(3S,20S)-20-[(2-Pyrrolidin-1-yl-ethylamino)-methyl]-pregn-7-en-3-ol

ID: ALA594518

PubChem CID: 46225949

Max Phase: Preclinical

Molecular Formula: C28H48N2O

Molecular Weight: 428.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](CNCCN1CCCC1)[C@H]1CC[C@H]2C3=CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C28H48N2O/c1-20(19-29-14-17-30-15-4-5-16-30)24-8-9-25-23-7-6-21-18-22(31)10-12-27(21,2)26(23)11-13-28(24,25)3/h7,20-22,24-26,29,31H,4-6,8-19H2,1-3H3/t20-,21+,22+,24-,25+,26+,27+,28-/m1/s1

Standard InChI Key:  LWMASELEVXMBTL-JVAZTMFWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA594518

   (3S,5S,9R,10S,13R,14R,17R)-10,13-dimethyl-17-[(2S)-1-(2-pyrrolidin-1-ylethylamino)propan-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

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: 428.71

Molecular Weight (Monoisotopic): 428.3767

AlogP: 5.25

#Rotatable Bonds: 6

Polar Surface Area: 35.50

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.36

CX LogP: 4.44

CX LogD: 1.62

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: 1.58

References

1. Renard D, Perruchon J, Giera M, Müller J, Bracher F..  (2009)  Side chain azasteroids and thiasteroids as sterol methyltransferase inhibitors in ergosterol biosynthesis.,  17  (23): [PMID:19833521] [10.1016/j.bmc.2009.09.037]

Source

Source(1):

• Scientific Literature