13-benzyl-6-hydroxy-15-isopropenyl-4,17-dimethyl-5-oxo-(1R,6R,11R,15R,17R)-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadeca-3,8-dien-8-ylmethyl 2-(4-hydroxy-3-methoxyphenyl)acetate

ID: ALA2311135

PubChem CID: 71718531

Max Phase: Preclinical

Molecular Formula: C37H40O9

Molecular Weight: 628.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@]12C[C@@H](C)[C@@]34OC(Cc5ccccc5)(O[C@@H]1[C@@H]3C=C(COC(=O)Cc1ccc(O)c(OC)c1)C[C@]1(O)C(=O)C(C)=CC41)O2

Standard InChI:  InChI=1S/C37H40O9/c1-21(2)35-17-23(4)37-27(33(35)44-36(45-35,46-37)19-24-9-7-6-8-10-24)14-26(18-34(41)30(37)13-22(3)32(34)40)20-43-31(39)16-25-11-12-28(38)29(15-25)42-5/h6-15,23,27,30,33,38,41H,1,16-20H2,2-5H3/t23-,27+,30?,33-,34-,35-,36?,37-/m1/s1

Standard InChI Key:  DSDNAKHZNJAGHN-QFBMYTMUSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2311135

   [(1R,6R,10S,11R,15R,17R)-13-benzyl-6-hydroxy-4,17-dimethyl-5-oxo-15-prop-1-en-2-yl-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadeca-3,8-dien-8-yl]methyl 2-(4-hydroxy-3-methoxyphenyl)acetate

Molecule Features

Natural Product: Yes

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: 628.72

Molecular Weight (Monoisotopic): 628.2672

AlogP: 4.74

#Rotatable Bonds: 8

Polar Surface Area: 120.75

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.94

CX Basic pKa: ┄

CX LogP: 5.59

CX LogD: 5.59

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.32

Np Likeness Score: 2.44

References

1. Fatope MO, Zeng L, Ohayaga JE, Shi G, McLaughlin JL..  (1996)  Selectively cytotoxic diterpenes from Euphorbia poisonii.,  39  (4): [PMID:8632402] [10.1021/jm950509i]

Source

Source(1):

• Scientific Literature