4-(1-aziranylcarbonyloxy)-1,9-dihydroxy-15-(1-hydroxy-2-phenyl-2-phenylcarboxamidoethylcarbonyloxy)-10,14,17,17-tetramethyl-12-methylcarbonyloxy-11-oxo-2-phenylcarbonyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-ene

ID: ALA1096242

PubChem CID: 10485852

Max Phase: Preclinical

Molecular Formula: C48H52N2O14

Molecular Weight: 880.94

Molecule Type: Small molecule

Names and Identifiers

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)c4ccccc4)C(C)=C1C3(C)C)[C@]1(OC(=O)N3CC3)CO[C@@H]1C[C@@H]2O

Standard InChI:  InChI=1S/C48H52N2O14/c1-26-31(62-43(57)36(53)35(28-15-9-6-10-16-28)49-41(55)29-17-11-7-12-18-29)24-48(59)40(63-42(56)30-19-13-8-14-20-30)38-46(5,39(54)37(61-27(2)51)34(26)45(48,3)4)32(52)23-33-47(38,25-60-33)64-44(58)50-21-22-50/h6-20,31-33,35-38,40,52-53,59H,21-25H2,1-5H3,(H,49,55)/t31-,32-,33+,35-,36+,37+,38-,40-,46+,47-,48+/m0/s1

Standard InChI Key:  ACANRFWZNZUZIF-LNGFJVFZSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1096242

   [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-12-acetyloxy-15-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-2-benzoyloxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-4-yl] aziridine-1-carboxylate

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: 880.94

Molecular Weight (Monoisotopic): 880.3419

AlogP: 3.62

#Rotatable Bonds: 10

Polar Surface Area: 224.30

Molecular Species: NEUTRAL

HBA: 14

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.90

CX Basic pKa: ┄

CX LogP: 3.48

CX LogD: 3.48

Aromatic Rings: 3

Heavy Atoms: 64

QED Weighted: 0.10

Np Likeness Score: 1.60

References

1. Chen SH, Fairchild C, Long BH..  (1995)  Synthesis and biological evaluation of novel C-4 aziridine-bearing paclitaxel (taxol) analogs.,  38  (12): [PMID:7783160] [10.1021/jm00012a029]

2. Verma RP, Hansch C..  (2010)  QSAR modeling of taxane analogues against colon cancer.,  45  (4): [PMID:20116905] [10.1016/j.ejmech.2009.12.054]

Source

Source(1):

• Scientific Literature