NIRAPARIB

Search structure
Synonyms:
Status: Approved (2017)
Entry Type: Small molecule
Molecule Category: Parent
ATC: L01XK02
UNII: HMC2H89N35

Structure
InChI Key PCHKPVIQAHNQLW-CQSZACIVSA-N
Smile NC(=O)c1cccc2cn(-c3ccc([C@@H]4CCCNC4)cc3)nc12
InChI
InChI=1S/C19H20N4O/c20-19(24)17-5-1-3-15-12-23(22-18(15)17)16-8-6-13(7-9-16)14-4-2-10-21-11-14/h1,3,5-9,12,14,21H,2,4,10-11H2,(H2,20,24)/t14-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H20N4O
Molecular Weight 320.4
AlogP 2.59
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 3.0
Polar Surface Area 72.94
Molecular species BASE
Aromatic Rings 3.0
Heavy Atoms 24.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Poly [ADP-ribose] polymerase-1 inhibitor PubMed FDA
Primary Target
poly(ADP-ribose) polymerase 1
poly(ADP-ribose) polymerase 2
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Transferase
200-31000 2-132 - 3 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Ovarian Neoplasms 3 D010051 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Hereditary Breast and Ovarian Cancer Syndrome 3 D061325 ClinicalTrials
Small Cell Lung Carcinoma 3 D055752 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Ovarian Neoplasms 3 D010051 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Ovarian Neoplasms 3 D010051 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 3 D064129 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 3 D002289 ClinicalTrials
Carcinoma, Squamous Cell 2 D002294 ClinicalTrials
Pancreatic Neoplasms 2 D010190 ClinicalTrials
Urinary Bladder Neoplasms 2 D001749 ClinicalTrials
Endometrial Neoplasms 2 D016889 ClinicalTrials
Endometrial Neoplasms 2 D016889 ClinicalTrials
Endometrial Neoplasms 2 D016889 ClinicalTrials
Prostatic Neoplasms 2 D011471 ClinicalTrials
Carcinoma, Squamous Cell 2 D002294 ClinicalTrials
Carcinoma, Pancreatic Ductal 2 D021441 ClinicalTrials
Lymphoma 2 D008223 ClinicalTrials
Prostatic Neoplasms 2 D011471 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Colorectal Neoplasms 2 D015179 ClinicalTrials
Glioblastoma 2 D005909 ClinicalTrials
Uterine Cervical Neoplasms 2 D002583 ClinicalTrials
Urinary Bladder Neoplasms 2 D001749 ClinicalTrials
Uterine Cervical Neoplasms 2 D002583 ClinicalTrials
Head and Neck Neoplasms 2 D006258 ClinicalTrials
Mesothelioma 2 D008654 ClinicalTrials
Prostatic Neoplasms 2 D011471 ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell 1 D015451 ClinicalTrials
Peritoneal Neoplasms 1 D010534 ClinicalTrials
Fallopian Tube Neoplasms 1 D005185 ClinicalTrials
Rectal Neoplasms 1 D012004 ClinicalTrials
Urogenital Neoplasms 1 D014565 ClinicalTrials
Sarcoma, Ewing 1 D012512 ClinicalTrials
Lung Neoplasms 1 D008175 ClinicalTrials
Stomach Neoplasms 1 D013274 ClinicalTrials

Related Entries

MCS

Salt

Cross References

Resources Reference
CAS NUMBER 1038915-60-4
ChEMBL CHEMBL1094636
DrugBank DB11793
DrugCentral 5222
EPA CompTox DTXSID50146129
FDA SRS HMC2H89N35
Guide to Pharmacology 8275
PDB 3JD
PharmGKB PA166131610
PubChem 24958200
SureChEMBL SCHEMBL1421875
ZINC ZINC000043206370
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