methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15S,17S)-17-ethyl-13-(methoxycarbonyl)-17-(methylamino)-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: ALA2314564

PubChem CID: 71717951

Max Phase: Preclinical

Molecular Formula: C47H61N5O8

Molecular Weight: 824.03

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@]1(NC)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/C47H61N5O8/c1-9-43(48-4)24-29-25-46(41(54)58-7,37-31(16-20-51(26-29)27-43)30-14-11-12-15-34(30)49-37)33-22-32-35(23-36(33)57-6)50(5)39-45(32)18-21-52-19-13-17-44(10-2,38(45)52)40(60-28(3)53)47(39,56)42(55)59-8/h11-15,17,22-23,29,38-40,48-49,56H,9-10,16,18-21,24-27H2,1-8H3/t29-,38+,39-,40-,43+,44-,45-,46+,47+/m1/s1

Standard InChI Key:  SJRKXHYQYOWLFU-VJPKGXBBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2314564

   methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-13-methoxycarbonyl-17-(methylamino)-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.0

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

Calculated Properties

Molecular Weight: 824.03

Molecular Weight (Monoisotopic): 823.4520

AlogP: 4.22

#Rotatable Bonds: 8

Polar Surface Area: 145.90

Molecular Species: BASE

HBA: 12

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.99

CX Basic pKa: 10.26

CX LogP: 4.04

CX LogD: 0.49

Aromatic Rings: 3

Heavy Atoms: 60

QED Weighted: 0.17

Np Likeness Score: 1.50

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]

Source

Source(1):

• Scientific Literature