cyclo(7-12) Des-AA1,5-[Tyr2,Glu7,D-Trp8,IAmp9,D-hhLys12]SRIF

ID: ALA4649897

PubChem CID: 156009460

Max Phase: Preclinical

Molecular Formula: C83H110N16O17S2

Molecular Weight: 1668.02

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)NCc1ccc(C[C@@H]2NC(=O)[C@@H](Cc3c[nH]c4ccccc34)NC(=O)[C@H]3CCC(=O)NCCCCCC[C@@H](NC(=O)[C@@H](Cc4ccccc4)NC(=O)[C@@H]([C@@H](C)O)NC2=O)C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)O)CSSC[C@@H](NC(=O)[C@@H](N)Cc2ccc(O)cc2)C(=O)N[C@H](CCCCN)C(=O)N[C@H](Cc2ccccc2)C(=O)N3)cc1

Standard InChI:  InChI=1S/C83H110N16O17S2/c1-48(2)87-43-54-28-26-53(27-29-54)41-65-79(111)99-71(49(3)101)82(114)95-64(40-51-20-10-7-11-21-51)77(109)89-60-24-12-4-5-17-37-86-70(103)35-34-62(75(107)94-66(78(110)93-65)42-55-44-88-59-23-14-13-22-57(55)59)91-76(108)63(39-50-18-8-6-9-19-50)92-73(105)61(25-15-16-36-84)90-81(113)68(97-72(104)58(85)38-52-30-32-56(102)33-31-52)46-117-118-47-69(83(115)116)98-80(112)67(45-100)96-74(60)106/h6-11,13-14,18-23,26-33,44,48-49,58,60-69,71,87-88,100-102H,4-5,12,15-17,24-25,34-43,45-47,84-85H2,1-3H3,(H,86,103)(H,89,109)(H,90,113)(H,91,108)(H,92,105)(H,93,110)(H,94,107)(H,95,114)(H,96,106)(H,97,104)(H,98,112)(H,99,111)(H,115,116)/t49-,58+,60-,61-,62-,63-,64-,65+,66-,67+,68-,69+,71-/m1/s1

Standard InChI Key:  PWNGKIWHLMJETN-BDRBHZDKSA-N

Molfile:  

     RDKit          2D

121128  0  0  1  0  0  0  0  0999 V2000
   -0.9216   -4.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9004   -4.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4463   -3.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1260    3.4370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9617    1.1800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1440   -3.1527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5920   -2.7221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5247   -4.0055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5395    2.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0947   -4.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8411    1.8003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9045    5.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7894   -0.6202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6170   -1.2233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6884    5.2889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2828   -3.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9445    0.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2294   -1.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1089   -2.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9788    0.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1193   -4.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1097    4.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1096    2.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8906    4.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1865    5.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1753   -3.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2113    6.6337    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7617   -4.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9940   -2.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2344    1.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9569    7.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1903   -5.2512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3654   -5.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7000   -1.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4850    5.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9275   -0.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5158    5.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377   -4.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7922   -3.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9207    0.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5418    5.3493    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2999    5.0392    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4541   -4.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9661    7.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2719    0.6913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8598   -4.2985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0424    6.3054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2718    3.0665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1034   -5.0479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9100   -2.3775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6446   -4.4018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7628    0.0947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7894   -2.5412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7886    0.3014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6266    5.1339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788   -5.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0577    1.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6329   -3.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6505    6.6100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9890    4.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7407    5.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2782    5.8467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0360   -4.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2647    8.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1747    1.0322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9467   -0.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7880   -7.2449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1379   -0.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1841   -5.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2818    9.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2774    4.8217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7113    8.2630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9998   -7.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3946   -6.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254   10.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9194    2.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4235    1.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4044   -2.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0012   -6.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9722   -5.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4196    9.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0102    9.5334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3842    7.4485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0448   10.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4017   10.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5775   -6.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6064   -7.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8086   -5.2347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3613   11.6376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5051    1.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8878   -3.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3932   -7.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3908    0.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292    6.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0895   -0.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2116   -4.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9707    6.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3991   -5.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2468    1.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9660    2.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0433   -3.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5368   -2.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7475    6.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1438    6.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2103   -8.6100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1814   -7.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2172    0.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6452   -2.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3082   -0.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3071   -3.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6126    2.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8148   -3.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3083   -1.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3319    3.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1552    3.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6629    0.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8909   -0.1116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9472   -2.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0681   -0.6015    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3957   -1.7729    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5653   -4.6198    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  9  1  0
  5 20  1  0
  6  3  1  0
  7 26  1  0
  8 28  1  0
  9 23  1  0
 10  1  1  0
 11 30  1  0
 12 15  1  0
 13 34  1  0
 14 18  1  0
 15 37  1  0
 16  8  1  0
 17 13  1  0
 18 29  1  0
 19  7  1  0
 20 36  1  0
 21 38  1  0
 22 11  1  0
 23  5  1  0
 24  4  1  0
 25 12  1  0
 26 16  1  0
 25 27  1  1
 28 10  1  0
 29  6  1  0
 30 17  1  0
 31 27  1  0
 32 33  1  0
 33 21  2  0
 34 19  1  0
 24 35  1  6
 36 14  1  0
 37 22  1  0
 26 38  1  6
 39 21  1  0
 40 68  1  0
 41 42  1  0
 42 60  1  0
 43 39  2  0
 44 31  1  0
 46  3  2  0
 47 12  2  0
 48  9  2  0
 49 10  2  0
 50 18  2  0
 51 16  2  0
 52 17  2  0
 53 19  2  0
 54 20  2  0
 55 22  2  0
 28 56  1  1
 30 57  1  6
 29 58  1  6
 59 31  2  0
 24 60  1  0
 61 41  1  0
 62 35  2  0
  2 63  1  0
 44 64  1  0
 65 40  2  0
 34 66  1  0
 67 73  1  0
 68 66  1  0
 69 56  1  0
 70 64  1  0
 71 35  1  0
 44 72  1  1
 73 74  1  0
 74 86  2  0
 75 84  1  0
 23 76  1  1
 77 57  1  0
 78 58  1  0
 79 69  1  0
 80 69  2  0
 81 70  2  0
 82 70  1  0
 83 97  1  0
 84 82  2  0
 85 81  1  0
 86 80  1  0
 87 79  2  0
 63 88  1  1
 89 75  1  0
 90 76  1  0
 91 39  1  0
 92 67  1  0
 93 45  1  0
 37 94  1  6
 36 95  1  0
 96 43  1  0
 97104  1  0
 98 63  1  0
 99 77  1  0
100 77  2  0
101 78  2  0
102 78  1  0
103 94  1  0
104103  1  0
105 92  1  0
106 92  1  0
107117  1  0
108 91  2  0
109 95  1  0
110108  1  0
111 99  2  0
112101  1  0
113102  2  0
114100  1  0
115114  2  0
116109  1  0
117116  1  0
118113  1  0
 74 87  1  0
 32 43  1  0
118112  2  0
110 96  2  0
 93107  1  0
115111  1  0
 25 61  1  0
 75 85  2  0
 36119  1  6
 34120  1  6
  2121  1  1
 45 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4649897

   ---

Molecule Features

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: 1668.02

Molecular Weight (Monoisotopic): 1666.7676

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. Rivier JE, Kirby DA, Erchegyi J, Waser B, Eltschinger V, Cescato R, Reubi JC..  (2005)  Somatostatin receptor 1 selective analogues: 3. Dicyclic peptides.,  48  (2): [PMID:15658865] [10.1021/jm049519m]

Source

Source(1):

• Scientific Literature