Methyl 1-(4-(2-(2-Aminopyridin-3-yl)-5-phenyl-3H-imidazo-[4,5-b]pyridin-3-yl)phenyl)cyclobutane-1-carboxylate

ID: ALA4526693

PubChem CID: 58344970

Max Phase: Preclinical

Molecular Formula: C29H25N5O2

Molecular Weight: 475.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)C1(c2ccc(-n3c(-c4cccnc4N)nc4ccc(-c5ccccc5)nc43)cc2)CCC1

Standard InChI:  InChI=1S/C29H25N5O2/c1-36-28(35)29(16-6-17-29)20-10-12-21(13-11-20)34-26(22-9-5-18-31-25(22)30)33-24-15-14-23(32-27(24)34)19-7-3-2-4-8-19/h2-5,7-15,18H,6,16-17H2,1H3,(H2,30,31)

Standard InChI Key:  CPFVKDSDYFWAIN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.5433   -5.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7004   -2.3516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3779   -7.7325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5494   -4.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8216   -4.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1212   -4.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.5773   -5.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6595   -8.5080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9086   -7.1009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4526693

   Methyl 1-[4-[2-(2-aminopyridin-3-yl)-5-phenylimidazo[4,5-b]pyridin-3-yl]phenyl]cyclobutane-1-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 475.55

Molecular Weight (Monoisotopic): 475.2008

AlogP: 5.33

#Rotatable Bonds: 5

Polar Surface Area: 95.92

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.89

CX LogP: 5.76

CX LogD: 5.75

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.35

Np Likeness Score: -0.84

References

1. Lapierre JM, Eathiraj S, Vensel D, Liu Y, Bull CO, Cornell-Kennon S, Iimura S, Kelleher EW, Kizer DE, Koerner S, Makhija S, Matsuda A, Moussa M, Namdev N, Savage RE, Szwaya J, Volckova E, Westlund N, Wu H, Schwartz B..  (2016)  Discovery of 3-(3-(4-(1-Aminocyclobutyl)phenyl)-5-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyridin-2-amine (ARQ 092): An Orally Bioavailable, Selective, and Potent Allosteric AKT Inhibitor.,  59  (13): [PMID:27305487] [10.1021/acs.jmedchem.6b00619]

Source

Source(1):

• Scientific Literature