(6S,9S,12R)-N-[(1S)-1-[(2S)-2-[[(1S)-5-amino-1-carbamoyl-pentyl]carbamoyl]pyrrolidine-1-carbonyl]-4-guanidino-butyl]-6,9-bis(3-guanidinopropyl)-12-[[(2S)-2-[[2-[[2-[[(2S)-3-(4-hydroxyphenyl)-2-(methylamino)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenyl-propanoyl]amino]-5,8,11,14-tetraoxo-1,4,7,10-tetrazacyclotetradecane-3-carboxamide

ID: ALA3634918

PubChem CID: 122196441

Max Phase: Preclinical

Molecular Formula: C59H93N23O13

Molecular Weight: 1332.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN[C@@H](Cc1ccc(O)cc1)C(=O)NCC(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H]1CC(=O)NCC(C(=O)N[C@@H](CCCNC(=N)N)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCCN)C(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC1=O

Standard InChI:  InChI=1S/C59H93N23O13/c1-68-40(27-34-18-20-35(83)21-19-34)49(88)74-31-46(85)73-32-47(86)75-41(28-33-11-3-2-4-12-33)52(91)80-42-29-45(84)72-30-43(81-51(90)38(15-8-24-70-58(64)65)77-50(89)37(78-53(42)92)14-7-23-69-57(62)63)54(93)79-39(16-9-25-71-59(66)67)56(95)82-26-10-17-44(82)55(94)76-36(48(61)87)13-5-6-22-60/h2-4,11-12,18-21,36-44,68,83H,5-10,13-17,22-32,60H2,1H3,(H2,61,87)(H,72,84)(H,73,85)(H,74,88)(H,75,86)(H,76,94)(H,77,89)(H,78,92)(H,79,93)(H,80,91)(H,81,90)(H4,62,63,69)(H4,64,65,70)(H4,66,67,71)/t36-,37-,38-,39-,40-,41-,42+,43?,44-/m0/s1

Standard InChI Key:  CDXIWSABSXHQPA-APIUDFROSA-N

Molfile:  

     RDKit          2D

 95 98  0  0  0  0  0  0  0  0999 V2000
    1.2673    5.6364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9158    6.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686    8.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4120    7.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0590    8.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5552    8.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2023    9.9338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6985   10.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3778    9.0623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2158   11.1342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7171    9.5823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1279    8.1371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1835    9.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3849   11.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334   11.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9968   10.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4897   11.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3969    9.8746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9552   12.1762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8860   10.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4711   11.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7932    8.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2824    9.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1896    7.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6787    8.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4041    7.0881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6620   11.5917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7477   12.4010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6351    2.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4624    3.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1144    4.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3109    4.4892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2860    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2158  -10.5704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3699  -11.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8731  -11.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0238  -13.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5205  -13.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1760  -14.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6722  -14.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5130  -13.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8576  -12.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3614  -12.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7099  -13.5708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4125  -10.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1988  -12.6927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2192  -10.3491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7224  -10.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0686   -8.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5718   -8.7780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7429   -7.8955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9179   -7.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4211   -7.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7673   -5.9661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7468   -8.3096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2705   -5.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6166   -4.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1198   -4.3949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2909   -3.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4624   -3.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6351   -2.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4624   -3.0367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.5705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6351   -2.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4246   -7.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9279   -6.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0806   -8.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4150   -8.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0634   -6.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2162   -5.5165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794   -5.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2860   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8130   -3.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5873   -4.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7589   -5.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5332   -6.9502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7047   -7.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5242   -9.0747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8225   -7.4518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2860    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4559   -1.0170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6352    2.1014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4624    3.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8168    3.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9831    4.1178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2860   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4559   -1.0170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2131    2.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3884    3.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7847    2.8729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9600    3.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0764    3.3664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7831    4.9932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  3 11  1  0
  3 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 11  1  0
 16 17  1  6
 17 18  1  0
 17 19  2  0
 20 18  1  1
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 21 27  2  0
 21 28  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31  1  1  0
 30 86  1  0
 29 33  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  1
 37 38  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
 41 44  1  0
 34 45  1  0
 36 46  2  0
 36 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 49 51  2  0
 50 52  1  0
 52 53  1  0
 53 54  1  0
 53 55  2  0
 54 56  1  0
 56 57  1  0
 57 58  1  0
 57 59  2  0
 60 58  1  1
 60 61  1  0
 60 62  1  0
 62 63  1  0
 62 64  2  0
 63 65  1  0
 56 66  1  1
 66 67  1  0
 67 68  2  0
 68 69  1  0
 69 70  2  0
 70 71  1  0
 71 72  2  0
 72 67  1  0
 65 73  1  0
 65 74  1  1
 74 75  1  0
 75 76  1  0
 76 77  1  0
 77 78  1  0
 78 79  2  0
 78 80  1  0
 73 81  1  0
 73 82  2  0
 81 83  1  0
 83 84  1  0
 83 85  1  1
 84 86  1  0
 84 87  2  0
 61 88  1  0
 88 33  1  0
 88 89  2  0
 85 90  1  0
 90 91  1  0
 91 92  1  0
 92 93  1  0
 93 94  2  0
 93 95  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3634918

   ---

Molecule Features

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: 1332.54

Molecular Weight (Monoisotopic): 1331.7323

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. Joshi AA, Murray TF, Aldrich JV..  (2015)  Structure-Activity Relationships of the Peptide Kappa Opioid Receptor Antagonist Zyklophin.,  58  (22): [PMID:26491810] [10.1021/jm501827k]

Source

Source(1):

• Scientific Literature