2-Methanesulfinyl-5-[2-cyclopentyl-1-(5-bromo-1H-pyrrolo[2,3-b]pyridin-2-yl)-1-hydroxyethyl]-chlorobenzene

ID: ALA3764962

Chembl Id: CHEMBL3764962

PubChem CID: 127041531

Max Phase: Preclinical

Molecular Formula: C21H22BrClN2O2S

Molecular Weight: 481.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[S+]([O-])c1ccc(C(O)(CC2CCCC2)c2cc3cc(Br)cnc3[nH]2)cc1Cl

Standard InChI:  InChI=1S/C21H22BrClN2O2S/c1-28(27)18-7-6-15(10-17(18)23)21(26,11-13-4-2-3-5-13)19-9-14-8-16(22)12-24-20(14)25-19/h6-10,12-13,26H,2-5,11H2,1H3,(H,24,25)

Standard InChI Key:  KBPXDKQQKYGZCW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3764962

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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: 481.84

Molecular Weight (Monoisotopic): 480.0274

AlogP: 5.53

#Rotatable Bonds: 5

Polar Surface Area: 71.97

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.97

CX Basic pKa: 1.40

CX LogP: 4.09

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: -0.48

References

1. Paczal A, Bálint B, Wéber C, Szabó ZB, Ondi L, Theret I, De Ceuninck F, Bernard C, Ktorza A, Perron-Sierra F, Kotschy A..  (2016)  Structure-Activity Relationship of Azaindole-Based Glucokinase Activators.,  59  (2): [PMID:26685731] [10.1021/acs.jmedchem.5b01594]

Source

Source(1):

• Scientific Literature