N-Cyclopropylmethyl-7alpha-4'-(N''-p-tosyl)piperazinyl)phenyl-6,14-endoethanotetrahydronorthebaine

ID: ALA4559381

PubChem CID: 155557854

Max Phase: Preclinical

Molecular Formula: C41H49N3O5S

Molecular Weight: 695.93

Molecule Type: Unknown

Associated Items:

Bioactivity Summary Target Summary Assay Summary

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES: COc1ccc2c3c1O[C@H]1[C@@]4(OC)CC[C@@]5(C[C@@H]4c4ccc(N6CCN(S(=O)(=O)c7ccc(C)cc7)CC6)cc4)[C@@H](C2)N(CC2CC2)CC[C@]315

Standard InChI: InChI=1S/C41H49N3O5S/c1-27-4-13-32(14-5-27)50(45,46)44-22-20-42(21-23-44)31-11-8-29(9-12-31)33-25-39-16-17-41(33,48-3)38-40(39)18-19-43(26-28-6-7-28)35(39)24-30-10-15-34(47-2)37(49-38)36(30)40/h4-5,8-15,28,33,35,38H,6-7,16-26H2,1-3H3/t33-,35-,38-,39-,40+,41-/m1/s1

Standard InChI Key: QZJQUUHQKXHSEF-GQGKZFSZSA-N

Molfile:

 
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Associated Targets(non-human)

Oprm1 Mu opioid receptor (6060 Activities)

Discover Target: Oprm1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Oprd1 Delta opioid receptor (3911 Activities)

Discover Target: Oprd1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Unknown	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 695.93	Molecular Weight (Monoisotopic): 695.3393	AlogP: 5.91	#Rotatable Bonds: 8
Polar Surface Area: 71.55	Molecular Species: BASE	HBA: 7	HBD: ┄
#RO5 Violations: 2	HBA (Lipinski): 8	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): 2
CX Acidic pKa: ┄	CX Basic pKa: 10.10	CX LogP: 6.05	CX LogD: 3.41
Aromatic Rings: 3	Heavy Atoms: 50	QED Weighted: 0.29	Np Likeness Score: 0.03

References

1. Xiao L, Wang Y, Zhang M, Wu W, Kong L, Ma Y, Xu X, Liu X, He Q, Qian Y, Sun H, Wu H, Lin C, Huang H, Ye R, Jiang S, Ye RF, Yuan C, Fang S, Xue D, Yang X, Chen H, Zheng Y, Yu L, Xie Q, Zheng L, Fu W, Li W, Qiu Z, Liu J, Shao L.. (2019) Discovery of a Highly Selective and Potent κ Opioid Receptor Agonist from N-Cyclopropylmethyl-7α-phenyl-6,14-endoethanotetrahydronorthebaines with Reduced Central Nervous System (CNS) Side Effects Navigated by the Message-Address Concept., 62 (24): [PMID:31738550] [10.1021/acs.jmedchem.9b00857]

N-Cyclopropylmethyl-7alpha-4'-(N''-p-tosyl)piperazinyl)phenyl-6,14-endoethanotetrahydronorthebaine

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source