(S)-2-((R)-2-((R)-2-acetamido-3-(4-hydroxyphenyl)propanamido)-3-(1H-indol-3-yl)propanamido)-N1-((8S,11S,17S,20S,21R)-8-((S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-ylcarbamoyl)-17-(4-fluorobenzyl)-21-hydroxy-3-imino-11-isobutyl-10,13,16,19-tetraoxo-2,4,9,12,14,15,18-heptaazadocosan-20-yl)succinamide

ID: ALA3957784

PubChem CID: 134154824

Max Phase: Preclinical

Molecular Formula: C64H82FN17O13

Molecular Weight: 1316.46

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CNC(=N)NCCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)NNC(=O)[C@H](Cc1ccc(F)cc1)NC(=O)[C@@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H](Cc1ccc(O)cc1)NC(C)=O)[C@@H](C)O)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(N)=O

Standard InChI: InChI=1S/C64H82FN17O13/c1-33(2)25-48(57(89)74-46(15-10-24-70-63(68)69-5)56(88)75-47(55(67)87)28-38-31-71-44-13-8-6-11-42(38)44)79-64(95)82-81-61(93)50(27-36-16-20-40(65)21-17-36)78-62(94)54(34(3)83)80-60(92)52(30-53(66)86)77-59(91)51(29-39-32-72-45-14-9-7-12-43(39)45)76-58(90)49(73-35(4)84)26-37-18-22-41(85)23-19-37/h6-9,11-14,16-23,31-34,46-52,54,71-72,83,85H,10,15,24-30H2,1-5H3,(H2,66,86)(H2,67,87)(H,73,84)(H,74,89)(H,75,88)(H,76,90)(H,77,91)(H,78,94)(H,80,92)(H,81,93)(H3,68,69,70)(H2,79,82,95)/t34-,46+,47+,48+,49-,50+,51-,52+,54+/m1/s1

Standard InChI Key: SSLNQNACCGPKRT-LYEJOWPUSA-N

Molfile:

     RDKit          2D

 95100  0  0  0  0  0  0  0  0999 V2000
    6.6982   -8.8926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0223  -10.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8424  -10.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1709   -3.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7899   -7.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7135  -11.3659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4586   -5.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9476   -9.6895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9269   -5.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4277  -10.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7930   -2.8324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7988   -6.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5448   -9.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8782   -4.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0096   -5.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6207   -3.8363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0718   -6.0651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0313   -6.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5333  -11.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3046  -11.3427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5464   -8.8960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1778   -5.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5993   -5.2406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6635   -8.4858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2525   -8.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5031   -2.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8357  -10.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5027   -6.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0767   -7.6723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1158   -5.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7937   -8.8980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2487  -10.1257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5059   -6.0613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5267   -1.5664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3072   -6.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6121   -3.6151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2278   -7.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0546   -5.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0898   -8.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8224   -4.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0558   -3.5823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3016   -4.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2169   -2.7945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0143   -4.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3226   -4.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8476   -6.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2299   -1.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4251  -10.9460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2010   -7.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4876   -7.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1002  -11.3594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0156  -10.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8768   -4.0310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3743   -8.9006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4719   -4.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7288   -9.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1404   -9.7074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6779   -6.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7079   -4.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4664   -4.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7015   -5.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2098   -6.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9502   -8.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9008   -7.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8149   -4.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6926   -7.4669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2880   -8.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4742   -8.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0182   -7.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3855   -6.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1906   -6.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3272   -5.8230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5831   -5.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0126   -6.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2194   -5.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0009   -5.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5756   -4.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3646   -4.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0654   -8.9031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0288   -9.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3058  -10.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6155   -9.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560   -8.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3786   -8.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4149   -7.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7282   -7.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7684   -6.4113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0057   -7.5936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9652   -8.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2606  -10.9306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5285  -11.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4921  -12.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8423  -10.8658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7196  -10.1683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7308   -4.7544    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 22 17  1  1
 45 41  1  0
 25 37  1  0
 39 31  2  0
 52  6  1  0
 59 65  2  0
 10 48  2  0
 30  9  1  0
 44 40  1  0
  5 29  1  6
 14 22  1  0
 46 18  2  0
 27 19  1  0
 49 64  1  0
 13 32  2  0
 25 21  1  1
 36 45  2  0
 49 62  1  0
 39 54  1  0
 65 16  1  0
 52 20  2  0
 38 40  2  0
 21 13  1  0
 18 58  1  0
 56  1  1  6
 16 44  1  0
 57 10  1  0
 14 53  2  0
 10 56  1  0
 12 33  2  0
 29 39  1  0
 55 60  1  0
  3 27  1  0
 12  5  1  0
 63  8  2  0
 63 25  1  0
 15 59  1  0
 44  7  2  0
 50 49  1  0
 34 47  1  0
 46 35  1  0
 59  7  1  0
 60  4  1  0
 22 55  1  0
 42 23  1  6
 58 30  2  0
  7 61  1  0
  9 35  2  0
 54 24  1  0
  5 50  1  0
 27 51  1  1
 13  3  1  0
 37 46  1  0
 56  2  1  0
 45 42  1  0
 17 12  1  0
 23 14  1  0
 24 63  1  0
  4 43  1  0
 61 28  2  0
  3 57  1  6
 28 38  1  0
  2 52  1  0
 42 15  1  0
 43 26  1  0
 26 34  1  0
 26 11  2  0
 66 67  2  0
 67 68  1  0
 68 69  1  0
 69 70  1  0
 70 71  2  0
 71 72  1  0
 72 73  1  0
 73 74  2  0
 70 74  1  0
 74 75  1  0
 75 76  2  0
 76 77  1  0
 77 78  2  0
 73 78  1  0
 68 79  1  6
 79 80  1  0
 80 81  1  0
 81 82  1  0
 82 83  1  0
 83 84  2  0
 84 85  1  0
 85 86  2  0
 86 87  1  0
 86 88  1  0
 88 89  2  0
 83 89  1  0
 81 90  1  6
 90 91  1  0
 91 92  1  0
 91 93  2  0
 80 94  2  0
 67  1  1  0
 30 95  1  0
M  END

Associated Targets(non-human)

Kiss1r Metastin receptor (142 Activities)

Discover Target: Kiss1r

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

Rattus norvegicus (775804 Activities)

Explore this target

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: 1316.46	Molecular Weight (Monoisotopic): 1315.6262	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. Nishizawa N, Takatsu Y, Kumano S, Kiba A, Ban J, Tsutsumi S, Matsui H, Matsumoto SI, Yamaguchi M, Ikeda Y, Kusaka M, Ohtaki T, Itoh F, Asami T.. (2016) Design and Synthesis of an Investigational Nonapeptide KISS1 Receptor (KISS1R) Agonist, Ac-d-Tyr-Hydroxyproline (Hyp)-Asn-Thr-Phe-azaGly-Leu-Arg(Me)-Trp-NH2 (TAK-448), with Highly Potent Testosterone-Suppressive Activity and Excellent Water Solubility., 59 (19): [PMID:27589480] [10.1021/acs.jmedchem.6b00379]

(S)-2-((R)-2-((R)-2-acetamido-3-(4-hydroxyphenyl)propanamido)-3-(1H-indol-3-yl)propanamido)-N1-((8S,11S,17S,20S,21R)-8-((S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-ylcarbamoyl)-17-(4-fluorobenzyl)-21-hydroxy-3-imino-11-isobutyl-10,13,16,19-tetraoxo-2,4,9,12,14,15,18-heptaazadocosan-20-yl)succinamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source