methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-{[(5-methoxy-2,3-dihydro-1H-isoindol-2-yl)carbonyl]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: ALA2441611

PubChem CID: 73351142

Max Phase: Preclinical

Molecular Formula: C56H68N6O10

Molecular Weight: 985.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@]1(NC(=O)N2Cc3ccc(OC)cc3C2)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/C56H68N6O10/c1-9-52(58-51(66)62-30-35-16-17-37(68-5)24-36(35)31-62)27-34-28-55(49(64)70-7,45-39(18-22-60(29-34)32-52)38-14-11-12-15-42(38)57-45)41-25-40-43(26-44(41)69-6)59(4)47-54(40)20-23-61-21-13-19-53(10-2,46(54)61)48(72-33(3)63)56(47,67)50(65)71-8/h11-17,19,24-26,34,46-48,57,67H,9-10,18,20-23,27-32H2,1-8H3,(H,58,66)/t34-,46+,47-,48-,52+,53-,54-,55+,56+/m1/s1

Standard InChI Key:  YBILDSHXQNRLRM-OGZJCLEJSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2441611

   methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-13-methoxycarbonyl-17-[(5-methoxy-1,3-dihydroisoindole-2-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-meth

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: 985.19

Molecular Weight (Monoisotopic): 984.4997

AlogP: 5.73

#Rotatable Bonds: 9

Polar Surface Area: 175.44

Molecular Species: BASE

HBA: 13

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.87

CX Basic pKa: 8.70

CX LogP: 5.33

CX LogD: 3.38

Aromatic Rings: 4

Heavy Atoms: 72

QED Weighted: 0.11

Np Likeness Score: 1.05

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