ID: ALA4092100

Max Phase: Preclinical

Molecular Formula: C22H30ClN3O4

Molecular Weight: 435.95

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)N1CCN(C(=O)Cc2cccc(Cl)c2)[C@@H]2[C@@H](N3CC[C@H](O)C3)CCC[C@@H]21

Standard InChI:  InChI=1S/C22H30ClN3O4/c1-30-22(29)25-10-11-26(20(28)13-15-4-2-5-16(23)12-15)21-18(6-3-7-19(21)25)24-9-8-17(27)14-24/h2,4-5,12,17-19,21,27H,3,6-11,13-14H2,1H3/t17-,18-,19-,21+/m0/s1

Standard InChI Key:  AUUZIEHJJBQQIG-VNYTWHDVSA-N

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

Properties

Molecular Weight: 435.95

Molecular Weight (Monoisotopic): 435.1925

AlogP: 2.15

#Rotatable Bonds: 3

Polar Surface Area: 73.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.50

CX LogP: 1.86

CX LogD: 0.73

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.79

Np Likeness Score: -0.40

References

1. Soeberdt M, Molenveld P, Storcken RP, Bouzanne des Mazery R, Sterk GJ, Autar R, Bolster MG, Wagner C, Aerts SN, van Holst FR, Wegert A, Tangherlini G, Frehland B, Schepmann D, Metze D, Lotts T, Knie U, Lin KY, Huang TY, Lai CC, Ständer S, Wünsch B, Abels C..  (2017)  Design and Synthesis of Enantiomerically Pure Decahydroquinoxalines as Potent and Selective κ-Opioid Receptor Agonists with Anti-Inflammatory Activity in Vivo.,  60  (6): [PMID:28218838] [10.1021/acs.jmedchem.6b01868]

Source

Source(1):

• Scientific Literature