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

ID: ALA3404006

Chembl Id: CHEMBL3404006

PubChem CID: 9827827

Max Phase: Preclinical

Molecular Formula: C26H32ClN5O4

Molecular Weight: 514.03

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cn2c(=O)cc(CCN3CCOCC3)c3cnc(N4CCC[C@H]4CO)nc32)cc1Cl

Standard InChI:  InChI=1S/C26H32ClN5O4/c1-35-23-5-4-18(13-22(23)27)16-32-24(34)14-19(6-8-30-9-11-36-12-10-30)21-15-28-26(29-25(21)32)31-7-2-3-20(31)17-33/h4-5,13-15,20,33H,2-3,6-12,16-17H2,1H3/t20-/m0/s1

Standard InChI Key:  NGXQGGDGQZUDRM-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA3404006

   8-[(3-chloro-4-methoxyphenyl)methyl]-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-5-(2-morpholin-4-ylethyl)pyrido[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: 514.03

Molecular Weight (Monoisotopic): 513.2143

AlogP: 2.34

#Rotatable Bonds: 8

Polar Surface Area: 92.95

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.43

CX LogP: 2.66

CX LogD: 2.62

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.49

Np Likeness Score: -1.17

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