1-ethyl-N-(3-(4-methylpiperazin-1-yl)propyl)-2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonamide

ID: ALA3780381

Chembl Id: CHEMBL3780381

PubChem CID: 122467465

Max Phase: Preclinical

Molecular Formula: C21H28N4O3S

Molecular Weight: 416.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1C(=O)c2cccc3c(S(=O)(=O)NCCCN4CCN(C)CC4)ccc1c23

Standard InChI:  InChI=1S/C21H28N4O3S/c1-3-25-18-8-9-19(16-6-4-7-17(20(16)18)21(25)26)29(27,28)22-10-5-11-24-14-12-23(2)13-15-24/h4,6-9,22H,3,5,10-15H2,1-2H3

Standard InChI Key:  GUJORBLKCGZUQL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3780381

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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: 416.55

Molecular Weight (Monoisotopic): 416.1882

AlogP: 1.74

#Rotatable Bonds: 7

Polar Surface Area: 72.96

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.93

CX Basic pKa: 7.87

CX LogP: 1.06

CX LogD: 0.46

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.70

Np Likeness Score: -1.74

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