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name Structure Reference Source Properties Activities Metabolism

DERMORPHIN

AlkaPlorer ID: AK376795

Synonym: None

IUPAC Name: (2S)-N-[(2S)-1-amino-3-hydroxy-1-oxopropan-2-yl]-1-[(2S)-2-[[2-[[(2S)-2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]-3-phenylpropanoyl]amino]acetyl]amino]-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carboxamide

Structure

SMILES: C[C@@H](N=C(O)[C@@H](N)CC1=CC=C(O)C=C1)C(O)=N[C@@H](CC1=CC=CC=C1)C(O)=NCC(O)=N[C@@H](CC1=CC=C(O)C=C1)C(=O)N1CCC[C@H]1C(O)=N[C@@H](CO)C(=N)O

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InChI: InChI=1S/C40H50N8O10/c1-23(44-37(55)29(41)18-25-9-13-27(50)14-10-25)36(54)46-30(19-24-6-3-2-4-7-24)38(56)43-21-34(52)45-31(20-26-11-15-28(51)16-12-26)40(58)48-17-5-8-33(48)39(57)47-32(22-49)35(42)53/h2-4,6-7,9-16,23,29-33,49-51H,5,8,17-22,41H2,1H3,(H2,42,53)(H,43,56)(H,44,55)(H,45,52)(H,46,54)(H,47,57)/t23-,29+,30+,31+,32+,33+/m1/s1

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InChIKey: FHZPGIUBXYVUOY-VWGYHWLBSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Agalychnis callidryas Agalychnis Hylidae Anura Amphibia Chordata Metazoa Eukaryota

Properties Information

Molecule Weight: 802.8860000000001

TPSA？: 314.05

MolLogP？: 3.248370000000002

Number of H-Donors: 11

Number of H-Acceptors: 11

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Cavia porcellus Cavia porcellus IC50 0.052 nM 10.1021/jm00364a016
Cavia porcellus Cavia porcellus IC50 1.06 nM 10.1016/S0960-894X(00)80235-8
Cavia porcellus Cavia porcellus IC50 1.41 nM 10.1021/jm00383a013
Cavia porcellus Cavia porcellus IC50 1.5 nM 10.1021/jm9810699
Cavia porcellus Cavia porcellus IC50 2.1 nM 10.1021/jm970119r
Cavia porcellus Cavia porcellus Relative potency 41.5 None 10.1021/jm00383a013
Cavia porcellus Cavia porcellus Relative potency 1440.0 None 10.1021/jm00364a016
Cavia porcellus Kappa opioid receptor IC50 10000.0 nM 10.1021/jm00392a002
Cavia porcellus Mu opioid receptor EC50 0.7079 nM 10.1021/jm010449i
Cavia porcellus Mu opioid receptor EC50 1.585 nM 10.1016/s0960-894x(00)00569-2
Cavia porcellus Mu opioid receptor Emax 91.0 % 10.1016/s0960-894x(00)00569-2
Cavia porcellus Mu opioid receptor IC50 1.06 nM 10.1021/acsmedchemlett.7b00347
Cavia porcellus Mu opioid receptor IC50 1.1 nM 10.1021/acs.jmedchem.0c01915
Cavia porcellus Mu opioid receptor IC50 1.21 nM 10.1021/jm020336e
Cavia porcellus Mu opioid receptor IC50 1.41 nM 10.1021/jm00109a019
Cavia porcellus Mu opioid receptor IC50 1.9 nM 10.1021/jm058259l
Cavia porcellus Mu opioid receptor IC50 3.74 nM 10.1016/s0960-894x(02)00035-5
Cavia porcellus Mu opioid receptor IC50 5.7 nM 10.1021/jm00392a002
Cavia porcellus Mu opioid receptor Relative potency 0.7 None 10.1021/jm00392a002
Homo sapiens Delta opioid receptor IC50 197.0 nM 10.1021/jm9007592
Homo sapiens Delta opioid receptor IC50 210.0 nM 10.1021/jm00392a002
Homo sapiens Delta opioid receptor IC50 295.0 nM 10.1021/acsmedchemlett.7b00347
Homo sapiens Delta opioid receptor IC50 295.0 nM 10.1021/jm2003574
Homo sapiens Delta opioid receptor Ki 929.0 nM 10.1021/acs.jmedchem.0c01915
Homo sapiens Delta opioid receptor Ratio 2087.0 None 10.1016/s0960-894x(02)00035-5
Homo sapiens Delta opioid receptor Relative potency 0.88 None 10.1021/jm00392a002
Homo sapiens Kappa opioid receptor Ki 8162.0 nM 10.1021/acs.jmedchem.0c01915
Homo sapiens Mu opioid receptor EC50 10.47 nM 10.1021/jm900604g
Homo sapiens Mu opioid receptor EC50 81.28 nM 10.1021/acs.jmedchem.9b02057
Homo sapiens Mu opioid receptor EC50 128.82 nM 10.1021/acs.jmedchem.9b02057
Homo sapiens Mu opioid receptor Emax 186.0 % 10.1021/jm900604g
Homo sapiens Mu opioid receptor IC50 0.72 nM 10.1021/jm9007592
Homo sapiens Mu opioid receptor IC50 1.82 nM 10.1021/jm9607663
Homo sapiens Mu opioid receptor IC50 2.4 nM 10.1021/acsmedchemlett.7b00347
Homo sapiens Mu opioid receptor IC50 2.4 nM 10.1021/jm2003574
Homo sapiens Mu opioid receptor Ki 0.54 nM 10.1021/acs.jmedchem.0c01915
Homo sapiens Mu opioid receptor Ki 1.585 nM 10.1021/acs.jmedchem.5b01664
Homo sapiens Mu opioid receptor Ki 19.5 nM 10.1021/acs.jmedchem.5b01664
Homo sapiens Mu opioid receptor Ratio 1.0 None 10.1021/acs.jmedchem.9b02057
Homo sapiens Mu opioid receptor Selectivity ratio 0.0 None 10.1021/acs.jmedchem.9b02057
Homo sapiens Nociceptin receptor IC50 10000.0 nM 10.1016/j.bmcl.2006.06.060
Homo sapiens Opioid receptors; mu/kappa/delta IC50 1.41 nM 10.1021/jm00156a003
Homo sapiens Opioid receptors; mu/kappa/delta Relative potency 11.4 None 10.1021/jm00156a003
Homo sapiens Opioid receptors; mu/kappa/delta Relative potency 46.0 None 10.1021/jm00156a003
Mus musculus Delta opioid receptor IC50 15.2 nM 10.1021/jm058259l
Mus musculus Delta opioid receptor IC50 16.5 nM 10.1021/jm020336e
Mus musculus Delta opioid receptor IC50 17.8 nM 10.1021/acsmedchemlett.7b00347
Mus musculus Delta opioid receptor IC50 19.3 nM 10.1021/jm00109a019
Mus musculus Delta opioid receptor IC50 34.4 nM 10.1016/s0960-894x(02)00035-5
Mus musculus Delta opioid receptor IC50 73.5 nM 10.1021/acs.jmedchem.0c01915
Mus musculus Delta opioid receptor Ki 1004.0 nM 10.1021/jm9810699
Mus musculus Kappa opioid receptor IC50 1000.0 nM 10.1021/acs.jmedchem.0c01915
Mus musculus Mu opioid receptor IC50 0.76 nM 10.1021/acs.jmedchem.0c01915
Mus musculus Mu opioid receptor IC50 16.5 nM 10.1021/acs.jmedchem.0c01915
Mus musculus Mu opioid receptor Ki 1.1 nM 10.1021/jm9810699
Mus musculus Mus musculus Activity 46.0 %.min 10.1021/jm3008079
Mus musculus Mus musculus AD50 2.4 uM kg-1 10.1021/jm9810699
Mus musculus Mus musculus ED50 9.5e-07 M kg-1 10.1021/jm00364a016
Mus musculus Mus musculus ED50 0.015 nM 10.1021/jm970119r
Mus musculus Mus musculus ED50 0.46 umol.kg-1 10.1021/acs.jmedchem.0c01915
Mus musculus Mus musculus ED50 1.0 umol.kg-1 10.1021/acs.jmedchem.0c01915
Mus musculus Mus musculus ED50 2.75 umol.kg-1 10.1021/jm00156a003
Mus musculus Mus musculus ED50 2.75 umol.kg-1 10.1021/jm00383a013
Mus musculus Mus musculus ED50 2.75 umol.kg-1 10.1021/jm00392a002
Mus musculus Mus musculus ED50 3.1 nM 10.1021/jm970119r
Mus musculus Mus musculus ED50 4.6 umol.kg-1 10.1021/acs.jmedchem.0c01915
Mus musculus Mus musculus ED50 6.7 pmol 10.1021/acs.jmedchem.0c01915
Mus musculus Mus musculus ED50 11.39 pM mouse-1 10.1021/jm00383a013
Mus musculus Mus musculus ED50 11.4 pM mouse-1 10.1021/jm00392a002
Mus musculus Mus musculus IC50 17.8 nM 10.1016/S0960-894X(00)80235-8
Mus musculus Mus musculus IC50 19.0 nM 10.1021/jm9810699
Mus musculus Mus musculus Relative potency 3.9 None 10.1021/jm00392a002
Mus musculus Mus musculus Relative potency 3.98 None 10.1021/jm00383a013
Mus musculus Mus musculus Relative potency 4.0 None 10.1021/jm00156a003
Mus musculus Mus musculus Relative potency 266.0 None 10.1021/jm00156a003
Mus musculus Mus musculus Relative potency 266.02 None 10.1021/jm00383a013
Mus musculus Mus musculus Relative potency 271.0 None 10.1021/jm00392a002
Mus musculus Mus musculus T1/2 0.1667 hr 10.1021/jm9810699
Mus musculus Mus musculus T1/2 0.3333 hr 10.1021/jm9810699
Rattus norvegicus Delta opioid receptor IC50 294.0 nM 10.1021/jm00109a019
Rattus norvegicus Delta opioid receptor IC50 295.0 nM 10.1016/S0960-894X(00)80235-8
Rattus norvegicus Delta opioid receptor IC50 320.0 nM 10.1021/jm00109a019
Rattus norvegicus Delta opioid receptor Ki 82.5 nM 10.1021/jm010449i
Rattus norvegicus Delta opioid receptor Ki 82.5 nM 10.1021/jm970119r
Rattus norvegicus Delta opioid receptor Ki 134.0 nM 10.1021/jm00108a017
Rattus norvegicus Delta opioid receptor Ki 178.6 nM 10.1021/jm020336e
Rattus norvegicus Delta opioid receptor Ki 178.6 nM 10.1021/jm058259l
Rattus norvegicus Delta opioid receptor Ki 192.0 nM 10.1016/s0960-894x(02)00035-5
Rattus norvegicus Delta opioid receptor Ki 295.0 nM 10.1016/j.bmcl.2005.03.075
Rattus norvegicus Mu opioid receptor IC50 0.538 nM 10.1016/j.bmcl.2006.06.060
Rattus norvegicus Mu opioid receptor IC50 2.4 nM 10.1016/S0960-894X(00)80235-8
Rattus norvegicus Mu opioid receptor IC50 3.2 nM 10.1021/jm00109a019
Rattus norvegicus Mu opioid receptor IC50 6.2 nM 10.1021/jm990197+
Rattus norvegicus Mu opioid receptor Ki 0.092 nM 10.1016/s0960-894x(02)00035-5
Rattus norvegicus Mu opioid receptor Ki 0.28 nM 10.1021/jm010449i
Rattus norvegicus Mu opioid receptor Ki 0.28 nM 10.1021/jm970119r
Rattus norvegicus Mu opioid receptor Ki 0.7 nM 10.1021/jm00108a017
Rattus norvegicus Mu opioid receptor Ki 1.22 nM 10.1021/jm020336e
Rattus norvegicus Mu opioid receptor Ki 1.22 nM 10.1021/jm058259l
Rattus norvegicus Mu opioid receptor Ki 2.4 nM 10.1016/j.bmcl.2005.03.075
Rattus norvegicus Mu opioid receptor Ratio 0.07 None 10.1021/jm00109a019
Rattus norvegicus Neurokinin 1 receptor IC50 1000.0 nM 10.1021/jm990197+
Rattus norvegicus Opioid receptors; mu & delta Ki ratio 0.005 None 10.1021/jm00108a017
Rattus norvegicus Opioid receptors; mu & delta Ki ratio 295.0 None 10.1021/jm970119r
Rattus norvegicus Opioid receptors; mu & delta Ratio 0.01 None 10.1021/jm00109a019
Rattus norvegicus Opioid receptors; mu & delta Ratio Ki 0.0068 None 10.1021/jm058259l
Rattus norvegicus Rattus norvegicus ED50 1.5 umol.kg-1 10.1021/acs.jmedchem.0c01915
Rattus norvegicus Rattus norvegicus ED50 23.0 pmol 10.1021/acs.jmedchem.0c01915
None ADMET Activity 63.0 % 10.1021/acs.jmedchem.0c01915
None ADMET T1/2 0.5833 hr 10.1021/jm00383a013
None ADMET T1/2 0.6667 hr 10.1021/jm00383a013
None Unchecked Ratio 9.2 None 10.1016/s0960-894x(02)00035-5
None Unchecked Ratio 16.7 None 10.1016/S0960-894X(00)80235-8
None Unchecked Ratio 37.0 None 10.1021/jm00392a002
None Unchecked Ratio IC50 274.0 None 10.1021/jm9007592
None Unchecked Selectivity 146.0 None 10.1021/jm020336e

Metabolism Information