N-[(1R,3r,5S)-8-[4-(benzylamino)piperidine-1-sulfonyl]-8-azabicyclo[3.2.1]octan-3-yl]-6-chloro-2-oxo-2,3-dihydro-1H-indole-5-carboxamide

ID: ALA3798468

Chembl Id: CHEMBL3798468

PubChem CID: 118946368

Max Phase: Preclinical

Molecular Formula: C28H34ClN5O4S

Molecular Weight: 572.13

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)N3CCC(NCc4ccccc4)CC3)c(Cl)cc2N1

Standard InChI:  InChI=1S/C28H34ClN5O4S/c29-25-16-26-19(13-27(35)32-26)12-24(25)28(36)31-21-14-22-6-7-23(15-21)34(22)39(37,38)33-10-8-20(9-11-33)30-17-18-4-2-1-3-5-18/h1-5,12,16,20-23,30H,6-11,13-15,17H2,(H,31,36)(H,32,35)/t21-,22+,23-

Standard InChI Key:  SSDPURPCLGSTBN-NUNAXRQHSA-N

Alternative Forms

1. Parent:

   

   ALA3798468

   ---

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: 572.13

Molecular Weight (Monoisotopic): 571.2020

AlogP: 3.06

#Rotatable Bonds: 7

Polar Surface Area: 110.85

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.82

CX Basic pKa: 9.41

CX LogP: 1.38

CX LogD: -0.61

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.47

Np Likeness Score: -1.18

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