(1R,14S,15R)-25-benzyl-4,25-diazahexacyclo[13.7.3.0^{1,14}.0^{3,12}.0^{5,10}.0^{17,22}]pentacosa-3(12),4,6,8,10,17,19,21-octaene-14,20-diol

ID: ALA1270382

Chembl Id: CHEMBL1270382

PubChem CID: 52943375

Max Phase: Preclinical

Molecular Formula: C30H28N2O2

Molecular Weight: 448.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc2c(c1)[C@]13CCN(Cc4ccccc4)[C@H](C2)[C@]1(O)Cc1cc2ccccc2nc1C3

Standard InChI:  InChI=1S/C30H28N2O2/c33-24-11-10-21-15-28-30(34)17-23-14-22-8-4-5-9-26(22)31-27(23)18-29(30,25(21)16-24)12-13-32(28)19-20-6-2-1-3-7-20/h1-11,14,16,28,33-34H,12-13,15,17-19H2/t28-,29-,30-/m1/s1

Standard InChI Key:  XTDMXQAQZMTUSH-IDZRBWSNSA-N

Alternative Forms

1. Parent:

   

   ALA1270382

   (1R,14S,15R)-25-benzyl-4,25-diazahexacyclo[13.7.3.01,14.03,12.05,10.017,22]pentacosa-3,5,7,9,11,17(22),18,20-octaene-14,20-diol

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: 448.57

Molecular Weight (Monoisotopic): 448.2151

AlogP: 4.54

#Rotatable Bonds: 2

Polar Surface Area: 56.59

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.21

CX Basic pKa: 8.59

CX LogP: 4.76

CX LogD: 3.71

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.47

Np Likeness Score: 0.46

References

1. Nagase H, Nemoto T, Matsubara A, Saito M, Yamamoto N, Osa Y, Hirayama S, Nakajima M, Nakao K, Mochizuki H, Fujii H..  (2010)  Design and synthesis of KNT-127, a δ-opioid receptor agonist effective by systemic administration.,  20  (21): [PMID:20850307] [10.1016/j.bmcl.2010.08.083]

2. Iio K, Kutsumura N, Nagumo Y, Saitoh T, Tokuda A, Hashimoto K, Yamamoto N, Kise R, Inoue A, Mizoguchi H, Nagase H..  (2022)  Synthesis of unnatural morphinan compounds to induce itch-like behaviors in mice: Towards the development of MRGPRX2 selective ligands.,  56  [PMID:34861349] [10.1016/j.bmcl.2021.128485]

Source

Source(1):

• Scientific Literature