ID: ALA280831

Max Phase: Preclinical

Molecular Formula: C46H50N2O14

Molecular Weight: 854.91

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)c4ccncc4)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O

Standard InChI:  InChI=1S/C46H50N2O14/c1-24-30(60-42(56)35(52)34(27-17-19-47-20-18-27)48-40(54)28-13-9-7-10-14-28)22-46(57)39(61-41(55)29-15-11-8-12-16-29)37-44(6,31(51)21-32-45(37,23-58-32)62-26(3)50)38(53)36(59-25(2)49)33(24)43(46,4)5/h7-20,30-32,34-37,39,51-52,57H,21-23H2,1-6H3,(H,48,54)/t30-,31-,32+,34-,35+,36+,37-,39-,44+,45-,46+/m0/s1

Standard InChI Key:  NWPVLFBFOQDTDK-JKZNWJFHSA-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: 854.91

Molecular Weight (Monoisotopic): 854.3262

AlogP: 3.13

#Rotatable Bonds: 10

Polar Surface Area: 234.18

Molecular Species: NEUTRAL

HBA: 15

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.86

CX Basic pKa: 5.01

CX LogP: 2.32

CX LogD: 2.32

Aromatic Rings: 3

Heavy Atoms: 62

QED Weighted: 0.13

Np Likeness Score: 1.82

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