methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15S,17S)-17-ethyl-13-(methoxycarbonyl)-17-{[(4-methylpiperazin-1-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: ALA2441606

PubChem CID: 73349585

Max Phase: Preclinical

Molecular Formula: C52H69N7O9

Molecular Weight: 936.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@]1(NC(=O)N2CCN(C)CC2)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/C52H69N7O9/c1-9-48(54-47(63)59-24-22-55(4)23-25-59)28-33-29-51(45(61)66-7,41-35(16-20-57(30-33)31-48)34-14-11-12-15-38(34)53-41)37-26-36-39(27-40(37)65-6)56(5)43-50(36)18-21-58-19-13-17-49(10-2,42(50)58)44(68-32(3)60)52(43,64)46(62)67-8/h11-15,17,26-27,33,42-44,53,64H,9-10,16,18-25,28-31H2,1-8H3,(H,54,63)/t33-,42+,43-,44-,48+,49-,50-,51+,52+/m1/s1

Standard InChI Key:  LEHKZHJVMKAGNP-BPCUAUIVSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2441606

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

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: 936.16

Molecular Weight (Monoisotopic): 935.5157

AlogP: 3.96

#Rotatable Bonds: 8

Polar Surface Area: 169.45

Molecular Species: BASE

HBA: 13

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.87

CX Basic pKa: 8.70

CX LogP: 3.86

CX LogD: 1.76

Aromatic Rings: 3

Heavy Atoms: 68

QED Weighted: 0.17

Np Likeness Score: 1.09

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