(3R,6S,9S,12S,20S,24R,25aS)-9-((1H-indol-3-yl)methyl)-20-((S)-2-acetamidohexanamido)-6-(3-guanidinopropyl)-3-(naphthalen-2-ylmethyl)-1,4,7,10,18,21-hexaoxo-24-phenyltetracosahydro-1H-pyrrolo[2,1-l][1,4,7,10,13,18]hexaazacyclotricosine-12-carboxamide

ID: ALA4778074

PubChem CID: 162644475

Max Phase: Preclinical

Molecular Formula: C59H75N13O9

Molecular Weight: 1110.33

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CCCC[C@H](NC(C)=O)C(=O)N[C@H]1CC(=O)NCCCC[C@@H](C(N)=O)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](Cc2ccc3ccccc3c2)NC(=O)[C@@H]2C[C@H](c3ccccc3)CN2C1=O

Standard InChI: InChI=1S/C59H75N13O9/c1-3-4-20-45(66-35(2)73)53(76)71-49-32-51(74)63-26-13-12-22-44(52(60)75)67-56(79)48(30-40-33-65-43-21-11-10-19-42(40)43)69-54(77)46(23-14-27-64-59(61)62)68-55(78)47(29-36-24-25-38-17-8-9-18-39(38)28-36)70-57(80)50-31-41(34-72(50)58(49)81)37-15-6-5-7-16-37/h5-11,15-19,21,24-25,28,33,41,44-50,65H,3-4,12-14,20,22-23,26-27,29-32,34H2,1-2H3,(H2,60,75)(H,63,74)(H,66,73)(H,67,79)(H,68,78)(H,69,77)(H,70,80)(H,71,76)(H4,61,62,64)/t41-,44-,45-,46-,47+,48-,49-,50-/m0/s1

Standard InChI Key: YVHWYCKBKQBQLH-PWDPXLITSA-N

Molfile:

 
     RDKit          2D

 81 87  0  0  0  0  0  0  0  0999 V2000
   35.9609   -5.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6954   -5.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8826   -7.0209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1152   -6.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5880   -4.6956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4036   -5.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7912   -4.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9015   -6.0499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1499   -2.3068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8169   -2.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5730   -2.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1811   -2.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1009   -2.0800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1748   -3.3498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.9013   -6.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6058   -8.0934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1942   -7.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6058   -7.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4380   -9.7195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4380  -10.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7295  -10.9403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.1453  -10.9443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3171   -6.8644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.0215   -7.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4380   -7.2741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7287   -6.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0215   -8.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7287   -8.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7287   -9.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7287   -6.0514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4380   -5.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7295   -4.4190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.4380   -4.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1452   -6.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9396   -4.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8496   -5.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7393   -4.6706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.5958   -5.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1448   -5.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9414   -5.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1910   -6.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6482   -6.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8495   -6.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1452   -4.4191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.1452   -3.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5618   -3.6060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.8504   -3.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4409   -3.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8504   -2.3833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.7330   -3.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0252   -3.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0252   -2.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1942   -8.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4885   -8.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4885   -9.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1942   -9.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8980   -9.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8980   -8.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7806   -9.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7806  -10.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4885  -10.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1942  -10.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1931   -1.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5490   -1.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8764   -1.1928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5922   -0.3548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8678   -1.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2237   -1.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5363   -1.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8984   -0.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9502    0.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9935    0.8347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2669   -0.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9418   -3.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7265   -3.9491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5933   -5.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0995   -4.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2899   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9757   -5.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4771   -6.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2849   -6.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  8  1  0
  1  2  1  0
  2  4  1  6
  4  3  2  0
  2  5  1  0
  6  7  1  0
  7  5  1  0
  6  1  1  0
 18 23  1  0
 26 30  1  0
 33 44  1  0
 47 49  1  0
 10  9  1  1
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  8 15  1  0
 15 18  1  0
 18 16  2  0
 15 17  1  1
 19 20  1  0
 20 21  1  0
 20 22  2  0
 23 24  1  0
 24 26  1  0
 26 25  2  0
 24 27  1  6
 27 28  1  0
 28 29  1  0
 29 19  1  0
 30 31  1  0
 31 33  1  0
 33 32  2  0
 31 34  1  6
 34 36  1  0
 35 36  2  0
 36 38  1  0
 37 35  1  0
 39 37  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 38  1  0
 44 45  1  0
 45 47  1  1
 47 46  2  0
 45 48  1  0
 48 50  1  0
 50 51  1  0
 51 52  1  0
 13 52  1  0
 17 53  1  0
 53 54  2  0
 54 55  1  0
 55 56  2  0
 56 57  1  0
 57 58  2  0
 58 53  1  0
 55 59  1  0
 59 60  2  0
 60 61  1  0
 61 62  2  0
 62 56  1  0
  9 63  1  0
 63 64  1  0
 63 65  2  0
 64 66  1  0
 64 67  1  6
 67 68  1  0
 68 69  1  0
 69 70  1  0
 66 71  1  0
 71 72  2  0
 71 73  1  0
 10 74  1  0
 74 75  2  0
  5 74  1  0
  6 76  1  6
 76 77  2  0
 77 78  1  0
 78 79  2  0
 79 80  1  0
 80 81  2  0
 81 76  1  0
M  END

Associated Targets(Human)

MC3R Tchem Melanocortin receptor 3 (5659 Activities)

Discover Target: MC3R

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

MC4R Tclin Melanocortin receptor 4 (10016 Activities)

Discover Target: MC4R

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: 1110.33	Molecular Weight (Monoisotopic): 1109.5811	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. Martin C,Gimenez LE,Williams SY,Jing Y,Wu Y,Hollanders C,Van der Poorten O,Gonzalez S,Van Holsbeeck K,Previti S,Lamouroux A,Zhao S,Tourwé D,Stevens RC,Cone RD,Ballet S. (2021) Structure-Based Design of Melanocortin 4 Receptor Ligands Based on the SHU-9119-hMC4R Cocrystal Structure†., 64 (1.0): [PMID:33190475] [10.1021/acs.jmedchem.0c01620]

(3R,6S,9S,12S,20S,24R,25aS)-9-((1H-indol-3-yl)methyl)-20-((S)-2-acetamidohexanamido)-6-(3-guanidinopropyl)-3-(naphthalen-2-ylmethyl)-1,4,7,10,18,21-hexaoxo-24-phenyltetracosahydro-1H-pyrrolo[2,1-l][1,4,7,10,13,18]hexaazacyclotricosine-12-carboxamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source