1-(6-Benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]-pyridin-1-yl)-2-((2R,5R)-2-methoxymethyl-5-methyl-piperazin-1-yl)-ethanone

ID: ALA3600717

Chembl Id: CHEMBL3600717

PubChem CID: 70981017

Max Phase: Preclinical

Molecular Formula: C25H34N4O2

Molecular Weight: 422.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC[C@H]1CN[C@H](C)CN1CC(=O)N1CC(C)(C)c2cnc(Cc3ccccc3)cc21

Standard InChI:  InChI=1S/C25H34N4O2/c1-18-14-28(21(12-26-18)16-31-4)15-24(30)29-17-25(2,3)22-13-27-20(11-23(22)29)10-19-8-6-5-7-9-19/h5-9,11,13,18,21,26H,10,12,14-17H2,1-4H3/t18-,21-/m1/s1

Standard InChI Key:  XOZJVPQFZSCGTE-WIYYLYMNSA-N

Alternative Forms

1. Parent:

   

   ALA3600717

   1-(6-benzyl-3,3-dimethyl-2H-pyrrolo[3,2-c]pyridin-1-yl)-2-[(2R,5R)-2-(methoxymethyl)-5-methylpiperazin-1-yl]ethanone

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: 422.57

Molecular Weight (Monoisotopic): 422.2682

AlogP: 2.61

#Rotatable Bonds: 6

Polar Surface Area: 57.70

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.91

CX LogP: 2.39

CX LogD: 0.87

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.78

Np Likeness Score: -0.16

References

1. Chessari G, Buck IM, Day JE, Day PJ, Iqbal A, Johnson CN, Lewis EJ, Martins V, Miller D, Reader M, Rees DC, Rich SJ, Tamanini E, Vitorino M, Ward GA, Williams PA, Williams G, Wilsher NE, Woolford AJ..  (2015)  Fragment-Based Drug Discovery Targeting Inhibitor of Apoptosis Proteins: Discovery of a Non-Alanine Lead Series with Dual Activity Against cIAP1 and XIAP.,  58  (16): [PMID:26218264] [10.1021/acs.jmedchem.5b00706]

2.  (2015)  Bicyclic heterocycle compounds and their uses in therapy, 

Source

Source(2):

• Scientific Literature
• BindingDB Database