c[Pro-Arg-Phe-Phe-Trp-Ala-Phe-DPro]

ID: ALA4067947

PubChem CID: 137632506

Max Phase: Preclinical

Molecular Formula: C57H68N12O8

Molecular Weight: 1049.25

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: C[C@@H]1NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]2CCCN2C(=O)[C@H]2CCCN2C(=O)[C@H](Cc2ccccc2)NC1=O

Standard InChI: InChI=1S/C57H68N12O8/c1-35-49(70)67-46(32-38-20-9-4-10-21-38)55(76)69-29-15-26-48(69)56(77)68-28-14-25-47(68)54(75)63-42(24-13-27-60-57(58)59)50(71)64-43(30-36-16-5-2-6-17-36)52(73)65-44(31-37-18-7-3-8-19-37)53(74)66-45(51(72)62-35)33-39-34-61-41-23-12-11-22-40(39)41/h2-12,16-23,34-35,42-48,61H,13-15,24-33H2,1H3,(H,62,72)(H,63,75)(H,64,71)(H,65,73)(H,66,74)(H,67,70)(H4,58,59,60)/t35-,42-,43-,44-,45-,46-,47-,48+/m0/s1

Standard InChI Key: KPNPTRSSAFFCTG-XBCNTNFSSA-N

Molfile:

     RDKit          2D

 79 86  0  0  0  0  0  0  0  0999 V2000
   17.0171  -24.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8698  -23.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0910  -23.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4603  -23.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6777  -23.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5381  -22.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1697  -22.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0287  -21.3896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9467  -22.4898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4013  -21.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0330  -21.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4793  -20.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8027  -19.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9880  -20.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4231  -19.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6682  -18.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4846  -18.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0541  -19.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8941  -19.0701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1484  -19.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2151  -21.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6851  -21.1444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4990  -21.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9330  -20.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7637  -20.5242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5747  -19.7315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0384  -19.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6721  -18.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1317  -17.6110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8485  -18.2520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0867  -17.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5447  -18.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1329  -18.8993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9185  -17.8128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1614  -17.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2510  -16.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0553  -16.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4608  -17.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4397  -17.0922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4531  -17.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4556  -18.7340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7497  -19.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0287  -18.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3100  -19.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5974  -18.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8920  -19.1797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1724  -18.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1720  -17.9536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4550  -19.1921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7584  -19.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0430  -20.3974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0494  -21.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7631  -21.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7631  -22.4667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4718  -21.2304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3267  -21.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3330  -22.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0339  -22.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0316  -23.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3196  -24.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6051  -23.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6070  -22.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4752  -20.3949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7290  -17.4954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2185  -17.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0515  -16.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4416  -17.6464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0866  -18.6938    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.8653  -19.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3160  -18.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9530  -17.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4026  -16.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2250  -17.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5960  -17.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1431  -18.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8544  -21.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5861  -22.5629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6061  -24.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3848  -24.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  3  1  0
  5  4  1  0
  6  5  1  6
  6  7  1  0
  7  8  2  0
  7  9  1  0
 10  9  1  0
 10 11  1  1
 11 12  1  0
 13 12  1  0
 13 14  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 18 17  1  0
 18 19  1  0
 19 20  1  0
 20 12  2  0
 18 13  2  0
 10 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 31 30  1  0
 31 32  1  0
 32 33  2  0
 34 32  1  0
 35 34  1  0
 36 35  1  0
 37 36  1  0
 38 37  1  0
 34 38  1  0
 35 39  1  1
 35 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  6
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 47 49  2  0
 42 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54  6  1  0
 53 55  2  0
 52 56  1  6
 56 57  1  0
 57 58  1  0
 58 59  2  0
 59 60  1  0
 60 61  2  0
 61 62  1  0
 62 57  2  0
 50 63  2  0
 40 64  2  0
 65 31  1  0
 66 65  1  0
 67 66  1  0
 30 67  1  0
 31 68  1  6
 27 69  1  6
 69 70  1  0
 71 70  2  0
 72 71  1  0
 73 72  2  0
 74 73  1  0
 75 74  2  0
 70 75  1  0
 23 76  1  6
 21 77  2  0
 78  4  2  0
 79 78  1  0
  1 79  2  0
M  END

Associated Targets(non-human)

Mc5r Melanocortin receptor 5 (870 Activities)

Discover Target: Mc5r

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

Mc4r Melanocortin receptor 4 (1205 Activities)

Discover Target: Mc4r

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

Mc3r Melanocortin receptor 3 (1119 Activities)

Discover Target: Mc3r

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

Mc1r Melanocortin receptor 1 (1101 Activities)

Discover Target: Mc1r

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: Small molecule	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: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 1049.25	Molecular Weight (Monoisotopic): 1048.5283	AlogP: ┄	#Rotatable Bonds: ┄
Polar Surface Area: ┄	Molecular Species: ┄	HBA: ┄	HBD: ┄
#RO5 Violations: ┄	HBA (Lipinski): ┄	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: ┄	CX LogP: ┄	CX LogD: ┄
Aromatic Rings: ┄	Heavy Atoms: ┄	QED Weighted: ┄	Np Likeness Score: ┄

References

1. Ericson MD, Freeman KT, Schnell SM, Fleming KA, Haskell-Luevano C.. (2017) Structure-Activity Relationship Studies on a Macrocyclic Agouti-Related Protein (AGRP) Scaffold Reveal Agouti Signaling Protein (ASP) Residue Substitutions Maintain Melanocortin-4 Receptor Antagonist Potency and Result in Inverse Agonist Pharmacology at the Melanocortin-5 Receptor., 60 (19): [PMID:28813605] [10.1021/acs.jmedchem.7b00856]

c[Pro-Arg-Phe-Phe-Trp-Ala-Phe-DPro]

Names and Identifiers

Alternative Forms

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source