3-O-2S-methylbutyryl-3-deisobutyryloxymoluccensin K

ID: ALA1094920

PubChem CID: 46209651

Max Phase: Preclinical

Molecular Formula: C37H48O11

Molecular Weight: 668.78

Molecule Type: Small molecule

Names and Identifiers

Synonyms: moluccensin L | MOLUCCENSIN L|CHEMBL1094920

Canonical SMILES:  CC[C@H](C)C(=O)O[C@H]1[C@@]2(C)C[C@@]3(OC(=O)[C@@H](C)CC)[C@](C)([C@H]4CC[C@]5(C)C(=C4C(=O)[C@@]13O)CC(=O)O[C@H]5c1ccoc1)[C@H]2CC(=O)OC

Standard InChI:  InChI=1S/C37H48O11/c1-9-19(3)30(41)47-32-34(6)18-36(48-31(42)20(4)10-2)35(7,24(34)16-25(38)44-8)22-11-13-33(5)23(27(22)28(40)37(32,36)43)15-26(39)46-29(33)21-12-14-45-17-21/h12,14,17,19-20,22,24,29,32,43H,9-11,13,15-16,18H2,1-8H3/t19-,20-,22-,24-,29-,32-,33+,34-,35+,36+,37+/m0/s1

Standard InChI Key:  NCGGTAGKBPGAMD-QRRPVVBUSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1094920

   MOLUCCENSIN L

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: 668.78

Molecular Weight (Monoisotopic): 668.3197

AlogP: 5.19

#Rotatable Bonds: 9

Polar Surface Area: 155.64

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.05

CX Basic pKa: ┄

CX LogP: 5.08

CX LogD: 5.08

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.27

Np Likeness Score: 2.54

References

1. Wu J, Yang SX, Li MY, Feng G, Pan JY, Xiao Q, Sinkkonen J, Satyanandamurty T..  (2010)  Limonoids and tirucallane derivatives from the seeds of a krishna mangrove, Xylocarpus moluccensis.,  73  (4): [PMID:20146503] [10.1021/np900823c]

Source

Source(1):

• Scientific Literature