(R)-6-amino-2-(4-(2-((R)-2-((S)-2-amino-3-(4-hydroxyphenyl)propanoyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamido)acetamido)butanamido)hexanoic acid

ID: ALA4174537

PubChem CID: 145949356

Max Phase: Preclinical

Molecular Formula: C31H42N6O7

Molecular Weight: 610.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC[C@@H](NC(=O)CCCNC(=O)CNC(=O)[C@H]1Cc2ccccc2CN1C(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)O

Standard InChI:  InChI=1S/C31H42N6O7/c32-14-4-3-8-25(31(43)44)36-27(39)9-5-15-34-28(40)18-35-29(41)26-17-21-6-1-2-7-22(21)19-37(26)30(42)24(33)16-20-10-12-23(38)13-11-20/h1-2,6-7,10-13,24-26,38H,3-5,8-9,14-19,32-33H2,(H,34,40)(H,35,41)(H,36,39)(H,43,44)/t24-,25+,26+/m0/s1

Standard InChI Key:  GISRMDCBLIDDCJ-JIMJEQGWSA-N

Molfile:  

     RDKit          2D

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 33 35  2  0
 34 36  1  0
 36 37  1  0
 36 38  1  6
 38 39  2  0
 38 40  1  0
 37 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4174537

   ---

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: 610.71

Molecular Weight (Monoisotopic): 610.3115

AlogP: -0.07

#Rotatable Bonds: 16

Polar Surface Area: 217.18

Molecular Species: ZWITTERION

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.65

CX Basic pKa: 10.28

CX LogP: -2.91

CX LogD: -3.24

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.13

Np Likeness Score: -0.22

References

1. Olson KM, Keresztes A, Tashiro JK, Daconta LV, Hruby VJ, Streicher JM..  (2018)  Synthesis and Evaluation of a Novel Bivalent Selective Antagonist for the Mu-Delta Opioid Receptor Heterodimer that Reduces Morphine Withdrawal in Mice.,  61  (14): [PMID:29939746] [10.1021/acs.jmedchem.8b00403]

Source

Source(1):

• Scientific Literature