N-[(2S,4aS,7aR,12aR,14R)-5-(cyclopropylmethyl)-9-hydroxy-2,3,4,4a,5,6,7,12-octahydro-1H-2,7a-ethanoindeno[1,2-d]-quinolin-14-yl]-N-methyl-3-phenylpropanamide hydrochloride

ID: ALA3613172

PubChem CID: 122188803

Max Phase: Preclinical

Molecular Formula: C32H41ClN2O2

Molecular Weight: 484.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C(=O)CCc1ccccc1)[C@@H]1C[C@@]23CCN(CC4CC4)[C@H]4CC[C@@H]1C[C@]42Cc1ccc(O)cc13.Cl

Standard InChI:  InChI=1S/C32H40N2O2.ClH/c1-33(30(36)14-9-22-5-3-2-4-6-22)28-20-31-15-16-34(21-23-7-8-23)29-13-11-25(28)19-32(29,31)18-24-10-12-26(35)17-27(24)31;/h2-6,10,12,17,23,25,28-29,35H,7-9,11,13-16,18-21H2,1H3;1H/t25-,28-,29+,31-,32-;/m1./s1

Standard InChI Key:  LNQRQQNRENNENZ-ZKLLXXQBSA-N

Molfile:  

     RDKit          2D

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    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0078   -7.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4133   -1.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0997   -5.8333    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0753   -4.8404    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8196  -13.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3360  -14.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7  2  1  0
  8 13  1  0
  8  9  1  0
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 12 11  1  6
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  5 20  1  0
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 13 34  1  1
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 39 27  1  0
M  END

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: 484.68

Molecular Weight (Monoisotopic): 484.3090

AlogP: 5.32

#Rotatable Bonds: 6

Polar Surface Area: 43.78

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.64

CX Basic pKa: 10.71

CX LogP: 4.15

CX LogD: 2.26

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.60

Np Likeness Score: 0.68

References

1. Nakajima R, Yamamoto N, Hirayama S, Iwai T, Saitoh A, Nagumo Y, Fujii H, Nagase H..  (2015)  Synthesis of new opioid derivatives with a propellane skeleton and their pharmacologies: Part 5, novel pentacyclic propellane derivatives with a 6-amide side chain.,  23  (19): [PMID:26346669] [10.1016/j.bmc.2015.08.036]

Source

Source(1):

• Scientific Literature