methyl 5-(cyclooctylamino)-1-isopentyl-3-(2-methoxyacetamido)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

ID: ALA3234417

PubChem CID: 26141526

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(NC3CCCCCCC3)cc12

Standard InChI:  InChI=1S/C25H38N4O4/c1-17(2)12-13-29-23(25(31)33-4)22(28-21(30)16-32-3)20-14-19(15-26-24(20)29)27-18-10-8-6-5-7-9-11-18/h14-15,17-18,27H,5-13,16H2,1-4H3,(H,28,30)

Standard InChI Key:  UGFMPBWXPGKJHH-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3234417

   Methyl 5-(cyclooctylamino)-3-[(2-methoxyacetyl)amino]-1-(3-methylbutyl)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: 4.98

#Rotatable Bonds: 9

Polar Surface Area: 94.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.90

CX Basic pKa: 3.53

CX LogP: 4.85

CX LogD: 4.85

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.51

Np Likeness Score: -1.37

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