SSR-69071

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NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C27H32N4O7S
Molecular Weight	556.631
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of SSR-69071

Structure Search

SMILES

COC1=CC2=C(C(=O)N(COC3=CC(=O)N4C=CC=C(OCCN5CCCCC5)C4=N3)S2(=O)=O)C(=C1)C(C)C

InChI

InChIKey=DRZXDZYWZSKFDL-UHFFFAOYSA-N

InChI=1S/C27H32N4O7S/c1-18(2)20-14-19(36-3)15-22-25(20)27(33)31(39(22,34)35)17-38-23-16-24(32)30-11-7-8-21(26(30)28-23)37-13-12-29-9-5-4-6-10-29/h7-8,11,14-16,18H,4-6,9-10,12-13,17H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C27H32N4O7S
Molecular Weight	556.631
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Targets

Primary Target	Pharmacology	Condition	Potency
Neutrophil elastase 5 Target ID: P08246 Gene ID: 1991.0 Gene Symbol: ELANE Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/12606659	Inhibitor 8297		0.0168 nM [Ki]

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:47:15 UTC 2023` Edited by `admin` on `Sat Dec 16 08:47:15 UTC 2023`
Record UNII	Z96REB2D8H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SSR-69071

Code

English

4-ISOPROPYL-6-METHOXY-1,1-DIOXO-2-((4-OXO-9-(2-(1-PIPERIDYL)ETHOXY)PYRIDO(1,2-A)PYRIMIDIN-2-YL)OXYMETHYL)-1,2-BENZOTHIAZOL-3-ONE

Systematic Name

English

4H-PYRIDO(1,2-A)PYRIMIDIN-4-ONE, 2-((6-METHOXY-4-(1-METHYLETHYL)-1,1-DIOXIDO-3-OXO-1,2-BENZISOTHIAZOL-2(3H)-YL)METHOXY)-9-(2-(1-PIPERIDINYL)ETHOXY)-

Systematic Name

English

2-((6-METHOXY-1,1-DIOXIDO-3-OXO-4-(PROPAN-2-YL)-1,2-BENZOTHIAZOL-2(3H)-YL)METHOXY)-9-(2-(PIPERIDIN-1-YL)ETHOXY)-4H-PYRIDO(1,2-A)PYRIMIDIN-4-ONE

Systematic Name

English

SSR69071

Code

English

2-(4-ISOPROPYL-6-METHOXY-1,1,3-TRIOXO-1,3-DIHYDRO-1LAMBDA*6*-BENZOD)ISOTHIAZOL-2-YLMETHOXY)-9-(2-PIPERIDIN-1-YL-ETHOXY)-PYRIDO1,2-A)PYRIMIDIN-4-ONE

Systematic Name

English

6-METHOXY-1,1-DIOXO-2-((4-OXO-9-(2-PIPERIDIN-1-YLETHOXY)PYRIDO(1,2-A)PYRIMIDIN-2-YL)OXYMETHYL)-4-PROPAN-2-YL-1,2-BENZOTHIAZOL-3-ONE

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID1047368

Created by admin on Sat Dec 16 08:47:15 UTC 2023 , Edited by admin on Sat Dec 16 08:47:15 UTC 2023

PRIMARY

FDA UNII

Z96REB2D8H

Created by admin on Sat Dec 16 08:47:15 UTC 2023 , Edited by admin on Sat Dec 16 08:47:15 UTC 2023

PRIMARY

MANUFACTURER PRODUCT INFORMATION

2-((6-METHOXY-1,1-DIOXIDO-3-OXO-4-(PROPAN-2-YL)-1,2-BENZOTHIAZOL-2(3H)-YL)METHOXY)-9-(2-(PIPERIDIN-1-YL)ETHOXY)-4H-PYRIDO(1,2-A)PYRIMIDIN-4-ONE

Created by admin on Sat Dec 16 08:47:15 UTC 2023 , Edited by admin on Sat Dec 16 08:47:15 UTC 2023

PRIMARY

Primary Action: Potent, orally active human leukocyte elastase inhibitor; Biological Description: High affinity, potent inhibitor of human leukocyte elastase (HLE) (IC50 = 3.9 nM). Displays species-selectivity (Ki values are 0.017, 1.70, 3.01, 58 and > 100 nM for human, mouse, rat, rabbit and porcine elastase respectively). Inhibits HLE-induced lung hemorrhage in mice (ID50 = 2.8 mg/kg) and reduces infarct size in an in vivo acute model of coronary ischemia-reperfusion injury. Orally active.

MANUFACTURER PRODUCT INFORMATION

SSR-69071

Created by admin on Sat Dec 16 08:47:15 UTC 2023 , Edited by admin on Sat Dec 16 08:47:15 UTC 2023

PRIMARY

Description: SSR 69071 is a high affinity, potent inhibitor of Neutrophil Elastase (human leukocyte elastase, HLE) (IC50 = 3.9 nM). SSR 69071 displays species-selectivity (Ki values are 0.017, 1.70, 3.01, 58 and > 100 nM for human, mouse, rat, rabbit and porcine elastase respectively).

CAS

344930-95-6

Created by admin on Sat Dec 16 08:47:15 UTC 2023 , Edited by admin on Sat Dec 16 08:47:15 UTC 2023

PRIMARY

PUBCHEM

9872438

Created by admin on Sat Dec 16 08:47:15 UTC 2023 , Edited by admin on Sat Dec 16 08:47:15 UTC 2023

PRIMARY

Related Record Type Details


					Z5P9KR3FZU

SSR-69071 MONOBENZOATE

SALT/SOLVATE -> PARENT

Comments:

Sanofi-Synthlabo (Originator), Chinoin (Code dvelopment); Chronic Obstructive Pulmonary Diseases (COPD); Treatment of, Respiratory Distress Syndrome, Agents for, RESPIRATORY DRUGS, Leukocyte Elastase Inhibitors; Discontinued

Amount:


					U2974059LF

NEUTROPHIL ELASTASE

TARGET -> INHIBITOR

Qualification:

Ki

Amount:

Related Record Type Details


					Z96REB2D8H

SSR-69071

ACTIVE MOIETY

Comments:

SSR69071 is a potent inhibitor of HLE, the inhibition constant (Ki) and the constant for inactivation process (kon) being 0.0168 + 0.0014 nM and 0.183 + 0.013 106 /Msec, respectively. The dissociation rate constant, koff was 3.11 + 0.37 10-6/sec. SSR69071 displays a higher affinity for human elastase than for rat (Ki=3 nM), mice (Ki=1.8 nM) and rabbit (Ki=58 nM) elastases. Bronchoalveolar lavage fluid from mice orally treated with SSR69071 inhibits HLE (ex vivo), and in this model, SSR69071 has a dose-dependent efficacy with an ED50=10.5 mg/kg po. SSR69071 decreases significantly the acute lung haemorrhage induced by HLE (ED50=2.8 mg/kg po) in mice.

Amount:


					Z96REB2D8H

SSR-69071

ACTIVE MOIETY

Comments:

Biological Activity: Orally active, high affinity and potent inhibitor of human leukocyte elastase (HLE) (IC 50 = 3.9 nM). Displays species-selectivity (K i values are 0.017, 1.70, 3.01, 58 and > 100 nM? for human, mouse, rat, rabbit and porcine elastase respectively). In vivo, inhibits HLE-induced lung hemorrhage in mice (ID 50 = 2.8 mg/kg) and reduces infarct size in an acute model of coronary ischemia-reperfusion injury.

Amount: