(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 morpholin-4-ylamide

ID: ALA110067

PubChem CID: 44339792

Max Phase: Preclinical

Molecular Formula: C34H54N2O4

Molecular Weight: 554.82

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)NN6CCOCC6)CC[C@]5(C)CC[C@]43C)[C@@]2(C)CC[C@@H]1O

Standard InChI:  InChI=1S/C34H54N2O4/c1-29(2)25-8-11-34(7)27(32(25,5)10-9-26(29)38)24(37)20-22-23-21-31(4,28(39)35-36-16-18-40-19-17-36)13-12-30(23,3)14-15-33(22,34)6/h20,23,25-27,38H,8-19,21H2,1-7H3,(H,35,39)/t23-,25?,26-,27?,30+,31-,32-,33+,34+/m0/s1

Standard InChI Key:  JAMUYUQSXOUERI-VSTUMTFHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA110067

   (2S,4aS,6aS,6bR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-N-morpholin-4-yl-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: 554.82

Molecular Weight (Monoisotopic): 554.4084

AlogP: 5.69

#Rotatable Bonds: 2

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: 12.27

CX Basic pKa: 0.15

CX LogP: 4.88

CX LogD: 4.88

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.46

Np Likeness Score: 2.20

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