(S)-2-amino-N-((R)-1-benzoyl-6-((3,4-dihydroisoquinolin-2(1H)-yl)methyl)-1,2,3,4-tetrahydroquinolin-4-yl)-3-(4-hydroxy-2,6-dimethylphenyl)propanamide 2,2,2-trifluoroacetate

ID: ALA4549639

PubChem CID: 155543456

Max Phase: Preclinical

Molecular Formula: C39H41F3N4O5

Molecular Weight: 588.75

Molecule Type: Unknown

Associated Items:

Bioactivity Summary Target Summary Assay Summary

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES: Cc1cc(O)cc(C)c1C[C@H](N)C(=O)N[C@@H]1CCN(C(=O)c2ccccc2)c2ccc(CN3CCc4ccccc4C3)cc21.O=C(O)C(F)(F)F

Standard InChI: InChI=1S/C37H40N4O3.C2HF3O2/c1-24-18-30(42)19-25(2)31(24)21-33(38)36(43)39-34-15-17-41(37(44)28-9-4-3-5-10-28)35-13-12-26(20-32(34)35)22-40-16-14-27-8-6-7-11-29(27)23-40;3-2(4,5)1(6)7/h3-13,18-20,33-34,42H,14-17,21-23,38H2,1-2H3,(H,39,43);(H,6,7)/t33-,34+;/m0./s1

Standard InChI Key: PUTXFJYSTPWNPG-XCVPDAMTSA-N

Molfile:

     RDKit          2D

 51 55  0  0  0  0  0  0  0  0999 V2000
   10.2579  -13.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9656  -12.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5502  -12.8498    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.2579  -14.0756    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.5480  -13.6629    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.6733  -13.2584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9656  -12.0326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0078  -11.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0067  -12.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7147  -12.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7129  -11.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216  -11.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4204  -12.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1266  -12.7039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8385  -12.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8396  -11.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1289  -11.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000  -11.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5924  -11.4781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8847  -11.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8901  -12.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5943  -12.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1289  -10.2454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8366   -9.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8367   -9.0196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5443  -10.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2521   -9.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5443  -11.0626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9598  -10.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9550  -11.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6619  -11.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3706  -11.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3680  -10.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605   -9.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6567   -9.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2460  -11.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0788  -11.4696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1773  -12.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1798  -11.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4737  -11.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7647  -11.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7662  -12.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729  -12.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1243  -13.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4155  -13.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8309  -13.9316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7109  -13.5164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0025  -13.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9998  -14.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7113  -15.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4168  -14.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  1  0
  1  5  1  0
  2  6  1  0
  2  7  2  0
  8  9  2  0
  9 10  1  0
 10 13  2  0
 12 11  2  0
 11  8  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 20 39  1  0
 38 21  1  0
 21 22  1  0
 22 19  1  0
 17 23  1  6
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  1  6
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 34 35  1  0
 30 36  1  0
 32 37  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 38  2  0
 14 44  1  0
 44 45  1  0
 44 46  2  0
 45 47  2  0
 47 48  1  0
 48 49  2  0
 49 50  1  0
 50 51  2  0
 51 45  1  0
M  END

Associated Targets(non-human)

Oprm1 Mu opioid receptor (6060 Activities)

Discover Target: Oprm1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Oprd1 Delta opioid receptor (3911 Activities)

Discover Target: Oprd1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mus musculus (284745 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Unknown	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 588.75	Molecular Weight (Monoisotopic): 588.3100	AlogP: 5.35	#Rotatable Bonds: 7
Polar Surface Area: 98.90	Molecular Species: NEUTRAL	HBA: 5	HBD: 3
#RO5 Violations: 2	HBA (Lipinski): 7	HBD (Lipinski): 4	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 9.76	CX Basic pKa: 8.27	CX LogP: 5.40	CX LogD: 4.19
Aromatic Rings: 4	Heavy Atoms: 44	QED Weighted: 0.27	Np Likeness Score: -0.54

References

1. Nastase AF, Anand JP, Bender AM, Montgomery D, Griggs NW, Fernandez TJ, Jutkiewicz EM, Traynor JR, Mosberg HI.. (2019) Dual Pharmacophores Explored via Structure-Activity Relationship (SAR) Matrix: Insights into Potent, Bifunctional Opioid Ligand Design., 62 (8): [PMID:30916966] [10.1021/acs.jmedchem.9b00378]

(S)-2-amino-N-((R)-1-benzoyl-6-((3,4-dihydroisoquinolin-2(1H)-yl)methyl)-1,2,3,4-tetrahydroquinolin-4-yl)-3-(4-hydroxy-2,6-dimethylphenyl)propanamide 2,2,2-trifluoroacetate

Names and Identifiers

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source