Details of the Drug

General Information of Drug (ID: DMQ9IO0)

Drug Name

DuP-654

Synonyms

DUP-654; 2-benzylnaphthalen-1-ol; 2-Benzyl-1-naphthol; Dup 654; 36441-32-4; DuP654; 2-(phenylmethyl)-1-naphthol; UNII-96251IH9OJ; 2-Benzyl-1-hydroxynaphthalene; 2-(Phenylmethyl)-1-naphthalenol; BRN 1965326; CHEMBL85000; 96251IH9OJ; 1-Naphthalenol, 2-(phenylmethyl)-; AC1L4NCB; AC1Q7AVK; 2-phenylmethyl1-naphthol; 2-phenylmethyl-1-naphthol; 2-Benzyl-naphthalen-1-ol; 4-06-00-04990 (Beilstein Handbook Reference); SCHEMBL664782; DTXSID00189965; CZTSOXCSVFEFIK-UHFFFAOYSA-N; ZINC1485058; BDBM50004679; 2-Benzyl-naphthalen-1-ol(DuP 654)

Indication

Disease Entry	ICD 11	Status	REF
Pruritus	EC90	Discontinued in Phase 2	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

234.29

Logarithm of the Partition Coefficient (xlogp)

4.7

Rotatable Bond Count (rotbonds)

2

Hydrogen Bond Donor Count (hbonddonor)

1

Hydrogen Bond Acceptor Count (hbondacc)

1

Chemical Identifiers

Formula: C17H14O
IUPAC Name: 2-benzylnaphthalen-1-ol
Canonical SMILES: C1=CC=C(C=C1)CC2=C(C3=CC=CC=C3C=C2)O
InChI: InChI=1S/C17H14O/c18-17-15(12-13-6-2-1-3-7-13)11-10-14-8-4-5-9-16(14)17/h1-11,18H,12H2
InChIKey: CZTSOXCSVFEFIK-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 160268
CAS Number: 36441-32-4
TTD ID: D06UVO

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Arachidonate 5-lipoxygenase (5-LOX)	TT2J34L	LOX5_HUMAN	Inhibitor	[2]

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Molecular Interaction Atlas (MIA)

MIA Detail

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Molecular Expression Atlas of This Drug

The Studied Disease

Pruritus

ICD Disease Classification

EC90

Molecule Name	Molecule Type	Gene Name	p-value	Fold-Change	Z-score
Arachidonate 5-lipoxygenase (5-LOX)	DTT	ALOX5	4.15E-01	-0.06	-0.15

Molecular Expression Atlas (MEA)

MEA Detail

Jump to Detail Molecular Expression Atlas of This Drug

References

1	Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800003690)
2	The lipoxygenase inhibitor 2-phenylmethyl-1-naphthol (DuP 654) is a 12(S)-hydroxyeicosatetraenoic acid receptor antagonist in the human epidermal cell line SCL-II. Skin Pharmacol. 1993;6(2):148-51.