ID: ALA353611

Max Phase: Preclinical

Molecular Formula: C45H53NO14

Molecular Weight: 831.91

Molecule Type: Small molecule

Representations

Canonical SMILES:  C#Cc1ccc([C@H](NC(=O)OC(C)(C)C)[C@@H](O)C(=O)O[C@H]2C[C@@]3(O)[C@@H](OC(=O)c4ccccc4)[C@@H]4[C@]5(OC(C)=O)CO[C@@H]5C[C@H](O)[C@@]4(C)C(=O)[C@H](O)C(=C2C)C3(C)C)cc1

Standard InChI:  InChI=1S/C45H53NO14/c1-10-25-16-18-26(19-17-25)32(46-40(54)60-41(4,5)6)34(50)39(53)57-28-21-45(55)37(58-38(52)27-14-12-11-13-15-27)35-43(9,36(51)33(49)31(23(28)2)42(45,7)8)29(48)20-30-44(35,22-56-30)59-24(3)47/h1,11-19,28-30,32-35,37,48-50,55H,20-22H2,2-9H3,(H,46,54)/t28-,29-,30+,32-,33+,34+,35-,37-,43+,44-,45+/m0/s1

Standard InChI Key:  KZRINEMDFSORCT-OAGWZNDDSA-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: 831.91

Molecular Weight (Monoisotopic): 831.3466

AlogP: 3.24

#Rotatable Bonds: 8

Polar Surface Area: 224.45

Molecular Species: NEUTRAL

HBA: 14

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.90

CX Basic pKa:

CX LogP: 3.07

CX LogD: 3.07

Aromatic Rings: 2

Heavy Atoms: 60

QED Weighted: 0.11

Np Likeness Score: 1.71

References

1. Bourzat J, Lavelle F, Commercon A.  (1995)  Synthesis and biological activity of Para-substituted 3-phenyl docetaxel analogs,  5  (8): [10.1016/0960-894X(95)00118-D]

2. Sivakumar PM, Naga Vignesh, Ramesh Kumar G, Doble M.  (2012)  Computational approaches to enhance activity of taxanes as antimitotic agent,  21  (9): [10.1007/s00044-011-9779-x]

Source

Source(1):

• Scientific Literature