methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-4-[(13S,15S,17S)-17-(dimethylamino)-17-ethyl-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0^{4,12}.0^{5,10}]nonadeca-4(12),5,7,9-tetraen-13-yl]-12-ethyl-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: ALA2314565

PubChem CID: 71719782

Max Phase: Preclinical

Molecular Formula: C48H63N5O8

Molecular Weight: 838.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@]12C=CCN3CC[C@@]4(c5cc([C@@]6(C(=O)OC)C[C@@H]7CN(CCc8c6[nH]c6ccccc86)C[C@@](CC)(N(C)C)C7)c(OC)cc5N(C)[C@H]4[C@@](O)(C(=O)OC)[C@@H]1OC(C)=O)[C@@H]32

Standard InChI:  InChI=1S/C48H63N5O8/c1-10-44(50(4)5)25-30-26-47(42(55)59-8,38-32(17-21-52(27-30)28-44)31-15-12-13-16-35(31)49-38)34-23-33-36(24-37(34)58-7)51(6)40-46(33)19-22-53-20-14-18-45(11-2,39(46)53)41(61-29(3)54)48(40,57)43(56)60-9/h12-16,18,23-24,30,39-41,49,57H,10-11,17,19-22,25-28H2,1-9H3/t30-,39+,40-,41-,44+,45-,46-,47+,48+/m1/s1

Standard InChI Key:  XOUXARFZNLSLSE-WNNVIGNGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2314565

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

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: 838.06

Molecular Weight (Monoisotopic): 837.4677

AlogP: 4.56

#Rotatable Bonds: 8

Polar Surface Area: 137.11

Molecular Species: BASE

HBA: 12

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.90

CX Basic pKa: 9.78

CX LogP: 4.61

CX LogD: 1.32

Aromatic Rings: 3

Heavy Atoms: 61

QED Weighted: 0.19

Np Likeness Score: 1.32

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