1,15-dihydroxy-10,14,17,17-tetramethyl-4,12-di(methylcarbonyloxy)-11-oxo-2-phenylcarbonyloxy-(1S,2S,3R,4S,7R,9S,10S,12R,15S)-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-9-yl 3-(2-naphthyl)propanoate

ID: ALA278218

PubChem CID: 11274262

Max Phase: Preclinical

Molecular Formula: C44H48O12

Molecular Weight: 768.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1C(=O)[C@]2(C)[C@@H](OC(=O)CCc3ccc4ccccc4c3)C[C@H]3OC[C@@]3(OC(C)=O)[C@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)C[C@H](O)C(C)=C1C2(C)C

Standard InChI:  InChI=1S/C44H48O12/c1-24-31(47)22-44(51)39(55-40(50)29-13-8-7-9-14-29)37-42(6,38(49)36(53-25(2)45)35(24)41(44,4)5)32(21-33-43(37,23-52-33)56-26(3)46)54-34(48)19-17-27-16-18-28-12-10-11-15-30(28)20-27/h7-16,18,20,31-33,36-37,39,47,51H,17,19,21-23H2,1-6H3/t31-,32-,33+,36+,37-,39-,42+,43-,44+/m0/s1

Standard InChI Key:  LJHJCGFSVYGJMT-UGMLGHPHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA278218

   [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,15-dihydroxy-10,14,17,17-tetramethyl-9-(3-naphthalen-2-ylpropanoyloxy)-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

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: 768.86

Molecular Weight (Monoisotopic): 768.3146

AlogP: 4.99

#Rotatable Bonds: 8

Polar Surface Area: 171.96

Molecular Species: NEUTRAL

HBA: 12

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.20

CX Basic pKa: ┄

CX LogP: 4.75

CX LogD: 4.75

Aromatic Rings: 3

Heavy Atoms: 56

QED Weighted: 0.18

Np Likeness Score: 2.13

References

1. Ojima I, Bounaud PY, Takeuchi C, Pera P, Bernacki RJ..  (1998)  New taxanes as highly efficient reversal agents for multidrug resistance in cancer cells.,  8  (2): [PMID:9871652] [10.1016/s0960-894x(97)10218-9]

Source

Source(1):

• Scientific Literature