methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15S,17S)-17-ethyl-13-(methoxycarbonyl)-17-{[(pyridin-2-ylmethyl)carbamoyl]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: ALA2314552

PubChem CID: 71716754

Max Phase: Preclinical

Molecular Formula: C53H65N7O9

Molecular Weight: 944.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@]1(NC(=O)NCc2ccccn2)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/C53H65N7O9/c1-8-49(57-48(64)55-29-34-15-12-13-21-54-34)27-33-28-52(46(62)67-6,42-36(18-23-59(30-33)31-49)35-16-10-11-17-39(35)56-42)38-25-37-40(26-41(38)66-5)58(4)44-51(37)20-24-60-22-14-19-50(9-2,43(51)60)45(69-32(3)61)53(44,65)47(63)68-7/h10-17,19,21,25-26,33,43-45,56,65H,8-9,18,20,22-24,27-31H2,1-7H3,(H2,55,57,64)/t33-,43+,44-,45-,49+,50-,51-,52+,53+/m1/s1

Standard InChI Key:  KCTIIDXMWIYCNA-DEHDGIPMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2314552

   methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-13-methoxycarbonyl-17-(pyridin-2-ylmethylcarbamoylamino)-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-diazapen

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: 944.14

Molecular Weight (Monoisotopic): 943.4844

AlogP: 4.89

#Rotatable Bonds: 10

Polar Surface Area: 187.89

Molecular Species: BASE

HBA: 13

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.87

CX Basic pKa: 8.70

CX LogP: 4.37

CX LogD: 2.41

Aromatic Rings: 4

Heavy Atoms: 69

QED Weighted: 0.10

Np Likeness Score: 0.91

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