NA

ID: ALA4073383

Chembl Id: CHEMBL4073383

PubChem CID: 137640428

Max Phase: Preclinical

Molecular Formula: C57H68FN5O9

Molecular Weight: 986.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@]1(NC(=O)c2ccc3c(c2)CCCC3)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/C57H68FN5O9/c1-8-53(60-47(65)37-16-15-35-13-10-11-14-36(35)25-37)29-34-30-56(51(66)70-6,46-39(19-23-62(31-34)32-53)40-26-38(58)17-18-43(40)59-46)42-27-41-44(28-45(42)69-5)61(4)49-55(41)21-24-63-22-12-20-54(9-2,48(55)63)50(72-33(3)64)57(49,68)52(67)71-7/h12,15-18,20,25-28,34,48-50,59,68H,8-11,13-14,19,21-24,29-32H2,1-7H3,(H,60,65)/t34-,48+,49-,50-,53+,54-,55-,56+,57+/m1/s1

Standard InChI Key:  WBJMBHREISBFJB-FBBSNNFMSA-N

Alternative Forms

1. Parent:

   

   ALA4073383

   ---

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: 986.19

Molecular Weight (Monoisotopic): 985.5001

AlogP: 6.45

#Rotatable Bonds: 9

Polar Surface Area: 162.97

Molecular Species: BASE

HBA: 12

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.87

CX Basic pKa: 8.59

CX LogP: 7.34

CX LogD: 5.51

Aromatic Rings: 4

Heavy Atoms: 72

QED Weighted: 0.10

Np Likeness Score: 0.93

References

1. Lukesh JC, Carney DW, Dong H, Cross RM, Shukla V, Duncan KK, Yang S, Brody DM, Brütsch MM, Radakovic A, Boger DL..  (2017)  Vinblastine 20' Amides: Synthetic Analogues That Maintain or Improve Potency and Simultaneously Overcome Pgp-Derived Efflux and Resistance.,  60  (17): [PMID:28857558] [10.1021/acs.jmedchem.7b00958]

2. Radakovic A, Boger DL..  (2018)  High expression of class III β-tubulin has no impact on functional cancer cell growth inhibition of a series of key vinblastine analogs.,  28  (5): [PMID:29439899] [10.1016/j.bmcl.2018.02.006]

Source

Source(1):

• Scientific Literature