(8R,9S,10R,13S,14S,16S,E)-17-ethylidene-10,13-dimethyl-16-(4-p-tolyl-1H-1,2,3-triazol-1-yl)-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one

ID: ALA4089535

PubChem CID: 137643034

Max Phase: Preclinical

Molecular Formula: C30H37N3O

Molecular Weight: 455.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C1/[C@@H](n2cc(-c3ccc(C)cc3)nn2)C[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C30H37N3O/c1-5-24-28(33-18-27(31-32-33)20-8-6-19(2)7-9-20)17-26-23-11-10-21-16-22(34)12-14-29(21,3)25(23)13-15-30(24,26)4/h5-9,16,18,23,25-26,28H,10-15,17H2,1-4H3/b24-5-/t23-,25+,26+,28+,29+,30-/m1/s1

Standard InChI Key:  FGQHPRQYIULEFG-MKGWWAPGSA-N

Molfile:  

     RDKit          2D

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   21.2487   -5.7371    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.5316   -4.4935    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 34 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4089535

   ---

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: 455.65

Molecular Weight (Monoisotopic): 455.2937

AlogP: 6.88

#Rotatable Bonds: 2

Polar Surface Area: 47.78

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.78

CX LogD: 6.78

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: 0.87

References

1. Lee D, Kim T, Kim KH, Ham J, Jang TS, Kang KS, Lee JW..  (2017)  Evaluation of guggulsterone derivatives as novel kidney cell protective agents against cisplatin-induced nephrotoxicity.,  27  (14): [PMID:28552338] [10.1016/j.bmcl.2017.05.033]

Source

Source(1):

• Scientific Literature