Molecular Formula: C19H22N2O3S

Molecular Weight: 358.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1C(=O)c2cccc3c(NS(=O)(=O)C4CCCCC4)ccc1c23

Standard InChI:  InChI=1S/C19H22N2O3S/c1-2-21-17-12-11-16(14-9-6-10-15(18(14)17)19(21)22)20-25(23,24)13-7-4-3-5-8-13/h6,9-13,20H,2-5,7-8H2,1H3

Standard InChI Key:  SWOAKXBUWVPXQO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3781254

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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: 358.46

Molecular Weight (Monoisotopic): 358.1351

AlogP: 3.89

#Rotatable Bonds: 4

Polar Surface Area: 66.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.22

CX Basic pKa: ┄

CX LogP: 2.78

CX LogD: 2.77

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.90

Np Likeness Score: -1.38

References

1. Xue X, Zhang Y, Liu Z, Song M, Xing Y, Xiang Q, Wang Z, Tu Z, Zhou Y, Ding K, Xu Y..  (2016)  Discovery of Benzo[cd]indol-2(1H)-ones as Potent and Specific BET Bromodomain Inhibitors: Structure-Based Virtual Screening, Optimization, and Biological Evaluation.,  59  (4): [PMID:26731490] [10.1021/acs.jmedchem.5b01511]

Source

Source(1):

• Scientific Literature