(+)-(20S)-2alpha-hydroxy-20-(dimethylamino)-3beta-phthalimido-5 alpha-pregnan-4beta-yl acetate

ID: ALA505436

Chembl Id: CHEMBL505436

PubChem CID: 44584025

Max Phase: Preclinical

Molecular Formula: C33H46N2O5

Molecular Weight: 550.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1[C@@H](N2C(=O)c3ccccc3C2=O)[C@H](O)C[C@]2(C)[C@H]3CC[C@]4(C)[C@@H]([C@H](C)N(C)C)CC[C@H]4[C@@H]3CC[C@@H]12

Standard InChI:  InChI=1S/C33H46N2O5/c1-18(34(5)6)23-13-14-24-22-11-12-26-29(40-19(2)36)28(35-30(38)20-9-7-8-10-21(20)31(35)39)27(37)17-33(26,4)25(22)15-16-32(23,24)3/h7-10,18,22-29,37H,11-17H2,1-6H3/t18-,22-,23+,24-,25-,26-,27+,28-,29+,32+,33+/m0/s1

Standard InChI Key:  YUUHBLRWEZLNID-WASWYHNUSA-N

Alternative Forms

1. Parent:

   

   ALA505436

   [(2R,3S,4R,5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-3-(1,3-dioxoisoindol-2-yl)-2-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate

Molecule Features

Natural Product: Yes

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: 550.74

Molecular Weight (Monoisotopic): 550.3407

AlogP: 4.77

#Rotatable Bonds: 4

Polar Surface Area: 87.15

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.30

CX LogP: 4.29

CX LogD: 1.49

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.43

Np Likeness Score: 1.73

References

1. Chang LC, Bhat KP, Pisha E, Kennelly EJ, Fong HH, Pezzuto JM, Kinghorn AD..  (1998)  Activity-guided isolation of steroidal alkaloid antiestrogen-binding site inhibitors from Pachysandra procumbens.,  61  (10): [PMID:9784163] [10.1021/np980162x]

Source

Source(1):

• Scientific Literature