methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-4-[(13S,15S,17S)-17-[(dimethylcarbamothioyl)amino]-17-ethyl-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0^{4,12}.0^{5,10}]nonadeca-4(12),5,7,9-tetraen-13-yl]-12-ethyl-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: ALA2314562

PubChem CID: 71717950

Max Phase: Preclinical

Molecular Formula: C49H64N6O8S

Molecular Weight: 897.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@]1(NC(=S)N(C)C)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/C49H64N6O8S/c1-10-45(51-44(64)52(4)5)25-30-26-48(42(57)61-8,38-32(17-21-54(27-30)28-45)31-15-12-13-16-35(31)50-38)34-23-33-36(24-37(34)60-7)53(6)40-47(33)19-22-55-20-14-18-46(11-2,39(47)55)41(63-29(3)56)49(40,59)43(58)62-9/h12-16,18,23-24,30,39-41,50,59H,10-11,17,19-22,25-28H2,1-9H3,(H,51,64)/t30-,39+,40-,41-,45+,46-,47-,48+,49+/m1/s1

Standard InChI Key:  WYXOAQPHLRTBMQ-NBYAZNDQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2314562

   methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-4-[(13S,15S,17S)-17-(dimethylcarbamothioylamino)-17-ethyl-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacycl

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: 897.15

Molecular Weight (Monoisotopic): 896.4506

AlogP: 4.43

#Rotatable Bonds: 8

Polar Surface Area: 149.14

Molecular Species: BASE

HBA: 12

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.87

CX Basic pKa: 8.73

CX LogP: 4.90

CX LogD: 2.86

Aromatic Rings: 3

Heavy Atoms: 64

QED Weighted: 0.13

Np Likeness Score: 1.20

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