(3R,5R,8R,9S,10S,13R,14S,17R)-3-(2-(1H-imidazol-1-yl)ethylamino)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)tetradecahydro-1H-cyclopenta[a]phenanthren-7(2H)-one

ID: ALA2408679

PubChem CID: 73349075

Max Phase: Preclinical

Molecular Formula: C32H53N3O

Molecular Weight: 495.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C(=O)C[C@H]4C[C@H](NCCn5ccnc5)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C32H53N3O/c1-22(2)7-6-8-23(3)26-9-10-27-30-28(12-14-32(26,27)5)31(4)13-11-25(19-24(31)20-29(30)36)34-16-18-35-17-15-33-21-35/h15,17,21-28,30,34H,6-14,16,18-20H2,1-5H3/t23-,24-,25-,26-,27+,28+,30+,31+,32-/m1/s1

Standard InChI Key:  LGXAVXJARNBPCV-IOWSCIPNSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2408679

   (3R,5R,8R,9S,10S,13R,14S,17R)-3-(2-imidazol-1-ylethylamino)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,5,6,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-7-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: 495.80

Molecular Weight (Monoisotopic): 495.4189

AlogP: 7.14

#Rotatable Bonds: 9

Polar Surface Area: 46.92

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.24

CX LogP: 6.83

CX LogD: 4.12

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.40

Np Likeness Score: 1.07

References

1. Kim HS, Jadhav JR, Jung SJ, Kwak JH..  (2013)  Synthesis and antimicrobial activity of imidazole and pyridine appended cholestane-based conjugates.,  23  (15): [PMID:23791571] [10.1016/j.bmcl.2013.05.098]

Source

Source(1):

• Scientific Literature