6-chloro-2-oxo-N-((1S,3r,5R)-8-((1-(4,4,4-trifluorobutyl)piperidin-4-yl)methylsulfonyl)-8-azabicyclo[3.2.1]octan-3-yl)indoline-5-carboxamide

ID: ALA3798741

Chembl Id: CHEMBL3798741

PubChem CID: 118946372

Max Phase: Preclinical

Molecular Formula: C26H34ClF3N4O4S

Molecular Weight: 591.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Cc2cc(C(=O)N[C@H]3C[C@H]4CC[C@@H](C3)N4S(=O)(=O)CC3CCN(CCCC(F)(F)F)CC3)c(Cl)cc2N1

Standard InChI:  InChI=1S/C26H34ClF3N4O4S/c27-22-14-23-17(11-24(35)32-23)10-21(22)25(36)31-18-12-19-2-3-20(13-18)34(19)39(37,38)15-16-4-8-33(9-5-16)7-1-6-26(28,29)30/h10,14,16,18-20H,1-9,11-13,15H2,(H,31,36)(H,32,35)/t18-,19+,20-

Standard InChI Key:  OTEIUEJPHNOGBG-ACDBMABISA-N

Alternative Forms

1. Parent:

   

   ALA3798741

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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: 591.10

Molecular Weight (Monoisotopic): 590.1941

AlogP: 3.94

#Rotatable Bonds: 8

Polar Surface Area: 98.82

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.82

CX Basic pKa: 7.96

CX LogP: 2.18

CX LogD: 1.52

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.48

Np Likeness Score: -1.26

References

1. Mitchell LH, Boriack-Sjodin PA, Smith S, Thomenius M, Rioux N, Munchhof M, Mills JE, Klaus C, Totman J, Riera TV, Raimondi A, Jacques SL, West K, Foley M, Waters NJ, Kuntz KW, Wigle TJ, Scott MP, Copeland RA, Smith JJ, Chesworth R..  (2016)  Novel Oxindole Sulfonamides and Sulfamides: EPZ031686, the First Orally Bioavailable Small Molecule SMYD3 Inhibitor.,  7  (2): [PMID:26985287] [10.1021/acsmedchemlett.5b00272]

Source

Source(1):

• Scientific Literature