2-[((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-carbonyl)-amino]-propionic acid (S)-ethyl ester

ID: ALA110042

PubChem CID: 44339923

Max Phase: Preclinical

Molecular Formula: C35H55NO5

Molecular Weight: 569.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@H](C)NC(=O)[C@@]1(C)CC[C@]2(C)CC[C@]3(C)C(=CC(=O)C4[C@@]5(C)CC[C@H](O)C(C)(C)C5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C35H55NO5/c1-10-41-28(39)21(2)36-29(40)32(6)16-15-31(5)17-18-34(8)22(23(31)20-32)19-24(37)27-33(7)13-12-26(38)30(3,4)25(33)11-14-35(27,34)9/h19,21,23,25-27,38H,10-18,20H2,1-9H3,(H,36,40)/t21-,23-,25?,26-,27?,31+,32-,33-,34+,35+/m0/s1

Standard InChI Key:  UJVNSQMKNOBVAB-FKZJMZOMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA110042

   ethyl (2S)-2-[[(2S,4aS,6aS,6bR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carbonyl]amino]propanoate

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: 569.83

Molecular Weight (Monoisotopic): 569.4080

AlogP: 6.40

#Rotatable Bonds: 4

Polar Surface Area: 92.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.56

CX Basic pKa: ┄

CX LogP: 6.00

CX LogD: 6.00

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.38

Np Likeness Score: 2.29

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