3-(3-Cyclopentylmethyl-2,4-dioxo-3,4-dihydro-2H-pyrido[2,3-d]pyrimidin-1-yl)-benzoic acid methyl ester

ID: ALA351567

Chembl Id: CHEMBL351567

PubChem CID: 14442119

Max Phase: Preclinical

Molecular Formula: C21H21N3O4

Molecular Weight: 379.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cccc(-n2c(=O)n(CC3CCCC3)c(=O)c3cccnc32)c1

Standard InChI:  InChI=1S/C21H21N3O4/c1-28-20(26)15-8-4-9-16(12-15)24-18-17(10-5-11-22-18)19(25)23(21(24)27)13-14-6-2-3-7-14/h4-5,8-12,14H,2-3,6-7,13H2,1H3

Standard InChI Key:  POUJMUAXVAJTGM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA351567

   Methyl 3-[3-(cyclopentylmethyl)-2,4-dioxopyrido[2,3-d]pyrimidin-1-yl]benzoate

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: 379.42

Molecular Weight (Monoisotopic): 379.1532

AlogP: 2.52

#Rotatable Bonds: 4

Polar Surface Area: 83.19

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.47

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.65

Np Likeness Score: -1.29

References

1. Lowe JA, Archer RL, Chapin DS, Chen JB, Helweg D, Johnson JL, Koe BK, Lebel LA, Moore PF, Nielsen JA..  (1991)  Structure-activity relationship of quinazolinedione inhibitors of calcium-independent phosphodiesterase.,  34  (2): [PMID:1995886] [10.1021/jm00106a024]

Source

Source(1):

• Scientific Literature