methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15S,17S)-17-ethyl-13-(methoxycarbonyl)-17-{[(thiomorpholin-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: ALA2441605

PubChem CID: 73346561

Max Phase: Preclinical

Molecular Formula: C51H66N6O9S

Molecular Weight: 939.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@]1(NC(=O)N2CCSCC2)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/C51H66N6O9S/c1-8-47(53-46(61)57-21-23-67-24-22-57)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(66-31(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:  GUZGLJCJNUJURT-RYFFIQGFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2441605

   methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-13-methoxycarbonyl-17-(thiomorpholine-4-carbonylamino)-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-diazapenta

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: 939.19

Molecular Weight (Monoisotopic): 938.4612

AlogP: 4.76

#Rotatable Bonds: 8

Polar Surface Area: 166.21

Molecular Species: BASE

HBA: 13

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.87

CX Basic pKa: 8.70

CX LogP: 4.37

CX LogD: 2.43

Aromatic Rings: 3

Heavy Atoms: 67

QED Weighted: 0.16

Np Likeness Score: 1.04

References

1. Barker TJ, Duncan KK, Otrubova K, Boger DL..  (2013)  Potent Vinblastine C20' Ureas Displaying Additionally Improved Activity Against a Vinblastine-Resistant Cancer Cell Line.,  4  (10): [PMID:24223237] [10.1021/ml400281w]

Source

Source(1):

• Scientific Literature