21-hydroxy-6,19-epoxyprogesterone

ID: ALA409272

Chembl Id: CHEMBL409272

PubChem CID: 44457495

Max Phase: Preclinical

Molecular Formula: C21H28O4

Molecular Weight: 344.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H]3[C@@H](CC4OC[C@@]35CCC(=O)C=C45)[C@@H]1CC[C@@H]2C(=O)CO

Standard InChI:  InChI=1S/C21H28O4/c1-20-6-5-15-13(14(20)2-3-16(20)18(24)10-22)9-19-17-8-12(23)4-7-21(15,17)11-25-19/h8,13-16,19,22H,2-7,9-11H2,1H3/t13-,14-,15-,16+,19?,20-,21-/m0/s1

Standard InChI Key:  XYCHESQCFGZWJJ-ZCERDIOESA-N

Alternative Forms

1. Parent:

   

   ALA409272

   (1S,2S,5S,6S,9S,10S)-6-(2-hydroxyacetyl)-5-methyl-19-oxapentacyclo[10.5.2.01,13.02,10.05,9]nonadec-13-en-15-one

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: 344.45

Molecular Weight (Monoisotopic): 344.1988

AlogP: 2.68

#Rotatable Bonds: 2

Polar Surface Area: 63.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.86

CX Basic pKa: ┄

CX LogP: 1.98

CX LogD: 1.98

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.84

Np Likeness Score: 2.50

References

1. Alvarez LD, Martí MA, Veleiro AS, Presman DM, Estrin DA, Pecci A, Burton G..  (2008)  Exploring the molecular basis of action of the passive antiglucocorticoid 21-hydroxy-6,19-epoxyprogesterone.,  51  (5): [PMID:18284186] [10.1021/jm800007w]

Source

Source(1):

• Scientific Literature