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Details

Stereochemistry ACHIRAL
Molecular Formula C21H19ClN2O2
Molecular Weight 366.841
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of D-159687

SMILES

COC1=C(C=C(CC2=CC=C(NC(N)=O)C=C2)C=C1)C3=CC=CC(Cl)=C3

InChI

InChIKey=RJJLUTWHJUDZFP-UHFFFAOYSA-N
InChI=1S/C21H19ClN2O2/c1-26-20-10-7-15(12-19(20)16-3-2-4-17(22)13-16)11-14-5-8-18(9-6-14)24-21(23)25/h2-10,12-13H,11H2,1H3,(H3,23,24,25)

HIDE SMILES / InChI

Molecular Formula C21H19ClN2O2
Molecular Weight 366.841
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

4LSC379 (D159687) is a small-molecule allosteric modulators of PDE4D that do not completely inhibit enzymatic activity. It has reduced potential to cause emesis, while maintaining biological activity in cellular and in vivo models.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Design of phosphodiesterase 4D (PDE4D) allosteric modulators for enhancing cognition with improved safety.
2010 Jan
Patents

Patents

Sample Use Guides

For day 1 and day 28 of a 28-d repeat dose study at 100 mg/kg (N = 4 per dose) by powder in capsule (PIC). Emesis was not observed in any animal. D159687 was emetic at 600 mg/kg in a single-dose range finding study. Like mouse, dog has the nonprimate Tyr196 amino acid polymorphism in PDE4D. One male and one female monkey were dosed intravenously (IV) with D159687 at 1 mg/kg or orally by gavage (POG) for 5 d at 10 mg/kg in 0.5% HPMC (hydroxypropyl methylcellulose), 0.5% poloxamer 188, 0.4% Tween 80. Emesis was not observed in either monkey. D159687 was emetic at 30 mg/kg in a single-dose range finding study.
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:44:24 GMT 2025
Edited
by admin
on Mon Mar 31 22:44:24 GMT 2025
Record UNII
4T436CO8BT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
D-159687
Common Name English
UREA, N-(4-((3'-CHLORO-6-METHOXY(1,1'-BIPHENYL)-3-YL)METHYL)PHENYL)-
Preferred Name English
Code System Code Type Description
EPA CompTox
DTXSID40151141
Created by admin on Mon Mar 31 22:44:24 GMT 2025 , Edited by admin on Mon Mar 31 22:44:24 GMT 2025
PRIMARY
CAS
1155877-97-6
Created by admin on Mon Mar 31 22:44:24 GMT 2025 , Edited by admin on Mon Mar 31 22:44:24 GMT 2025
PRIMARY
PUBCHEM
57703712
Created by admin on Mon Mar 31 22:44:24 GMT 2025 , Edited by admin on Mon Mar 31 22:44:24 GMT 2025
PRIMARY
FDA UNII
4T436CO8BT
Created by admin on Mon Mar 31 22:44:24 GMT 2025 , Edited by admin on Mon Mar 31 22:44:24 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY