NPASS drugs

Drug Information

Drug ID:	NPD3439
Drug Name:	Pirenzepine
Molecular Formula:	C19H21N5O2
Canonical SMILES:	CN1CCN(CC1)CC(=O)N1c2ccccc2C(=Nc2c1nccc2)O
Standard InCHI:	InChI=1S/C19H21N5O2/c1-22-9-11-23(12-10-22)13-17(25)24-16-7-3-2-5-14(16)19(26)21-15-6-4-8-20-18(15)24/h2-8H,9-13H2,1H3,(H,21,26)
Standard InCHIKey:	RMHMFHUVIITRHF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3439

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	324
0.1-0.2	2969
0.2-0.3	10349
0.3-0.4	12277
0.4-0.5	2343
0.5-0.6	1790
0.6-0.7	814
0.7-0.8	24
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7283	NPC471178
Intermediate Similarity	0.7268	NPC471177
Intermediate Similarity	0.7268	NPC124542
Intermediate Similarity	0.7268	NPC472289
Intermediate Similarity	0.7268	NPC59779
Intermediate Similarity	0.7258	NPC164664
Intermediate Similarity	0.7236	NPC212213
Intermediate Similarity	0.7196	NPC150048
Intermediate Similarity	0.7196	NPC203754
Intermediate Similarity	0.7177	NPC147983
Intermediate Similarity	0.7177	NPC177996
Intermediate Similarity	0.7176	NPC116622
Intermediate Similarity	0.7128	NPC105758
Intermediate Similarity	0.7128	NPC476688
Intermediate Similarity	0.7128	NPC476686
Intermediate Similarity	0.7127	NPC471132
Intermediate Similarity	0.7112	NPC278874
Intermediate Similarity	0.7067	NPC242923
Intermediate Similarity	0.7065	NPC239954
Intermediate Similarity	0.7035	NPC198673
Intermediate Similarity	0.7027	NPC25899
Intermediate Similarity	0.7011	NPC29702
Intermediate Similarity	0.7005	NPC471130
Intermediate Similarity	0.7	NPC208060
Remote Similarity	0.6995	NPC24864
Remote Similarity	0.6995	NPC16659
Remote Similarity	0.6989	NPC88970
Remote Similarity	0.6989	NPC224632
Remote Similarity	0.6986	NPC54981
Remote Similarity	0.698	NPC168911
Remote Similarity	0.698	NPC474916
Remote Similarity	0.6976	NPC200836
Remote Similarity	0.6976	NPC53144
Remote Similarity	0.6963	NPC317054
Remote Similarity	0.6963	NPC469938
Remote Similarity	0.6961	NPC288445
Remote Similarity	0.6959	NPC477891
Remote Similarity	0.6952	NPC478182
Remote Similarity	0.6952	NPC471603
Remote Similarity	0.6943	NPC265710
Remote Similarity	0.6941	NPC212125
Remote Similarity	0.6927	NPC211813
Remote Similarity	0.6923	NPC48938
Remote Similarity	0.6919	NPC282247
Remote Similarity	0.6904	NPC94752
Remote Similarity	0.6898	NPC48192
Remote Similarity	0.6872	NPC144114
Remote Similarity	0.6862	NPC97367
Remote Similarity	0.6856	NPC248462
Remote Similarity	0.685	NPC117244
Remote Similarity	0.685	NPC473763
Remote Similarity	0.6845	NPC131718
Remote Similarity	0.6845	NPC57398
Remote Similarity	0.6842	NPC471313
Remote Similarity	0.6842	NPC471311
Remote Similarity	0.6842	NPC71238
Remote Similarity	0.6831	NPC40070
Remote Similarity	0.6828	NPC129721
Remote Similarity	0.6818	NPC328029
Remote Similarity	0.6806	NPC272174
Remote Similarity	0.6804	NPC473380
Remote Similarity	0.6804	NPC240088
Remote Similarity	0.6791	NPC293487
Remote Similarity	0.6789	NPC98187
Remote Similarity	0.6789	NPC56233
Remote Similarity	0.6789	NPC41717
Remote Similarity	0.6787	NPC477175
Remote Similarity	0.6787	NPC470730
Remote Similarity	0.6777	NPC85273
Remote Similarity	0.6774	NPC474896
Remote Similarity	0.6772	NPC476118
Remote Similarity	0.6772	NPC162268
Remote Similarity	0.6763	NPC328596
Remote Similarity	0.6763	NPC328318
Remote Similarity	0.6757	NPC475969
Remote Similarity	0.6757	NPC475859
Remote Similarity	0.6744	NPC306397
Remote Similarity	0.6743	NPC31097
Remote Similarity	0.674	NPC471323
Remote Similarity	0.6733	NPC324149
Remote Similarity	0.6727	NPC2497
Remote Similarity	0.6727	NPC103687
Remote Similarity	0.6727	NPC132631
Remote Similarity	0.6726	NPC165743
Remote Similarity	0.6718	NPC326575
Remote Similarity	0.6714	NPC243850
Remote Similarity	0.6712	NPC470729
Remote Similarity	0.6712	NPC130570
Remote Similarity	0.6712	NPC69843
Remote Similarity	0.6712	NPC477176
Remote Similarity	0.6711	NPC295452
Remote Similarity	0.6711	NPC171393
Remote Similarity	0.6702	NPC478183
Remote Similarity	0.6702	NPC49217
Remote Similarity	0.67	NPC254762
Remote Similarity	0.6699	NPC473376
Remote Similarity	0.6698	NPC470731
Remote Similarity	0.6686	NPC256893
Remote Similarity	0.6684	NPC473057
Remote Similarity	0.6684	NPC478184
Remote Similarity	0.6684	NPC158129
Remote Similarity	0.6684	NPC102423
Remote Similarity	0.6682	NPC474877
Remote Similarity	0.6682	NPC308906
Remote Similarity	0.6667	NPC213629
Remote Similarity	0.6667	NPC243058
Remote Similarity	0.6667	NPC254798
Remote Similarity	0.6667	NPC317373
Remote Similarity	0.665	NPC265576
Remote Similarity	0.6649	NPC313791
Remote Similarity	0.6649	NPC212742
Remote Similarity	0.6647	NPC165370
Remote Similarity	0.6633	NPC285923
Remote Similarity	0.6633	NPC207851
Remote Similarity	0.6633	NPC64436
Remote Similarity	0.6633	NPC203635
Remote Similarity	0.6633	NPC228835
Remote Similarity	0.6633	NPC284678
Remote Similarity	0.6632	NPC473764
Remote Similarity	0.6632	NPC470203
Remote Similarity	0.6632	NPC32534
Remote Similarity	0.6632	NPC314940
Remote Similarity	0.6632	NPC91895
Remote Similarity	0.6632	NPC478185
Remote Similarity	0.6631	NPC120070
Remote Similarity	0.6622	NPC107160
Remote Similarity	0.662	NPC470732
Remote Similarity	0.6619	NPC475070
Remote Similarity	0.6619	NPC327592
Remote Similarity	0.6618	NPC313421
Remote Similarity	0.6607	NPC477177
Remote Similarity	0.6604	NPC287208
Remote Similarity	0.6592	NPC251722
Remote Similarity	0.6592	NPC314102
Remote Similarity	0.6591	NPC324611
Remote Similarity	0.6591	NPC471322
Remote Similarity	0.6579	NPC470204
Remote Similarity	0.6578	NPC259644
Remote Similarity	0.6578	NPC469763
Remote Similarity	0.6578	NPC25008
Remote Similarity	0.6578	NPC469786
Remote Similarity	0.6578	NPC469760
Remote Similarity	0.6578	NPC469765
Remote Similarity	0.6578	NPC73952
Remote Similarity	0.6573	NPC174672
Remote Similarity	0.6573	NPC174758
Remote Similarity	0.6567	NPC90415
Remote Similarity	0.6566	NPC15840
Remote Similarity	0.6561	NPC40455
Remote Similarity	0.6561	NPC64216
Remote Similarity	0.6558	NPC471194
Remote Similarity	0.6558	NPC6865
Remote Similarity	0.6558	NPC153980
Remote Similarity	0.6558	NPC471193
Remote Similarity	0.6554	NPC184437
Remote Similarity	0.6553	NPC470787
Remote Similarity	0.6553	NPC472539
Remote Similarity	0.6553	NPC472540
Remote Similarity	0.655	NPC470003
Remote Similarity	0.655	NPC165495
Remote Similarity	0.6549	NPC63279
Remote Similarity	0.6548	NPC219848
Remote Similarity	0.6547	NPC186351
Remote Similarity	0.6545	NPC225018
Remote Similarity	0.6543	NPC212376
Remote Similarity	0.6543	NPC75540
Remote Similarity	0.6543	NPC70922
Remote Similarity	0.6543	NPC80597
Remote Similarity	0.6543	NPC476219
Remote Similarity	0.6543	NPC211572
Remote Similarity	0.6541	NPC470111
Remote Similarity	0.654	NPC118832
Remote Similarity	0.654	NPC329708
Remote Similarity	0.654	NPC274291
Remote Similarity	0.654	NPC47059
Remote Similarity	0.654	NPC470500
Remote Similarity	0.654	NPC472259
Remote Similarity	0.654	NPC165349
Remote Similarity	0.654	NPC264166
Remote Similarity	0.6534	NPC476687
Remote Similarity	0.6534	NPC476685
Remote Similarity	0.6534	NPC476689
Remote Similarity	0.6533	NPC219963
Remote Similarity	0.6533	NPC266551
Remote Similarity	0.6533	NPC161887
Remote Similarity	0.653	NPC315804
Remote Similarity	0.653	NPC313804
Remote Similarity	0.6528	NPC108469
Remote Similarity	0.6526	NPC471122
Remote Similarity	0.6526	NPC82548
Remote Similarity	0.6524	NPC182507
Remote Similarity	0.6522	NPC472542
Remote Similarity	0.6522	NPC472541
Remote Similarity	0.652	NPC297642
Remote Similarity	0.6518	NPC156003
Remote Similarity	0.6516	NPC312942
Remote Similarity	0.6516	NPC253987
Remote Similarity	0.6516	NPC327095
Remote Similarity	0.6515	NPC11126
Remote Similarity	0.6515	NPC12649

Drug Structure

NPD3439 OpenBabel08211703112D 27 30 0 0 0 0 0 0 0 0999 V2000 7.3433 -2.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6669 2.2848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4000 1.6046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1452 -2.5860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7114 1.9900 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3677 -1.6110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1775 0.6297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8104 -2.8807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6113 -2.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4773 -1.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7452 -2.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6113 -0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8792 -0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4888 1.0151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3653 -0.9309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2219 0.3349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0132 -1.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3209 -1.2256 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5434 -2.2006 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4773 -2.1623 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.7452 -1.1623 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1472 -0.6623 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0132 -2.1623 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0633 1.6923 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3706 2.5932 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 3 2 0 0 0 0 2 5 1 0 0 0 0 3 7 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 14 2 0 0 0 0 6 15 1 0 0 0 0 7 16 2 0 0 0 0 8 20 2 0 0 0 0 9 11 1 0 0 0 0 9 22 1 0 0 0 0 10 12 1 0 0 0 0 10 22 1 0 0 0 0 11 23 1 0 0 0 0 12 23 1 0 0 0 0 13 17 1 0 0 0 0 13 23 1 0 0 0 0 14 16 1 0 0 0 0 14 19 1 0 0 0 0 15 18 2 0 0 0 0 15 21 1 0 0 0 0 16 24 1 0 0 0 0 17 24 1 0 0 0 0 17 25 2 0 0 0 0 18 20 1 0 0 0 0 18 24 1 0 0 0 0 19 21 2 0 0 0 0 19 26 1 0 0 0 0 26 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000492
DrugBank	DB00670
ChEMBL	CHEMBL9967
IUPHAR/BPS	328
PharmaGKB	PA10159
KEGG Drug
PubChem CID	4848
ChEBI	8247
CAS Number	28797-61-7

Drug Properties

Molecular Weight	351.17
ALogP	-0.7431
MLogP	2.78
XLogP	2.149
HDA	7
HBD	1
Rotatable Bonds	5
TPSA	72.27
RO5 Violation	0