methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15S,17S)-17-ethyl-13-(methoxycarbonyl)-17-{[(morpholin-4-yl)carbonyl]amino}-1,11-diazatetracyclo[13.3.1.0^{4,12}.0^{5,10}]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,13-tetraene-10-carboxylate

ID: ALA2314560

PubChem CID: 71719781

Max Phase: Preclinical

Molecular Formula: C51H66N6O10

Molecular Weight: 923.12

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  CC[C@]1(NC(=O)N2CCOCC2)C[C@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C(=O)OC)(c3cc4c(cc3OC)N(C)[C@H]3[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]5(CC)C=CCN6CC[C@]43[C@@H]65)C2)C1

Standard InChI:  InChI=1S/C51H66N6O10/c1-8-47(53-46(61)57-21-23-66-24-22-57)27-32-28-50(44(59)64-6,40-34(15-19-55(29-32)30-47)33-13-10-11-14-37(33)52-40)36-25-35-38(26-39(36)63-5)54(4)42-49(35)17-20-56-18-12-16-48(9-2,41(49)56)43(67-31(3)58)51(42,62)45(60)65-7/h10-14,16,25-26,32,41-43,52,62H,8-9,15,17-24,27-30H2,1-7H3,(H,53,61)/t32-,41+,42-,43-,47+,48-,49-,50+,51+/m1/s1

Standard InChI Key:  OAWUUNCSBNMYFO-RYFFIQGFSA-N

Molfile:  

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M  END

Associated Targets(Human)

HCT-116/VM46 (173 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 923.12Molecular Weight (Monoisotopic): 922.4840AlogP: 4.04#Rotatable Bonds: 8
Polar Surface Area: 175.44Molecular Species: BASEHBA: 13HBD: 3
#RO5 Violations: 2HBA (Lipinski): 16HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
CX Acidic pKa: 10.87CX Basic pKa: 8.70CX LogP: 3.79CX LogD: 1.85
Aromatic Rings: 3Heavy Atoms: 67QED Weighted: 0.17Np Likeness Score: 1.06

References

1. Leggans EK, Duncan KK, Barker TJ, Schleicher KD, Boger DL..  (2013)  A remarkable series of vinblastine analogues displaying enhanced activity and an unprecedented tubulin binding steric tolerance: C20' urea derivatives.,  56  (3): [PMID:23244701] [10.1021/jm3015684]
2. Barker TJ, Duncan KK, Otrubova K, Boger DL..  (2013)  Potent Vinblastine C20' Ureas Displaying Additionally Improved Activity Against a Vinblastine-Resistant Cancer Cell Line.,  (10): [PMID:24223237] [10.1021/ml400281w]

Source