(3S,6S,9R,12S,15S,23S)-12-((1H-imidazol-5-yl)methyl)-3-((1H-indol-3-yl)methyl)-15-((S)-2-acetamidohexanamido)-6-(3-guanidinopropyl)-9-(4-(naphthalen-1-yl)benzyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide

ID: ALA4776340

PubChem CID: 162643435

Max Phase: Preclinical

Molecular Formula: C60H75N15O9

Molecular Weight: 1150.36

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](Cc2ccc(-c3cccc4ccccc34)cc2)NC(=O)[C@H](Cc2cnc[nH]2)NC1=O

Standard InChI: InChI=1S/C60H75N15O9/c1-3-4-18-46(69-35(2)76)54(79)75-51-31-52(77)65-26-10-9-20-45(53(61)78)70-57(82)49(29-39-32-67-44-19-8-7-16-43(39)44)73-55(80)47(21-12-27-66-60(62)63)71-56(81)48(72-58(83)50(74-59(51)84)30-40-33-64-34-68-40)28-36-22-24-38(25-23-36)42-17-11-14-37-13-5-6-15-41(37)42/h5-8,11,13-17,19,22-25,32-34,45-51,67H,3-4,9-10,12,18,20-21,26-31H2,1-2H3,(H2,61,78)(H,64,68)(H,65,77)(H,69,76)(H,70,82)(H,71,81)(H,72,83)(H,73,80)(H,74,84)(H,75,79)(H4,62,63,66)/t45-,46-,47-,48+,49-,50-,51-/m0/s1

Standard InChI Key: AETQUGIIFBPWMW-YJLRWSCOSA-N

Molfile:

 
     RDKit          2D

 84 90  0  0  0  0  0  0  0  0999 V2000
   17.5152   -2.4196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2718   -9.0220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4139  -10.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2818  -10.2600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2696  -12.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2818  -13.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1756   -7.4465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5689   -9.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5396   -3.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4333   -6.5431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2478   -4.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6991  -11.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6991  -12.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3899   -5.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5952   -4.2988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2818  -12.7366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1352   -9.8446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7479   -6.7122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9990   -9.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5689  -12.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7017   -7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4185   -7.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9560   -5.4821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9179   -4.9968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8801   -3.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8314   -8.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0926   -6.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7242   -9.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0259   -8.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3108   -8.7759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4139  -11.0893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0276   -5.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8570   -6.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2451   -4.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9990  -13.9769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8518  -10.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7013   -9.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5695   -7.3682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2234   -3.5648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7162   -6.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6680   -5.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9357   -4.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2867   -6.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5340   -9.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8570   -5.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2696  -11.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0854   -9.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9044   -4.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5695  -13.9742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9843  -10.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5689   -9.0196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5472   -6.9238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4702   -8.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6106   -7.6207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2818   -7.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7156   -8.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2742   -7.3653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9885   -7.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9843  -12.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7162   -5.3069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9990   -6.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9990   -7.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2818   -8.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8001   -7.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5689  -11.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7290   -8.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9843  -11.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7013   -9.0198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5054   -8.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9885   -8.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8518  -11.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5612   -4.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5884   -4.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5718   -6.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9867  -13.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9852  -15.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7001  -14.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6970  -13.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2721  -14.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2746  -13.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5662  -13.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8549  -13.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8563  -14.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5653  -15.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 39  9  1  0
 70  2  2  0
 63 55  1  0
 13 12  2  0
 41 23  1  1
 37  3  1  0
 18 52  2  0
 61 40  1  1
 32 24  1  0
 68 37  1  0
 24 45  1  0
 44 28  2  0
 69 22  2  0
 40 60  1  0
 36  8  1  0
 33 45  1  0
 40 10  2  0
 43 74  1  0
 58 70  1  0
 51 63  1  0
 53 29  2  0
 11 73  1  6
 73 48  1  0
 36 71  1  6
  9  1  2  0
 42 15  2  0
 55 62  1  0
 63 19  1  6
 23 42  1  0
  8 51  1  0
 17 36  1  0
 34 72  1  0
 47 44  1  0
 59 13  1  0
 37 50  1  1
 28 53  1  0
 42 11  1  0
  6 35  2  0
 71 65  1  0
 16  6  1  0
  9 25  1  0
 19 56  1  0
 41 14  1  0
 50 67  1  0
 29 26  1  0
 20 16  1  0
 55 38  2  0
 18 57  1  0
  6 49  1  0
 74 33  1  0
 11 39  1  0
 14 32  1  0
 21 22  1  0
 64 56  2  0
 12 67  1  0
  8  4  2  0
 48 34  1  0
 67 46  2  0
 26 47  2  0
 22  7  1  0
 66 30  2  0
  5 59  2  0
 54 64  1  0
 41 18  1  0
 70 68  1  0
 46  5  1  0
 32 27  2  0
 30 69  1  0
 56 53  1  0
 61 43  1  0
  7 66  1  0
 62 61  1  0
  3 31  2  0
 58 21  1  1
  3 17  1  0
 65 20  1  0
 57 58  1  0
 29 54  1  0
 75 80  2  0
 79 76  2  0
 76 77  1  0
 77 78  2  0
 78 75  1  0
 59 75  1  0
 79 80  1  0
 80 81  1  0
 81 82  2  0
 82 83  1  0
 83 84  2  0
 84 79  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: 1150.36	Molecular Weight (Monoisotopic): 1149.5872	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]

(3S,6S,9R,12S,15S,23S)-12-((1H-imidazol-5-yl)methyl)-3-((1H-indol-3-yl)methyl)-15-((S)-2-acetamidohexanamido)-6-(3-guanidinopropyl)-9-(4-(naphthalen-1-yl)benzyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source