rac-methyl 1-isopentyl-3-(2-methoxyacetamido)-5-((6-methylhept-5-en-2-yl)amino)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

ID: ALA3234416

Chembl Id: CHEMBL3234416

PubChem CID: 45162180

Max Phase: Preclinical

Molecular Formula: C25H38N4O4

Molecular Weight: 458.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCC(=O)Nc1c(C(=O)OC)n(CCC(C)C)c2ncc(NC(C)CCC=C(C)C)cc12

Standard InChI:  InChI=1S/C25H38N4O4/c1-16(2)9-8-10-18(5)27-19-13-20-22(28-21(30)15-32-6)23(25(31)33-7)29(12-11-17(3)4)24(20)26-14-19/h9,13-14,17-18,27H,8,10-12,15H2,1-7H3,(H,28,30)

Standard InChI Key:  LWTZIZCUKHLGJW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3234416

   Methyl 3-[(2-methoxyacetyl)amino]-1-(3-methylbutyl)-5-(6-methylhept-5-en-2-ylamino)pyrrolo[2,3-b]pyridine-2-carboxylate

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: 458.60

Molecular Weight (Monoisotopic): 458.2893

AlogP: 5.00

#Rotatable Bonds: 12

Polar Surface Area: 94.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.90

CX Basic pKa: 3.55

CX LogP: 4.68

CX LogD: 4.68

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: -0.85

References

1. Wang T, Bisson WH, Mäser P, Scapozza L, Picard D..  (2014)  Differences in conformational dynamics between Plasmodium falciparum and human Hsp90 orthologues enable the structure-based discovery of pathogen-selective inhibitors.,  57  (6): [PMID:24580531] [10.1021/jm401801t]

Source

Source(1):

• Scientific Literature