(2S,5S,8S,16R)-2,5-dibenzyl-16-((S)-3-(4-hydroxyphenyl)-2-(methylamino)propanamido)-1,4-dimethyl-3,6,10,17-tetraoxo-1,4,7,11-tetraazacycloheptadecane-8-carboxamide

ID: ALA4081400

PubChem CID: 137646216

Max Phase: Preclinical

Molecular Formula: C40H51N7O7

Molecular Weight: 741.89

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)[C@H](Cc2ccccc2)N(C)C1=O

Standard InChI:  InChI=1S/C40H51N7O7/c1-42-32(22-28-17-19-29(48)20-18-28)37(51)44-30-16-10-11-21-43-35(49)25-31(36(41)50)45-38(52)33(23-26-12-6-4-7-13-26)46(2)40(54)34(47(3)39(30)53)24-27-14-8-5-9-15-27/h4-9,12-15,17-20,30-34,42,48H,10-11,16,21-25H2,1-3H3,(H2,41,50)(H,43,49)(H,44,51)(H,45,52)/t30-,31+,32+,33+,34+/m1/s1

Standard InChI Key:  RAMKUHVVZZLKEV-OWIQAHIBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4081400

   ---

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: 741.89

Molecular Weight (Monoisotopic): 741.3850

AlogP: 0.81

#Rotatable Bonds: 10

Polar Surface Area: 203.27

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.49

CX Basic pKa: 8.31

CX LogP: 1.08

CX LogD: 0.30

Aromatic Rings: 3

Heavy Atoms: 54

QED Weighted: 0.18

Np Likeness Score: 0.55

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