N-(4-(1H-imidazol-1-yl)benzyl)-4-amino-5-oxo-2-(piperidin-1-yl)-8-((tetrahydrofuran-2-yl)methyl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide

ID: ALA491458

Chembl Id: CHEMBL491458

PubChem CID: 44583048

Max Phase: Preclinical

Molecular Formula: C28H32N8O3

Molecular Weight: 528.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(N2CCCCC2)nc2c1c(=O)c(C(=O)NCc1ccc(-n3ccnc3)cc1)cn2CC1CCCO1

Standard InChI:  InChI=1S/C28H32N8O3/c29-25-23-24(37)22(27(38)31-15-19-6-8-20(9-7-19)35-13-10-30-18-35)17-36(16-21-5-4-14-39-21)26(23)33-28(32-25)34-11-2-1-3-12-34/h6-10,13,17-18,21H,1-5,11-12,14-16H2,(H,31,38)(H2,29,32,33)

Standard InChI Key:  CBTKEQMMDLNZJB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA491458

   N-(4-(1H-imidazol-1-yl)benzyl)-4-amino-5-oxo-2-(piperidin-1-yl)-8-((tetrahydrofuran-2-yl)methyl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide

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: 528.62

Molecular Weight (Monoisotopic): 528.2597

AlogP: 2.66

#Rotatable Bonds: 7

Polar Surface Area: 133.19

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.06

CX LogP: 3.42

CX LogD: 3.41

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.37

Np Likeness Score: -1.61

References

1. Bagdanoff JT, Donoviel MS, Nouraldeen A, Tarver J, Fu Q, Carlsen M, Jessop TC, Zhang H, Hazelwood J, Nguyen H, Baugh SD, Gardyan M, Terranova KM, Barbosa J, Yan J, Bednarz M, Layek S, Courtney LF, Taylor J, Digeorge-Foushee AM, Gopinathan S, Bruce D, Smith T, Moran L, O'Neill E, Kramer J, Lai Z, Kimball SD, Liu Q, Sun W, Yu S, Swaffield J, Wilson A, Main A, Carson KG, Oravecz T, Augeri DJ..  (2009)  Inhibition of sphingosine-1-phosphate lyase for the treatment of autoimmune disorders.,  52  (13): [PMID:19489538] [10.1021/jm900278w]

Source

Source(1):

• Scientific Literature