methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-[(ethylcarbamoyl)amino]-7-fluoro-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: ALA2314567

PubChem CID: 71717953

Max Phase: Preclinical

Molecular Formula: C49H63FN6O9

Molecular Weight: 899.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNC(=O)N[C@@]1(CC)C[C@H]2CN(CCc3c([nH]c4ccc(F)cc34)[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/C49H63FN6O9/c1-9-45(53-44(60)51-11-3)24-29-25-48(42(58)63-7,38-31(15-19-55(26-29)27-45)32-21-30(50)13-14-35(32)52-38)34-22-33-36(23-37(34)62-6)54(5)40-47(33)17-20-56-18-12-16-46(10-2,39(47)56)41(65-28(4)57)49(40,61)43(59)64-8/h12-14,16,21-23,29,39-41,52,61H,9-11,15,17-20,24-27H2,1-8H3,(H2,51,53,60)/t29-,39+,40-,41-,45+,46-,47-,48+,49+/m1/s1

Standard InChI Key:  JKOCSXUHVWUWAV-XSSAFONJSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2314567

   methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-(ethylcarbamoylamino)-7-fluoro-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5(10),6,8-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: 899.07

Molecular Weight (Monoisotopic): 898.4641

AlogP: 4.46

#Rotatable Bonds: 9

Polar Surface Area: 175.00

Molecular Species: BASE

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.87

CX Basic pKa: 8.59

CX LogP: 4.28

CX LogD: 2.43

Aromatic Rings: 3

Heavy Atoms: 65

QED Weighted: 0.14

Np Likeness Score: 1.06

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