(1S,5R)-N-(1-((1s,3R)-Adamantan-1-yl)ethyl)-4-isopropyl-8-oxospiro[4.5]deca-3,6-diene-1-carboxamide

ID: ALA3765140

PubChem CID: 127042781

Max Phase: Preclinical

Molecular Formula: C26H37NO2

Molecular Weight: 395.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C1=CC[C@H](C(=O)NC(C)C23CC4CC(CC(C4)C2)C3)[C@@]12C=CC(=O)CC2

Standard InChI:  InChI=1S/C26H37NO2/c1-16(2)22-4-5-23(26(22)8-6-21(28)7-9-26)24(29)27-17(3)25-13-18-10-19(14-25)12-20(11-18)15-25/h4,6,8,16-20,23H,5,7,9-15H2,1-3H3,(H,27,29)/t17?,18?,19?,20?,23-,25?,26-/m1/s1

Standard InChI Key:  QURCSFCXEGGZOP-ZTWQVIIFSA-N

Molfile:  

     RDKit          2D

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    3.7345    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300    2.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5893   -0.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5602    2.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5602    0.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1246    2.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1246    0.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2034   -0.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0291    0.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5510   -1.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5953   -0.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5579   -0.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9166   -0.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4227   -2.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5994   -2.3788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3966    0.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4096   -3.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5796   -3.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5940   -4.3345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9852    0.2541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5431    2.0308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1839    1.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0374    2.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  1  0
  3  5  1  0
  4  6  1  0
  5  6  1  0
  7  8  1  0
  3  7  1  0
  2  9  1  0
  6 10  1  0
 10  8  1  0
  8  9  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
 16 17  2  0
 16 11  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 11 20  1  6
 18 21  2  0
 15 22  1  6
 12 23  1  0
 23 24  1  0
 23 25  1  0
 22 26  1  0
 22 27  2  0
 26 28  1  0
 28  6  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3765140

   ---

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: 395.59

Molecular Weight (Monoisotopic): 395.2824

AlogP: 5.22

#Rotatable Bonds: 4

Polar Surface Area: 46.17

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.92

CX LogP: 4.59

CX LogD: 4.59

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: 0.89

References

1. Ling T, Gautam LN, Griffith E, Das S, Lang W, Shadrick WR, Shelat A, Lee R, Rivas F..  (2016)  Synthesis and evaluation of colletoic acid core derivatives.,  110  [PMID:26820555] [10.1016/j.ejmech.2016.01.027]

Source

Source(1):

• Scientific Literature