[1-((S)-7-Oxo-4-oxa-1-aza-bicyclo[3.2.0]hept-6-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid benzyl ester

Names and Identifiers

Canonical SMILES: O=C(NC(Cc1ccccc1)C(=O)NC1C(=O)N2CCO[C@@H]12)OCc1ccccc1

Standard InChI: InChI=1S/C22H23N3O5/c26-19(24-18-20(27)25-11-12-29-21(18)25)17(13-15-7-3-1-4-8-15)23-22(28)30-14-16-9-5-2-6-10-16/h1-10,17-18,21H,11-14H2,(H,23,28)(H,24,26)/t17?,18?,21-/m0/s1

Standard InChI Key: VYRSXJDNPISAMG-NGICGMGXSA-N

Molfile:

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M  END

Alternative Forms

Parent:

ALA332025
[1-((S)-7-Oxo-4-oxa-1-aza-bicyclo[3.2.0]hept-6-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid benzyl ester

Associated Targets(Human)

CTSK Tchem Cathepsin K (3011 Activities)

Discover Target: CTSK

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

Associated Targets(non-human)

Ctsl Cathepsin L (33 Activities)

Discover Target: Ctsl

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: 409.44	Molecular Weight (Monoisotopic): 409.1638	AlogP: 1.21	#Rotatable Bonds: 7
Polar Surface Area: 96.97	Molecular Species: NEUTRAL	HBA: 5	HBD: 2
#RO5 Violations: ┄	HBA (Lipinski): 8	HBD (Lipinski): 2	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 11.77	CX Basic pKa: ┄	CX LogP: 1.92	CX LogD: 1.92
Aromatic Rings: 2	Heavy Atoms: 30	QED Weighted: 0.67	Np Likeness Score: -0.10

References

1. Zhou NE, Kaleta J, Purisima E, Menard R, Micetich RG, Singh R.. (2002) 6-Acylamino-penam derivatives: synthesis and inhibition of cathepsins B, L, K, and S., 12 (23): [PMID:12419374] [10.1016/s0960-894x(02)00766-7]

Source

Source(1):

Scientific Literature