(3S,6R,9S,12R)-3,9-dibenzyl-6-(1H-indol-3-ylmethyl)-1,12-dimethyl-1,4,7,10-tetrazacyclododecane-2,5,8,11-tetrone

ID: ALA5203994

Chembl Id: CHEMBL5203994

PubChem CID: 58372697

Max Phase: Preclinical

Molecular Formula: C33H35N5O4

Molecular Weight: 565.67

Names and Identifiers

Canonical SMILES:  C[C@@H]1C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@H](Cc2c[nH]c3ccccc23)C(=O)N[C@@H](Cc2ccccc2)C(=O)N1C

Standard InChI:  InChI=1S/C33H35N5O4/c1-21-30(39)35-27(17-22-11-5-3-6-12-22)31(40)36-28(19-24-20-34-26-16-10-9-15-25(24)26)32(41)37-29(33(42)38(21)2)18-23-13-7-4-8-14-23/h3-16,20-21,27-29,34H,17-19H2,1-2H3,(H,35,39)(H,36,40)(H,37,41)/t21-,27+,28-,29+/m1/s1

Standard InChI Key:  SPUJYBVQBRVTFJ-UQMGHXSLSA-N

Alternative Forms

1. Parent:

   

   ALA5203994

   cyclo[D-N(Me)Ala-Phe-D-Trp-Phe]

Molecule Features

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: 565.67

Molecular Weight (Monoisotopic): 565.2689

AlogP: 2.51

#Rotatable Bonds: 6

Polar Surface Area: 123.40

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.86

CX Basic pKa: ┄

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.29

Np Likeness Score: 0.61

References

1. Smith MT, Kong D, Kuo A, Imam MZ, Williams CM..  (2022)  Analgesic Opioid Ligand Discovery Based on Nonmorphinan Scaffolds Derived from Natural Sources.,  65  (3.0): [PMID:34995453] [10.1021/acs.jmedchem.0c01915]

Source

Source(1):

• Scientific Literature