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Compounds
ALA3354284

4-(3-chloro-4-methoxybenzylamino)-N-((trans)-4-hydroxycyclohexyl)-2-((S)-2-(hydroxymethyl)pyrrolidin-1-yl)pyrimidine-5-carboxamide

ID: ALA3354284

Chembl Id: CHEMBL3354284

PubChem CID: 118158010

Max Phase: Preclinical

Molecular Formula: C24H32ClN5O4

Molecular Weight: 490.00

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: COc1ccc(CNc2nc(N3CCC[C@H]3CO)ncc2C(=O)N[C@H]2CC[C@H](O)CC2)cc1Cl

Standard InChI: InChI=1S/C24H32ClN5O4/c1-34-21-9-4-15(11-20(21)25)12-26-22-19(23(33)28-16-5-7-18(32)8-6-16)13-27-24(29-22)30-10-2-3-17(30)14-31/h4,9,11,13,16-18,31-32H,2-3,5-8,10,12,14H2,1H3,(H,28,33)(H,26,27,29)/t16-,17-,18-/m0/s1

Standard InChI Key: FUMVCIGWRQNMPD-BZSNNMDCSA-N

Alternative Forms

Parent:

ALA3354284
N-(trans-4-hydroxycyclohexan-1-yl)-4-((3-chloro-4-methoxybenzyl)amino)-2-((s)-2-(hydroxymethyl)tetrahydropyrrole-1-yl)-5-pyrimidine formamide

Associated Targets(Human)

PDE5A Tclin Phosphodiesterase 5A (5113 Activities)

Discover Target: PDE5A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

PDE5A Phosphodiesterase 5A (190 Activities)

Discover Target: PDE5A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Corpus cavernosum (62 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 490.00	Molecular Weight (Monoisotopic): 489.2143	AlogP: 2.75	#Rotatable Bonds: 8
Polar Surface Area: 119.84	Molecular Species: NEUTRAL	HBA: 8	HBD: 4
#RO5 Violations: ┄	HBA (Lipinski): 9	HBD (Lipinski): 4	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: 5.55	CX LogP: 2.99	CX LogD: 2.98
Aromatic Rings: 2	Heavy Atoms: 34	QED Weighted: 0.45	Np Likeness Score: -0.97

References

1. Sakamoto T, Koga Y, Hikota M, Matsuki K, Murakami M, Kikkawa K, Fujishige K, Kotera J, Omori K, Morimoto H, Yamada K.. (2014) The discovery of avanafil for the treatment of erectile dysfunction: a novel pyrimidine-5-carboxamide derivative as a potent and highly selective phosphodiesterase 5 inhibitor., 24 (23): [PMID:25455484] [10.1016/j.bmcl.2014.10.008]
2. Shaaban MA,Elshaier YAMM,Hammad AH,Farag NA,Hassan Haredy H,AbdEl-Ghany AA,Mohamed KO. (2020) Design and synthesis of pyrazolo[3,4-d]pyrimidinone derivatives: Discovery of selective phosphodiesterase-5 inhibitors., 30 (16): [PMID:32631538] [10.1016/j.bmcl.2020.127337]

Source

Source(1):

Scientific Literature