(S)-N-(2-oxo-5-(pyridin-4-yl)-1,2-dihydropyridin-3-yl)-3-phenyl-2-(1-(pyridin-2-yl)cyclopropylamino)propanamide

ID: ALA2164850

PubChem CID: 46853632

Max Phase: Preclinical

Molecular Formula: C27H25N5O2

Molecular Weight: 451.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(-c2ccncc2)c[nH]c1=O)[C@H](Cc1ccccc1)NC1(c2ccccn2)CC1

Standard InChI:  InChI=1S/C27H25N5O2/c33-25-22(17-21(18-30-25)20-9-14-28-15-10-20)31-26(34)23(16-19-6-2-1-3-7-19)32-27(11-12-27)24-8-4-5-13-29-24/h1-10,13-15,17-18,23,32H,11-12,16H2,(H,30,33)(H,31,34)/t23-/m0/s1

Standard InChI Key:  QQQMLGGCBKAPKW-QHCPKHFHSA-N

Molfile:  

     RDKit          2D

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   17.0817  -30.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0789  -30.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7939  -31.2942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5080  -30.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.9281  -27.1789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7867  -27.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5014  -27.5836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2141  -27.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.7812  -26.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 24 25  2  0
 25 26  1  0
 26 27  2  0
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 13 28  2  0
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  2 29  1  0
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 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2164850

   (S)-N-(2-Oxo-5-(pyridin-4-yl)-1,2-dihydropyridin-3-yl)-3-phenyl-2-(1-(pyridin-2-yl)cyclopropylamino)propanamide

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: 451.53

Molecular Weight (Monoisotopic): 451.2008

AlogP: 3.66

#Rotatable Bonds: 8

Polar Surface Area: 99.77

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.47

CX Basic pKa: 7.18

CX LogP: 2.27

CX LogD: 2.06

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.38

Np Likeness Score: -0.90

References

1. Du X, Kim YJ, Lai S, Chen X, Lizarzaburu M, Turcotte S, Fu Z, Liu Q, Zhang Y, Motani A, Oda K, Okuyama R, Nara F, Murakoshi M, Fu A, Reagan JD, Fan P, Xiong Y, Shen W, Li L, Houze J, Medina JC..  (2012)  Phenylalanine derivatives as GPR142 agonists for the treatment of type II diabetes.,  22  (19): [PMID:22926069] [10.1016/j.bmcl.2012.08.015]

2. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data