(2S,8S,11S,19S)-2,8-dibenzyl-19-((R)-3-(4-hydroxyphenyl)-2-(methylamino)propanamido)-1,7-dimethyl-3,6,9,13,20-pentaoxo-1,4,7,10,14-pentaazacycloicosane-11-carboxamide

ID: ALA4065881

PubChem CID: 137632237

Max Phase: Preclinical

Molecular Formula: C42H54N8O8

Molecular Weight: 798.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN[C@H](Cc1ccc(O)cc1)C(=O)N[C@H]1CCCCNC(=O)C[C@@H](C(N)=O)NC(=O)[C@H](Cc2ccccc2)N(C)C(=O)CNC(=O)[C@H](Cc2ccccc2)N(C)C1=O

Standard InChI:  InChI=1S/C42H54N8O8/c1-44-33(22-29-17-19-30(51)20-18-29)39(55)47-31-16-10-11-21-45-36(52)25-32(38(43)54)48-41(57)35(24-28-14-8-5-9-15-28)49(2)37(53)26-46-40(56)34(50(3)42(31)58)23-27-12-6-4-7-13-27/h4-9,12-15,17-20,31-35,44,51H,10-11,16,21-26H2,1-3H3,(H2,43,54)(H,45,52)(H,46,56)(H,47,55)(H,48,57)/t31-,32-,33+,34-,35-/m0/s1

Standard InChI Key:  PEZJCFGQIAQZFC-LMOJIFKQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4065881

   ---

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: 798.94

Molecular Weight (Monoisotopic): 798.4065

AlogP: -0.08

#Rotatable Bonds: 10

Polar Surface Area: 232.37

Molecular Species: NEUTRAL

HBA: 9

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.50

CX Basic pKa: 8.31

CX LogP: -0.03

CX LogD: -0.81

Aromatic Rings: 3

Heavy Atoms: 58

QED Weighted: 0.15

Np Likeness Score: 0.49

References

1. Adamska-Bartłomiejczyk A, Janecka A, Szabó MR, Cerlesi MC, Calo G, Kluczyk A, Tömböly C, Borics A..  (2017)  Cyclic mu-opioid receptor ligands containing multiple N-methylated amino acid residues.,  27  (8): [PMID:28318942] [10.1016/j.bmcl.2017.03.016]

Source

Source(1):

• Scientific Literature