(S)-(4-(3-chloro-4-methoxybenzylamino)-2-(2-(hydroxymethyl)pyrrolidin-1-yl)pyrimidin-5-yl)(3,4,5-trimethoxyphenyl)methanone

ID: ALA3404016

Chembl Id: CHEMBL3404016

PubChem CID: 118730141

Max Phase: Preclinical

Molecular Formula: C27H31ClN4O6

Molecular Weight: 543.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2nc(N3CCC[C@H]3CO)ncc2C(=O)c2cc(OC)c(OC)c(OC)c2)cc1Cl

Standard InChI:  InChI=1S/C27H31ClN4O6/c1-35-21-8-7-16(10-20(21)28)13-29-26-19(14-30-27(31-26)32-9-5-6-18(32)15-33)24(34)17-11-22(36-2)25(38-4)23(12-17)37-3/h7-8,10-12,14,18,33H,5-6,9,13,15H2,1-4H3,(H,29,30,31)/t18-/m0/s1

Standard InChI Key:  DCPRQVBIYYJVHB-SFHVURJKSA-N

Alternative Forms

1. Parent:

   

   ALA3404016

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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: 543.02

Molecular Weight (Monoisotopic): 542.1932

AlogP: 3.97

#Rotatable Bonds: 11

Polar Surface Area: 115.27

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.68

CX LogP: 4.49

CX LogD: 4.48

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.34

Np Likeness Score: -0.68

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