(2S,4aS,6aS,6bR,10S,12aS,14bR)-10-Hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-picene-2-carboxylic acid (2-morpholin-4-yl-ethyl)-amide

ID: ALA110049

PubChem CID: 44339723

Max Phase: Preclinical

Molecular Formula: C36H58N2O4

Molecular Weight: 582.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)C2CC[C@]3(C)C(C(=O)C=C4[C@@H]5C[C@@](C)(C(=O)NCCN6CCOCC6)CC[C@]5(C)CC[C@]43C)[C@@]2(C)CC[C@@H]1O

Standard InChI:  InChI=1S/C36H58N2O4/c1-31(2)27-8-11-36(7)29(34(27,5)10-9-28(31)40)26(39)22-24-25-23-33(4,13-12-32(25,3)14-15-35(24,36)6)30(41)37-16-17-38-18-20-42-21-19-38/h22,25,27-29,40H,8-21,23H2,1-7H3,(H,37,41)/t25-,27?,28-,29?,32+,33-,34-,35+,36+/m0/s1

Standard InChI Key:  XFRTZQVQSDWZBI-OSWZMBEQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA110049

   (2S,4aS,6aS,6bR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-N-(2-morpholin-4-ylethyl)-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxamide

Molecule Features

Natural Product: No

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: 582.87

Molecular Weight (Monoisotopic): 582.4397

AlogP: 5.78

#Rotatable Bonds: 4

Polar Surface Area: 78.87

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.01

CX LogP: 5.25

CX LogD: 5.23

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.44

Np Likeness Score: 1.83

References

1. Vicker N, Su X, Lawrence H, Cruttenden A, Purohit A, Reed MJ, Potter BV..  (2004)  A novel 18 beta-glycyrrhetinic acid analogue as a potent and selective inhibitor of 11 beta-hydroxysteroid dehydrogenase 2.,  14  (12): [PMID:15149687] [10.1016/s0960-894x(04)00488-3]

Source

Source(1):

• Scientific Literature