(4R,7R)-7-{(S)-2-[(S)-2-((R)-2-{(R)-2-[((S)-1-Benzoyl-pyrrolidine-2-carbonyl)-amino]-5-guanidino-pentanoylamino}-5-guanidino-pentanoylamino)-4-methyl-pentanoylamino]-3-cyclohexyl-propionylamino}-6-oxo-[1,2,5]dithiazocane-4-carboxylic acid amide

ID: ALA5283084

Max Phase: Preclinical

Molecular Formula: C45H72N14O8S2

Molecular Weight: 1001.29

Associated Items:

Bioactivity Summary Target Summary Assay Summary

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES: CC(C)C[C@H](NC(=O)[C@@H](CCCNC(=N)N)NC(=O)[C@@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)c1ccccc1)C(=O)N[C@@H](CC1CCCCC1)C(=O)N[C@H]1CSSC[C@@H](C(N)=O)NC1=O

Standard InChI: InChI=1S/C45H72N14O8S2/c1-26(2)22-31(39(63)56-32(23-27-12-5-3-6-13-27)40(64)58-34-25-69-68-24-33(36(46)60)57-41(34)65)55-38(62)29(16-9-19-51-44(47)48)53-37(61)30(17-10-20-52-45(49)50)54-42(66)35-18-11-21-59(35)43(67)28-14-7-4-8-15-28/h4,7-8,14-15,26-27,29-35H,3,5-6,9-13,16-25H2,1-2H3,(H2,46,60)(H,53,61)(H,54,66)(H,55,62)(H,56,63)(H,57,65)(H,58,64)(H4,47,48,51)(H4,49,50,52)/t29-,30-,31+,32+,33+,34+,35+/m1/s1

Standard InChI Key: OLUGJJLCHQSYNE-LQJYGHRJSA-N

Molfile:

 
     RDKit          2D

 69 72  0  0  0  0  0  0  0  0999 V2000
   34.4414  -16.6530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0929  -16.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8253  -17.3770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.8253  -16.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6841  -19.0257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6841  -19.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9694  -20.2621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3988  -20.2621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5401  -16.1365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2547  -16.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9694  -15.3121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.9694  -16.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2547  -17.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9694  -17.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9694  -18.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8281  -13.6636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8281  -12.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1134  -12.4271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5429  -12.4271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6841  -16.5485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3988  -16.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1134  -17.3770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.1134  -16.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3988  -15.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1134  -14.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1134  -14.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8281  -16.1365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5429  -16.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2575  -15.3121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.2575  -16.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5429  -17.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9722  -16.5485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.6870  -16.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4016  -17.3770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.4016  -16.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1162  -16.1365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.8310  -16.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1162  -17.7893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.8310  -17.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.5456  -16.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.2603  -16.5485    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   46.5456  -17.7893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.5456  -18.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1162  -18.6136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.8310  -19.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.2603  -19.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8310  -19.8499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   47.9751  -18.6136    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   43.6870  -15.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4231  -14.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1548  -15.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8888  -14.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8930  -14.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1572  -13.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4169  -14.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3763  -17.5006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6096  -17.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0778  -17.9807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9111  -17.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1450  -17.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0794  -18.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7860  -19.0791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5492  -18.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8508  -15.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0257  -15.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7727  -16.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2573  -17.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2573  -18.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9718  -17.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  9  1  0
 12 20  1  0
 23 27  1  0
 30 32  1  0
 35 36  1  0
 39 42  1  0
 45 47  1  0
  1  2  1  0
  2  4  1  1
  4  3  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  9 10  1  0
 10 12  1  0
 12 11  2  0
 10 13  1  1
 13 14  1  0
 14 15  1  0
 15  5  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 20 21  1  0
 21 23  1  0
 23 22  2  0
 21 24  1  6
 24 25  1  0
 25 26  1  0
 26 16  1  0
 27 28  1  0
 28 30  1  0
 30 29  2  0
 28 31  1  6
 32 33  1  0
 33 35  1  0
 35 34  2  0
 36 37  1  0
 37 39  1  0
 39 38  2  0
 37 40  1  1
 40 41  1  0
 42 43  1  0
 43 45  1  0
 45 44  2  0
 43 46  1  1
 46 48  1  0
 41 48  1  0
 33 49  1  1
 49 50  1  0
 50 51  1  0
 50 55  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
  1 56  1  0
 56 57  1  0
 56 58  2  0
 57 59  2  0
 59 60  1  0
 60 61  2  0
 61 62  1  0
 62 63  2  0
 63 57  1  0
 64 65  1  0
 65 66  1  0
  1 66  1  0
  2 64  1  0
 31 67  1  0
 67 68  1  0
 67 69  1  0
M  END

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type:	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:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 1001.29	Molecular Weight (Monoisotopic): 1000.5099	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. Brust A, Croker DE, Colless B, Ragnarsson L, Andersson Å, Jain K, Garcia-Caraballo S, Castro J, Brierley SM, Alewood PF, Lewis RJ.. (2016) Conopeptide-Derived κ-Opioid Agonists (Conorphins): Potent, Selective, and Metabolic Stable Dynorphin A Mimetics with Antinociceptive Properties., 59 (6): [PMID:26859603] [10.1021/acs.jmedchem.5b00911]

(4R,7R)-7-{(S)-2-[(S)-2-((R)-2-{(R)-2-[((S)-1-Benzoyl-pyrrolidine-2-carbonyl)-amino]-5-guanidino-pentanoylamino}-5-guanidino-pentanoylamino)-4-methyl-pentanoylamino]-3-cyclohexyl-propionylamino}-6-oxo-[1,2,5]dithiazocane-4-carboxylic acid amide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source