(S)-4-(2-((1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydronaphthalen-1-yl)ethylidene)-5-oxotetrahydrofuran-3-yl phenylcarbamate

ID: ALA4573617

PubChem CID: 9890849

Max Phase: Preclinical

Molecular Formula: C27H35NO6

Molecular Weight: 469.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1CC[C@@H]2[C@](C)(CO)[C@H](O)CC[C@@]2(C)[C@@H]1C/C=C1/C(=O)OC[C@H]1OC(=O)Nc1ccccc1

Standard InChI:  InChI=1S/C27H35NO6/c1-17-9-12-22-26(2,14-13-23(30)27(22,3)16-29)20(17)11-10-19-21(15-33-24(19)31)34-25(32)28-18-7-5-4-6-8-18/h4-8,10,20-23,29-30H,1,9,11-16H2,2-3H3,(H,28,32)/b19-10+/t20-,21-,22+,23-,26+,27+/m1/s1

Standard InChI Key:  RDTPMXZBDMISOF-KLYIROPBSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4573617

   [(3S,4E)-4-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-5-oxooxolan-3-yl] N-phenylcarbamate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 469.58

Molecular Weight (Monoisotopic): 469.2464

AlogP: 4.22

#Rotatable Bonds: 5

Polar Surface Area: 105.09

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.00

CX Basic pKa: ┄

CX LogP: 4.01

CX LogD: 4.01

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: 2.01

References

1. Kandanur SGS, Tamang N, Golakoti NR, Nanduri S..  (2019)  Andrographolide: A natural product template for the generation of structurally and biologically diverse diterpenes.,  176  [PMID:31151068] [10.1016/j.ejmech.2019.05.022]

Source

Source(1):

• Scientific Literature