ID: ALA282605

Max Phase: Preclinical

Molecular Formula: C45H49NO15

Molecular Weight: 843.88

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)O[C@H]1C(=O)[C@@]2(C)[C@H]([C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)c4ccccc4)c4ccco4)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O

Standard InChI:  InChI=1S/C45H49NO15/c1-23-29(59-41(54)34(50)33(28-18-13-19-56-28)46-39(52)26-14-9-7-10-15-26)21-45(55)38(60-40(53)27-16-11-8-12-17-27)36-43(6,30(49)20-31-44(36,22-57-31)61-25(3)48)37(51)35(58-24(2)47)32(23)42(45,4)5/h7-19,29-31,33-36,38,49-50,55H,20-22H2,1-6H3,(H,46,52)/t29-,30-,31+,33-,34+,35+,36-,38-,43+,44-,45+/m0/s1

Standard InChI Key:  SWUCRNBGSNTVJV-MHHARFCSSA-N

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

Properties

Molecular Weight: 843.88

Molecular Weight (Monoisotopic): 843.3102

AlogP: 3.33

#Rotatable Bonds: 10

Polar Surface Area: 234.43

Molecular Species: NEUTRAL

HBA: 15

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.60

CX Basic pKa:

CX LogP: 2.60

CX LogD: 2.60

Aromatic Rings: 3

Heavy Atoms: 61

QED Weighted: 0.13

Np Likeness Score: 1.79

References

1. Georg GI, Harriman GC, Hepperle M, Himes RH.  (1994)  Heteroaromatic Taxol Analogues: The Chemistry and Biological Activities of 3-Furyl and 3-Pyridyl Substituted Taxanes,  4  (11): [10.1016/S0960-894X(01)80366-8]

2. Czaplinski KA, Grunewald GL.  (1994)  A comparative molecular field analysis derived model of the binding of taxol analogues to microtubules,  4  (18): [10.1016/S0960-894X(00)80073-6]

Source

Source(1):

• Scientific Literature