1-(7-(2-cyanobenzyl)-1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)piperidin-3-aminium

ID: ALA1161916

PubChem CID: 9800721

Max Phase: Preclinical

Molecular Formula: C20H23N7O2

Molecular Weight: 393.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(=O)c2c(nc(N3CCCC(N)C3)n2Cc2ccccc2C#N)n(C)c1=O

Standard InChI:  InChI=1S/C20H23N7O2/c1-24-17-16(18(28)25(2)20(24)29)27(11-14-7-4-3-6-13(14)10-21)19(23-17)26-9-5-8-15(22)12-26/h3-4,6-7,15H,5,8-9,11-12,22H2,1-2H3

Standard InChI Key:  XJNKUWDMCBZMTG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.3428   -3.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8213   -2.9157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4102   -4.4798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6339   -3.2899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6774   -4.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3232   -2.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1665   -3.4996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0336   -2.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2417   -0.3042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4440   -1.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4500   -0.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9877   -4.5633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2797   -2.0083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7300   -1.9775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4538   -5.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9006   -2.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3561   -2.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6160   -4.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4357   -4.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6543   -1.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0705   -0.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8099   -3.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0646   -1.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2727   -0.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 29 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1161916

   2-(8-(3-Aminopiperidin-1-yl)-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropurin-7-ylmethyl)benzonitrile

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: 393.45

Molecular Weight (Monoisotopic): 393.1913

AlogP: 0.28

#Rotatable Bonds: 3

Polar Surface Area: 114.87

Molecular Species: BASE

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.86

CX LogP: 1.50

CX LogD: -0.87

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: -1.67

References

1. Kurukulasuriya R, Rohde JJ, Szczepankiewicz BG, Basha F, Lai C, Jae HS, Winn M, Stewart KD, Longenecker KL, Lubben TW, Ballaron SJ, Sham HL, von Geldern TW..  (2006)  Xanthine mimetics as potent dipeptidyl peptidase IV inhibitors.,  16  (24): [PMID:17010607] [10.1016/j.bmcl.2006.09.024]

Source

Source(1):

• Scientific Literature