3-((7-(but-2-ynyl)-3-methyl-2,6-dioxo-8-(piperazin-1-yl)-2,3,6,7-tetrahydro-1H-purin-1-yl)methyl)benzonitrile

ID: ALA3616905

Chembl Id: CHEMBL3616905

PubChem CID: 22029457

Max Phase: Preclinical

Molecular Formula: C22H23N7O2

Molecular Weight: 417.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC#CCn1c(N2CCNCC2)nc2c1c(=O)n(Cc1cccc(C#N)c1)c(=O)n2C

Standard InChI:  InChI=1S/C22H23N7O2/c1-3-4-10-28-18-19(25-21(28)27-11-8-24-9-12-27)26(2)22(31)29(20(18)30)15-17-7-5-6-16(13-17)14-23/h5-7,13,24H,8-12,15H2,1-2H3

Standard InChI Key:  GYXICOZOUBFEBB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3616905

   3-[(7-But-2-ynyl-3-methyl-2,6-dioxo-8-piperazin-1-ylpurin-1-yl)methyl]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: 417.47

Molecular Weight (Monoisotopic): 417.1913

AlogP: 0.25

#Rotatable Bonds: 4

Polar Surface Area: 100.88

Molecular Species: BASE

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.79

CX LogP: 2.36

CX LogD: 0.96

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.61

Np Likeness Score: -1.60

References

1. Jansen K, De Winter H, Heirbaut L, Cheng JD, Joossens J, Lambeir A, De Meester I, Augustyns K, Van der Veken P.  (2014)  Selective inhibitors of fibroblast activation protein (FAP) with a xanthine scaffold,  5  (11): [10.1039/C4MD00167B]

Source

Source(1):

• Scientific Literature