5-(3-(4-((R)-1-((S)-1-((7S,10S,13S,16R,19S,22R)-16-((1H-indol-3-yl)methyl)-5-(2-amino-2-oxoethyl)-13-(4-aminobutyl)-7,19-dibenzyl-10-((R)-1-hydroxyethyl)-6,9,12,15,18,21-hexaoxo-1,2-dithia-5,8,11,14,17,20-hexaazacyclotricosan-22-ylamino)-5-guanidino-1-oxopentan-2-ylamino)-1-oxo-3-phenylpropan-2-ylamino)-4-oxobutyl)thioureido)-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

ID: ALA4211582

PubChem CID: 145966197

Max Phase: Preclinical

Molecular Formula: C86H99N17O16S3

Molecular Weight: 1723.04

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: C[C@@H](O)[C@@H]1NC(=O)[C@H](CCCCN)NC(=O)[C@@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](Cc2ccccc2)NC(=O)CCCNC(=S)Nc2ccc(-c3c4ccc(=O)cc-4oc4cc(O)ccc34)c(C(=O)O)c2)CSSCCN(CC(N)=O)C(=O)[C@H](Cc2ccccc2)NC1=O

Standard InChI: InChI=1S/C86H99N17O16S3/c1-49(104)75-82(115)100-68(41-52-21-9-4-10-22-52)83(116)103(47-72(88)107)37-38-121-122-48-69(81(114)98-66(40-51-19-7-3-8-20-51)79(112)99-67(42-53-46-93-62-24-12-11-23-57(53)62)80(113)96-63(77(110)102-75)25-13-14-34-87)101-76(109)64(26-15-35-91-85(89)90)97-78(111)65(39-50-17-5-2-6-18-50)95-73(108)27-16-36-92-86(120)94-54-28-31-58(61(43-54)84(117)118)74-59-32-29-55(105)44-70(59)119-71-45-56(106)30-33-60(71)74/h2-12,17-24,28-33,43-46,49,63-69,75,93,104-105H,13-16,25-27,34-42,47-48,87H2,1H3,(H2,88,107)(H,95,108)(H,96,113)(H,97,111)(H,98,114)(H,99,112)(H,100,115)(H,101,109)(H,102,110)(H,117,118)(H4,89,90,91)(H2,92,94,120)/t49-,63+,64+,65-,66+,67-,68+,69+,75+/m1/s1

Standard InChI Key: QVESYXSSUDWUGO-LHPUUBQNSA-N

Molfile:

     RDKit          2D

122131  0  0  0  0  0  0  0  0999 V2000
   14.6043   -5.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7829   -5.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3582   -5.8302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5429   -5.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1262   -6.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5344   -7.2491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1183   -7.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5198   -8.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7443   -8.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6844   -9.3104    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.7161   -9.2714    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.0131   -5.8452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0256   -4.4179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8513   -4.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2683   -3.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2557   -5.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8388   -5.8530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0814   -5.1491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4859   -5.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0939   -3.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5152   -3.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3409   -3.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7579   -2.3061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3116   -5.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7328   -5.1649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0689   -6.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2432   -6.5728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4734   -7.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7160   -6.5965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5417   -6.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9504   -7.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7761   -7.3320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9630   -5.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7887   -5.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1890   -6.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0136   -6.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4361   -5.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0248   -5.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2024   -5.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5209   -8.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8006   -8.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5291   -8.0317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9335   -8.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7592   -8.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1680   -9.4790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1805   -8.0474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1024   -9.3852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2767   -9.3767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8550  -10.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8684   -8.6568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0293  -10.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2632  -10.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0888  -10.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4928  -11.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3185  -11.5409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7224  -12.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5481  -12.2694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3050  -12.9682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6253   -9.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7996   -9.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0428   -8.6483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3956   -8.6314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3821  -10.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7861  -10.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3634  -11.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7705  -12.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5933  -12.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0149  -11.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6082  -10.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2926   -7.9460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3005   -6.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8917   -5.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3089   -5.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9012   -4.3890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0784   -4.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6574   -5.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0689   -5.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1305   -5.1110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3754   -4.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7977   -3.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6189   -3.6098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7963   -2.8021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4688   -2.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0849   -2.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9219   -1.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1436   -1.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5279   -1.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6960   -2.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5699   -8.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1661   -7.9072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1525   -9.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3268   -9.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9185   -8.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0929   -8.6018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6754   -9.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0794  -10.0291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8498   -9.3049    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6619  -10.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8363  -10.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6511  -12.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0669  -11.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0590  -12.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8848  -12.8832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1406  -13.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3055  -14.8138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5549  -14.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1364  -14.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5387  -15.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3622  -15.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7807  -14.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3758  -14.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9005  -14.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3157  -13.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9156  -12.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0937  -12.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6785  -13.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810  -14.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7671  -16.2608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1523  -13.3664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8240  -12.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149  -11.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6412  -13.5888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  3  4  1  0
  5  4  1  0
  5  6  1  0
  6  7  1  0
  8  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  1 12  2  0
  1 13  1  0
 14 13  1  0
 14 15  1  1
 14 16  1  0
 16 17  2  0
 16 18  1  0
 19 18  1  0
 15 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 19 24  1  6
 24 25  2  0
 19 26  1  0
 26 27  1  1
 26 28  1  0
 24 29  1  0
 30 29  1  0
 30 31  1  0
 31 32  2  0
 30 33  1  1
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 34  1  0
 11 40  1  0
 40 41  1  0
 31 42  1  0
 42 43  1  0
 41 42  1  0
 43 44  1  0
 44 45  1  0
 44 46  2  0
  8 47  1  6
 47 48  1  0
 49 48  1  0
 48 50  2  0
 49 51  1  6
 49 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  1  0
 56 57  1  0
 56 58  2  0
 51 59  1  0
 60 59  1  0
 59 61  2  0
 60 62  1  1
 60 63  1  0
 63 64  1  0
 64 65  2  0
 65 66  1  0
 66 67  2  0
 67 68  1  0
 68 69  2  0
 69 64  1  0
  7 70  2  0
  5 71  1  1
 71 72  1  0
 72 73  2  0
 73 74  1  0
 74 75  2  0
 75 76  1  0
 76 77  2  0
 77 72  1  0
  4 78  2  0
  2 79  1  6
 79 80  1  0
 81 82  1  0
 80 81  2  0
 82 84  1  0
 83 80  1  0
 83 84  2  0
 84 85  1  0
 85 86  2  0
 86 87  1  0
 87 88  2  0
 88 83  1  0
 62 89  1  0
 89 90  2  0
 89 91  1  0
 91 92  1  0
 92 93  1  0
 93 94  1  0
 94 95  1  0
 95 96  1  0
 95 97  2  0
 96 98  1  0
 98 99  2  0
 99121  1  0
120100  1  0
100101  2  0
101 98  1  0
100102  1  0
102103  1  0
120104  1  0
104113  2  0
104106  1  0
112105  1  0
105107  1  0
106107  2  0
106111  1  0
107108  1  0
108109  2  0
109110  1  0
110111  2  0
112113  1  0
112117  2  0
113114  1  0
114115  2  0
115116  1  0
116117  1  0
109118  1  0
116119  2  0
120121  2  0
102122  2  0
M  END

Associated Targets(Human)

SSTR1 Tclin Somatostatin receptor 1 (861 Activities)

Discover Target: SSTR1

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

SSTR2 Tclin Somatostatin receptor 2 (1526 Activities)

Discover Target: SSTR2

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

SSTR3 Tclin Somatostatin receptor 3 (1562 Activities)

Discover Target: SSTR3

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

SSTR4 Tclin Somatostatin receptor 4 (1125 Activities)

Discover Target: SSTR4

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

SSTR5 Tclin Somatostatin receptor 5 (1477 Activities)

Discover Target: SSTR5

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

SSTR5 Tclin Somatostatin receptor type 2/type 5 (4 Activities)

Discover Target: SSTR5

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: 1723.04	Molecular Weight (Monoisotopic): 1721.6618	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. Ragozin E, Hesin A, Bazylevich A, Tuchinsky H, Bovina A, Shekhter Zahavi T, Oron-Herman M, Kostenich G, Firer MA, Rubinek T, Wolf I, Luboshits G, Sherman MY, Gellerman G.. (2018) New somatostatin-drug conjugates for effective targeting pancreatic cancer., 26 (13): [PMID:30017114] [10.1016/j.bmc.2018.06.032]

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source