Tert-butyl(4-(1-ethyl-2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonamido)butyl)carbamate

ID: ALA3782048

Chembl Id: CHEMBL3782048

PubChem CID: 127031954

Max Phase: Preclinical

Molecular Formula: C22H29N3O5S

Molecular Weight: 447.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1C(=O)c2cccc3c(S(=O)(=O)NCCCCNC(=O)OC(C)(C)C)ccc1c23

Standard InChI:  InChI=1S/C22H29N3O5S/c1-5-25-17-11-12-18(15-9-8-10-16(19(15)17)20(25)26)31(28,29)24-14-7-6-13-23-21(27)30-22(2,3)4/h8-12,24H,5-7,13-14H2,1-4H3,(H,23,27)

Standard InChI Key:  RIYLKKASIJSSKH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3782048

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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: 447.56

Molecular Weight (Monoisotopic): 447.1828

AlogP: 3.40

#Rotatable Bonds: 8

Polar Surface Area: 104.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.92

CX Basic pKa: ┄

CX LogP: 2.40

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -1.43

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