1,-(3,3'-((6S,9S,12S,15S,18S,21S,23aS,28aR)-15,18-dibenzyl-6-butyl-9-(hydroxymethyl)-5,8,11,14,17,20,23,28-octaoxooctacosahydrodipyrrolo[1,2-a:1',2'-d][1,4,7,10,13,16,19,22]octaazacyclotetracosine-12,21-diyl)bis(propane-3,1-diyl))diguanidine

ID: ALA4166449

PubChem CID: 145953129

Max Phase: Preclinical

Molecular Formula: C49H72N14O9

Molecular Weight: 1001.20

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CCCC[C@@H]1NC(=O)[C@H](CO)NC(=O)[C@H](CCCNC(=N)N)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]2CCCN2C1=O

Standard InChI: InChI=1S/C49H72N14O9/c1-2-3-18-34-46(71)63-26-13-22-39(63)47(72)62-25-12-21-38(62)45(70)57-33(20-11-24-55-49(52)53)40(65)59-36(28-31-16-8-5-9-17-31)43(68)60-35(27-30-14-6-4-7-15-30)42(67)56-32(19-10-23-54-48(50)51)41(66)61-37(29-64)44(69)58-34/h4-9,14-17,32-39,64H,2-3,10-13,18-29H2,1H3,(H,56,67)(H,57,70)(H,58,69)(H,59,65)(H,60,68)(H,61,66)(H4,50,51,54)(H4,52,53,55)/t32-,33-,34-,35-,36-,37-,38-,39+/m0/s1

Standard InChI Key: WJLPZNFDOOUOKW-DLRCZLJRSA-N

Molfile:

     RDKit          2D

 72 76  0  0  0  0  0  0  0  0999 V2000
   43.1349   -7.1490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.8837   -6.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6044   -7.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6045   -8.0498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.3165   -8.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0284   -8.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.7447   -8.4620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   47.4565   -8.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.4564   -7.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.1727   -6.8118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   48.1726   -5.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.4562   -5.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.4561   -4.7492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.7441   -4.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0279   -4.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3160   -4.3414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.6041   -4.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8834   -4.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1715   -4.7498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4595   -4.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7433   -4.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0313   -4.3419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.2782   -4.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1088   -5.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3224   -5.7363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.7265   -4.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1390   -3.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9457   -3.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7434   -5.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.4594   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8834   -3.5165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.6042   -5.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0280   -5.5745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   46.7440   -3.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.4559   -3.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.7444   -5.9913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   48.8888   -5.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   49.6008   -5.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   50.3127   -5.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   51.0245   -5.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   51.0246   -6.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   50.3129   -7.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   49.6009   -6.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.7445   -6.8120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   48.1729   -8.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.1731   -9.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.8850   -9.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.8851  -10.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.1733  -10.9326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.4569  -10.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.4567   -9.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0283   -7.2245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.3166   -9.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0286   -9.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0287  -10.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3168  -10.9331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.6048  -10.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8842  -10.9332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.6047   -9.6999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.3163   -6.8122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.9957   -5.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5832   -6.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7169   -3.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7168   -2.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9745   -1.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.4566   -2.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.1993   -1.8195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   48.2001   -0.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.9472   -0.5312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   47.4581   -0.5300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.8619   -6.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3466   -6.0057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  3  4  1  0
  5  4  1  6
  5  6  1  0
  6  7  1  0
  8  7  1  0
  8  9  1  0
  9 10  1  0
 11 10  1  0
 11 12  1  0
 12 13  1  0
 14 13  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 20 19  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 24  1  1  0
 24 25  2  0
 23 26  1  0
 27 26  1  0
 28 27  1  0
 28 22  1  0
 21 29  2  0
 20 30  1  6
 18 31  2  0
 17 32  1  1
 15 33  2  0
 14 34  1  6
 34 35  1  0
 12 36  2  0
 11 37  1  6
 37 38  1  0
 39 38  2  0
 40 39  1  0
 41 40  2  0
 42 41  1  0
 43 42  2  0
 38 43  1  0
  9 44  2  0
  8 45  1  6
 45 46  1  0
 47 46  2  0
 48 47  1  0
 49 48  2  0
 50 49  1  0
 51 50  2  0
 46 51  1  0
  6 52  2  0
  5 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  1  0
 56 57  1  0
 57 58  1  0
 57 59  2  0
  3 60  2  0
  2 71  1  0
 61 71  1  0
 62 61  1  0
 62  1  1  0
 30 63  1  0
 63 64  1  0
 64 65  1  0
 35 66  1  0
 66 67  1  0
 67 68  1  0
 68 69  1  0
 68 70  2  0
 32 72  1  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

Mc1r Melanocortin receptor 1 (1101 Activities)

Discover Target: Mc1r

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

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: 1001.20	Molecular Weight (Monoisotopic): 1000.5607	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. Fleming KA, Freeman KT, Ericson MD, Haskell-Luevano C.. (2018) Synergistic Multiresidue Substitutions of a Macrocyclic c[Pro-Arg-Phe-Phe-Asn-Ala-Phe-dPro] Agouti-Related Protein (AGRP) Scaffold Yield Potent and >600-Fold MC4R versus MC3R Selective Melanocortin Receptor Antagonists., 61 (17): [PMID:30035543] [10.1021/acs.jmedchem.8b00684]

1,-(3,3'-((6S,9S,12S,15S,18S,21S,23aS,28aR)-15,18-dibenzyl-6-butyl-9-(hydroxymethyl)-5,8,11,14,17,20,23,28-octaoxooctacosahydrodipyrrolo[1,2-a:1',2'-d][1,4,7,10,13,16,19,22]octaazacyclotetracosine-12,21-diyl)bis(propane-3,1-diyl))diguanidine

Names and Identifiers

Alternative Forms

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source