10,13-dimethyl-17-(2-methylthiazol-5-yl)-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

ID: ALA5286337

Max Phase: Preclinical

Molecular Formula: C23H31NOS

Molecular Weight: 369.57

Names and Identifiers

Canonical SMILES:  Cc1ncc(C2=CCC3C4CC=C5CC(O)CCC5(C)C4CCC23C)s1

Standard InChI:  InChI=1S/C23H31NOS/c1-14-24-13-21(26-14)20-7-6-18-17-5-4-15-12-16(25)8-10-22(15,2)19(17)9-11-23(18,20)3/h4,7,13,16-19,25H,5-6,8-12H2,1-3H3

Standard InChI Key:  QLYYGIKTZQTDCY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.5311   -1.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5311   -2.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8166   -2.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1022   -2.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1022   -1.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8166   -1.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3877   -1.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3267   -1.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3267   -2.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3877   -2.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0412   -1.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0412   -0.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3267    0.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3877   -0.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8453    0.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3159   -0.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8240   -1.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0588    0.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7864    1.2492    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6623    2.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8671    2.1986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4753    1.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2458    2.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1327    0.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1022   -0.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2458   -2.6528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  1  0
  4  5  1  0
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  5  7  1  0
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  9  8  1  0
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  4 10  2  0
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  7 14  1  0
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 21 20  2  0
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 20 23  1  0
 12 24  1  0
  5 25  1  0
  2 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286337

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 369.57

Molecular Weight (Monoisotopic): 369.2126

AlogP: 5.77

#Rotatable Bonds: 1

Polar Surface Area: 33.12

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.50

CX LogP: 4.10

CX LogD: 4.10

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: 1.73

References

1. Sharma PC, Bansal KK, Sharma A, Sharma D, Deep A..  (2020)  Thiazole-containing compounds as therapeutic targets for cancer therapy.,  188  [PMID:31926469] [10.1016/j.ejmech.2019.112016]

Source

Source(1):

• Scientific Literature