(S)-8-(3-chloro-4-methoxybenzyl)-2-(2-(hydroxymethyl)pyrrolidin-1-yl)-5-methylpyrido[2,3-d]pyrimidin-7(8H)-one

ID: ALA3404009

Chembl Id: CHEMBL3404009

PubChem CID: 10158747

Max Phase: Preclinical

Molecular Formula: C21H23ClN4O3

Molecular Weight: 414.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cn2c(=O)cc(C)c3cnc(N4CCC[C@H]4CO)nc32)cc1Cl

Standard InChI:  InChI=1S/C21H23ClN4O3/c1-13-8-19(28)26(11-14-5-6-18(29-2)17(22)9-14)20-16(13)10-23-21(24-20)25-7-3-4-15(25)12-27/h5-6,8-10,15,27H,3-4,7,11-12H2,1-2H3/t15-/m0/s1

Standard InChI Key:  QLSMZPSUVVCQRD-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA3404009

   8-[(3-chloro-4-methoxyphenyl)methyl]-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-5-methylpyrido[2,3-d]pyrimidin-7-one

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: 414.89

Molecular Weight (Monoisotopic): 414.1459

AlogP: 2.77

#Rotatable Bonds: 5

Polar Surface Area: 80.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.43

CX LogP: 3.16

CX LogD: 3.16

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: -1.02

References

1. Sakamoto T, Koga Y, Hikota M, Matsuki K, Mochida H, Kikkawa K, Fujishige K, Kotera J, Omori K, Morimoto H, Yamada K..  (2015)  8-(3-chloro-4-methoxybenzyl)-8H-pyrido[2,3-d]pyrimidin-7-one derivatives as potent and selective phosphodiesterase 5 inhibitors.,  25  (7): [PMID:25754491] [10.1016/j.bmcl.2015.02.041]

Source

Source(1):

• Scientific Literature