4-[(3S,5R,10S,13R,14S,17R)-3-(3,5-Dihydroxy-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-14-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-5H-furan-2-one

ID: ALA2069076

PubChem CID: 70697088

Max Phase: Preclinical

Molecular Formula: C30H44O9

Molecular Weight: 548.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@H]1[C@H](O)[C@H](O[C@H]2CC[C@@]3(C)[C@H](CC[C@@H]4[C@@H]3C3OC3[C@]3(C)[C@@H](C5=CC(=O)OC5)CC[C@]43O)C2)O[C@@H](C)[C@@H]1O

Standard InChI:  InChI=1S/C30H44O9/c1-14-22(32)25(35-4)23(33)27(37-14)38-17-7-9-28(2)16(12-17)5-6-19-21(28)24-26(39-24)29(3)18(8-10-30(19,29)34)15-11-20(31)36-13-15/h11,14,16-19,21-27,32-34H,5-10,12-13H2,1-4H3/t14-,16+,17-,18+,19+,21+,22-,23-,24?,25+,26?,27-,28-,29-,30-/m0/s1

Standard InChI Key:  IMZJQCFFLONCLT-SNCLLLCISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2069076

   3-[(1S,5S,6R,9S,10R,13R,15S,18S)-15-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-9-hydroxy-5,18-dimethyl-3-oxapentacyclo[8.8.0.02,4.05,9.013,18]octadecan-6-yl]-2H-furan-5-one

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: 548.67

Molecular Weight (Monoisotopic): 548.2985

AlogP: 2.10

#Rotatable Bonds: 4

Polar Surface Area: 127.21

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.15

CX Basic pKa: ┄

CX LogP: 1.92

CX LogD: 1.48

Aromatic Rings: ┄

Heavy Atoms: 39

QED Weighted: 0.27

Np Likeness Score: 3.26

References

1. Chang LC, Gills JJ, Bhat KP, Luyengi L, Farnsworth NR, Pezzuto JM, Kinghorn AD..  (2000)  Activity-guided isolation of constituents of Cerbera manghas with antiproliferative and antiestrogenic activities.,  10  (21): [PMID:11078194] [10.1016/s0960-894x(00)00477-7]

Source

Source(1):

• Scientific Literature