2-Methanesulfonyl-5-[2-cyclopentyl-1-(5-(E)-(2'methoxycarbonyl-ethene-1'-yl)-1H-pyrrolo[2,3-b]pyridin-2-yl)ethyl]-chlorobenzene

ID: ALA3763700

Chembl Id: CHEMBL3763700

PubChem CID: 127042499

Max Phase: Preclinical

Molecular Formula: C25H27ClN2O4S

Molecular Weight: 487.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)/C=C/c1cnc2[nH]c(C(CC3CCCC3)c3ccc(S(C)(=O)=O)c(Cl)c3)cc2c1

Standard InChI:  InChI=1S/C25H27ClN2O4S/c1-32-24(29)10-7-17-11-19-14-22(28-25(19)27-15-17)20(12-16-5-3-4-6-16)18-8-9-23(21(26)13-18)33(2,30)31/h7-11,13-16,20H,3-6,12H2,1-2H3,(H,27,28)/b10-7+

Standard InChI Key:  ZGBUVZARNUTINR-JXMROGBWSA-N

Alternative Forms

1. Parent:

   

   ALA3763700

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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: 487.02

Molecular Weight (Monoisotopic): 486.1380

AlogP: 5.52

#Rotatable Bonds: 7

Polar Surface Area: 89.12

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 3.04

CX LogP: 5.03

CX LogD: 5.03

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.35

Np Likeness Score: -0.41

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