methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-[(ethylcarbamoyl)(methyl)amino]-13-(methoxycarbonyl)-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: ALA2314566

PubChem CID: 71717952

Max Phase: Preclinical

Molecular Formula: C50H66N6O9

Molecular Weight: 895.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNC(=O)N(C)[C@@]1(CC)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/C50H66N6O9/c1-10-46(54(6)45(60)51-12-3)26-31-27-49(43(58)63-8,39-33(18-22-55(28-31)29-46)32-16-13-14-17-36(32)52-39)35-24-34-37(25-38(35)62-7)53(5)41-48(34)20-23-56-21-15-19-47(11-2,40(48)56)42(65-30(4)57)50(41,61)44(59)64-9/h13-17,19,24-25,31,40-42,52,61H,10-12,18,20-23,26-29H2,1-9H3,(H,51,60)/t31-,40+,41-,42-,46+,47-,48-,49+,50+/m1/s1

Standard InChI Key:  GEMOFRYZAHKOCC-AQUUIYFYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2314566

   methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-[ethylcarbamoyl(methyl)amino]-13-methoxycarbonyl-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-diazapentacyc

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: 895.11

Molecular Weight (Monoisotopic): 894.4891

AlogP: 4.66

#Rotatable Bonds: 9

Polar Surface Area: 166.21

Molecular Species: BASE

HBA: 12

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.87

CX Basic pKa: 8.77

CX LogP: 4.37

CX LogD: 2.21

Aromatic Rings: 3

Heavy Atoms: 65

QED Weighted: 0.15

Np Likeness Score: 1.16

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