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Compounds
ALA282621

3-{3-Hydroxy-2-methyl-6-[3,5,12-trihydroxy-3-(2-hydroxy-acetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy]-tetrahydro-pyran-4-ylcarbamoyloxymethyl}-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

ID: ALA282621

Chembl Id: CHEMBL282621

PubChem CID: 44278301

Max Phase: Preclinical

Molecular Formula: C44H43N3O17S

Molecular Weight: 917.90

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3OC1CC(NC(=O)OCC2=C(C(=O)O)N3C(=O)[C@@H](NC(=O)Cc4ccccc4)[C@H]3SC2)C(O)C(C)O1

Standard InChI: InChI=1S/C44H43N3O17S/c1-18-35(51)23(45-43(59)62-16-20-17-65-41-33(40(56)47(41)34(20)42(57)58)46-27(50)11-19-7-4-3-5-8-19)12-28(63-18)64-25-14-44(60,26(49)15-48)13-22-30(25)39(55)32-31(37(22)53)36(52)21-9-6-10-24(61-2)29(21)38(32)54/h3-10,18,23,25,28,33,35,41,48,51,53,55,60H,11-17H2,1-2H3,(H,45,59)(H,46,50)(H,57,58)/t18?,23?,25-,28?,33+,35?,41+,44-/m0/s1

Standard InChI Key: HWVQUUNSELQYEV-BTMDZNLCSA-N

Alternative Forms

Parent:

ALA282621
(6R,7R)-3-[[3-hydroxy-2-methyl-6-[[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]oxan-4-yl]carbamoyloxymethyl]-8-oxo-7-[(2-phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Associated Targets(Human)

H2981 cell line (49 Activities)

Explore this target

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

Associated Targets(non-human)

ampC Beta-lactamase (730 Activities)

Discover Target: ampC

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

Beta-lactamase 2 (28 Activities)

Explore this target

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

bla Beta-lactamase TEM (457 Activities)

Discover Target: bla

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: 917.90	Molecular Weight (Monoisotopic): 917.2313	AlogP: 0.75	#Rotatable Bonds: 12
Polar Surface Area: 305.09	Molecular Species: ACID	HBA: 17	HBD: 8
#RO5 Violations: 3	HBA (Lipinski): 20	HBD (Lipinski): 8	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 3.36	CX Basic pKa: ┄	CX LogP: 2.12	CX LogD: -1.38
Aromatic Rings: 3	Heavy Atoms: 65	QED Weighted: 0.07	Np Likeness Score: 0.98

References

1. Vrudhula VM, Svensson HP, Senter PD.. (1995) Cephalosporin derivatives of doxorubicin as prodrugs for activation by monoclonal antibody-beta-lactamase conjugates., 38 (8): [PMID:7731023] [10.1021/jm00008a016]
2. Vrudhula VM, Svensson HP, Senter PD.. (1997) Immunologically specific activation of a cephalosporin derivative of mitomycin C by monoclonal antibody beta-lactamase conjugates., 40 (17): [PMID:9276025] [10.1021/jm970108y]

Source

Source(1):

Scientific Literature