JavaScript seems to be disabled in your browser. For the best experience on our site, be sure to turn on Javascript in your browser.

྾

Home
Compounds
ALA3120492

(1R,18R,20R,24S,27S)-24-cyclohexyl-N-[(1R,2S)-2-ethenyl-1-{[(1-methylcyclopropane)sulfonyl]carbamoyl}cyclopropyl]-11-[3-(4-methylpiperazin-1-yl)propoxy]-22,25-dioxo-2,21-dioxa-4,23,26-triazapentacyclo[24.2.1.0^{3,12}.0^{5,10}.0^{18,20}]nonacosa-3,5,7,9,11-pentaene-27-carboxamide

ID: ALA3120492

Chembl Id: CHEMBL3120492

PubChem CID: 76317951

Max Phase: Preclinical

Molecular Formula: C49H69N7O9S

Molecular Weight: 932.20

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: C=C[C@@H]1C[C@]1(NC(=O)[C@@H]1C[C@@H]2CN1C(=O)[C@H](C1CCCCC1)NC(=O)O[C@@H]1C[C@H]1CCCCCc1c(nc3ccccc3c1OCCCN1CCN(C)CC1)O2)C(=O)NS(=O)(=O)C1(C)CC1

Standard InChI: InChI=1S/C49H69N7O9S/c1-4-34-30-49(34,46(59)53-66(61,62)48(2)20-21-48)52-43(57)39-29-35-31-56(39)45(58)41(32-14-7-5-8-15-32)51-47(60)65-40-28-33(40)16-9-6-10-18-37-42(36-17-11-12-19-38(36)50-44(37)64-35)63-27-13-22-55-25-23-54(3)24-26-55/h4,11-12,17,19,32-35,39-41H,1,5-10,13-16,18,20-31H2,2-3H3,(H,51,60)(H,52,57)(H,53,59)/t33-,34-,35-,39+,40-,41+,49-/m1/s1

Standard InChI Key: DGBKIENLAAGAIB-GMEWQFOQSA-N

Alternative Forms

Parent:

ALA3120492
(1R,18R,20R,24S,27S)-24-cyclohexyl-N-[(1R,2S)-2-ethenyl-1-[(1-methylcyclopropyl)sulfonylcarbamoyl]cyclopropyl]-11-[3-(4-methylpiperazin-1-yl)propoxy]-22,25-dioxo-2,21-dioxa-4,23,26-triazapentacyclo[24.2.1.03,12.05,10.018,20]nonacosa-3,5,7,9,11-pentaene-27

Associated Targets(non-human)

NS3 NS3 protease (146 Activities)

Discover Target: NS3

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

Rattus norvegicus (775804 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: 932.20	Molecular Weight (Monoisotopic): 931.4877	AlogP: 4.84	#Rotatable Bonds: 12
Polar Surface Area: 188.81	Molecular Species: ACID	HBA: 12	HBD: 3
#RO5 Violations: 2	HBA (Lipinski): 16	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 3.76	CX Basic pKa: 8.14	CX LogP: 3.90	CX LogD: 3.99
Aromatic Rings: 2	Heavy Atoms: 66	QED Weighted: 0.19	Np Likeness Score: 0.24

References

1. Shah U, Jayne C, Chackalamannil S, Velázquez F, Guo Z, Buevich A, Howe JA, Chase R, Soriano A, Agrawal S, Rudd MT, McCauley JA, Liverton NJ, Romano J, Bush K, Coleman PJ, Grisé-Bard C, Brochu MC, Charron S, Aulakh V, Bachand B, Beaulieu P, Zaghdane H, Bhat S, Han Y, Vacca JP, Davies IW, Weber AE, Venkatraman S.. (2014) Novel Quinoline-Based P2-P4 Macrocyclic Derivatives As Pan-Genotypic HCV NS3/4a Protease Inhibitors., 5 (3): [PMID:24900818] [10.1021/ml400466p]

Source

Source(1):

Scientific Literature