(1S,4aS,10aR)-6-hydroxy-1-(hydroxymethyl)-7-isopropyl-1,4a-dimethyl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one

ID: ALA5170236

PubChem CID: 168269085

Max Phase: Preclinical

Molecular Formula: C20H28O3

Molecular Weight: 316.44

Names and Identifiers

Canonical SMILES:  CC(C)c1cc2c(cc1O)[C@@]1(C)CCC[C@](C)(CO)[C@@H]1CC2=O

Standard InChI:  InChI=1S/C20H28O3/c1-12(2)13-8-14-15(9-16(13)22)20(4)7-5-6-19(3,11-21)18(20)10-17(14)23/h8-9,12,18,21-22H,5-7,10-11H2,1-4H3/t18-,19+,20+/m0/s1

Standard InChI Key:  NBNCWRLRSXSBQQ-XUVXKRRUSA-N

Molfile:  

 
     RDKit          2D

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    2.0468    1.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7615   -2.2144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6203    2.2107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3344   -1.4999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  9 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5170236

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 316.44

Molecular Weight (Monoisotopic): 316.2038

AlogP: 4.16

#Rotatable Bonds: 2

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.19

CX Basic pKa: ┄

CX LogP: 3.83

CX LogD: 3.76

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.86

Np Likeness Score: 2.50

References

1. González-Cardenete MA, Hamulić D, Miquel-Leal FJ, González-Zapata N, Jimenez-Jarava OJ, Brand YM, Restrepo-Mendez LC, Martinez-Gutierrez M, Betancur-Galvis LA, Marín ML..  (2022)  Antiviral Profiling of C-18- or C-19-Functionalized Semisynthetic Abietane Diterpenoids.,  85  (8.0): [PMID:35969814] [10.1021/acs.jnatprod.2c00464]

Source

Source(1):

• Scientific Literature