(4aR,4bS,6aS,6bR,7S,9aS,10aS,10bS)-8-hydroxy-4a,6a,7-trimethyl-8-(3-methyl-4-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)butyl)-4,4a,4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-hexadecahydropentaleno[2,1-a]phenanthren-2(3H)-one

ID: ALA1170048

PubChem CID: 49799581

Max Phase: Preclinical

Molecular Formula: C34H54O8

Molecular Weight: 590.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(CCC1(O)C[C@@H]2C[C@H]3[C@@H]4CCC5=CC(=O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]2[C@@H]1C)CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C34H54O8/c1-18(17-41-31-30(39)29(38)28(37)26(16-35)42-31)7-12-34(40)15-20-13-25-23-6-5-21-14-22(36)8-10-32(21,3)24(23)9-11-33(25,4)27(20)19(34)2/h14,18-20,23-31,35,37-40H,5-13,15-17H2,1-4H3/t18?,19-,20-,23+,24-,25-,26+,27-,28+,29-,30+,31+,32-,33-,34?/m0/s1

Standard InChI Key:  KVQPFNFPPHHRIE-RPWMYJERSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1170048

   (1S,2S,4S,7S,8R,9S,12S,13R)-6-hydroxy-7,9,13-trimethyl-6-[3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]pentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-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: 590.80

Molecular Weight (Monoisotopic): 590.3819

AlogP: 3.36

#Rotatable Bonds: 7

Polar Surface Area: 136.68

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.21

CX Basic pKa: ┄

CX LogP: 2.98

CX LogD: 2.98

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.30

Np Likeness Score: 2.48

References

1. Kaur K, Jain M, Kaur T, Jain R..  (2009)  Antimalarials from nature.,  17  (9): [PMID:19299148] [10.1016/j.bmc.2009.02.050]

Source

Source(1):

• Scientific Literature