1-ethyl-2-oxo-N-propyl-1,2-dihydrobenzo[cd]indole-6-sulfonamide

ID: ALA3781449

Chembl Id: CHEMBL3781449

PubChem CID: 15944527

Max Phase: Preclinical

Molecular Formula: C16H18N2O3S

Molecular Weight: 318.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCNS(=O)(=O)c1ccc2c3c(cccc13)C(=O)N2CC

Standard InChI:  InChI=1S/C16H18N2O3S/c1-3-10-17-22(20,21)14-9-8-13-15-11(14)6-5-7-12(15)16(19)18(13)4-2/h5-9,17H,3-4,10H2,1-2H3

Standard InChI Key:  DMABOFGJAMBSJE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3781449

   1-ethyl-2-oxo-N-propyl-1,2-dihydrobenzo[cd]indole-6-sulfonamide

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: 318.40

Molecular Weight (Monoisotopic): 318.1038

AlogP: 2.51

#Rotatable Bonds: 5

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: 9.92

CX Basic pKa: ┄

CX LogP: 2.01

CX LogD: 2.01

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.92

Np Likeness Score: -1.68

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]

2. Sun Z, Zhang H, Chen Z, Xie Y, Jiang H, Chen L, Ding H, Zhang Y, Jiang H, Zheng M, Luo C..  (2017)  Discovery of novel BRD4 inhibitors by high-throughput screening, crystallography, and cell-based assays.,  27  (9): [PMID:28347667] [10.1016/j.bmcl.2017.03.012]

Source

Source(1):

• Scientific Literature