NPASS drugs

Drug Information

Drug ID:	NPD2060
Drug Name:	Piribedil
Molecular Formula:	C16H18N4O2
Canonical SMILES:	c1cnc(nc1)N1CCN(CC1)Cc1ccc2c(c1)OCO2
Standard InCHI:	InChI=1S/C16H18N4O2/c1-4-17-16(18-5-1)20-8-6-19(7-9-20)11-13-2-3-14-15(10-13)22-12-21-14/h1-5,10H,6-9,11-12H2
Standard InCHIKey:	OQDPVLVUJFGPGQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2060

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	516
0.1-0.2	3692
0.2-0.3	9139
0.3-0.4	6097
0.4-0.5	8513
0.5-0.6	2458
0.6-0.7	421
0.7-0.8	54
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	0.7861	NPC477019
Intermediate Similarity	0.782	NPC308906
Intermediate Similarity	0.7805	NPC313189
Intermediate Similarity	0.7725	NPC12100
Intermediate Similarity	0.7718	NPC135549
Intermediate Similarity	0.7703	NPC296482
Intermediate Similarity	0.7703	NPC202768
Intermediate Similarity	0.7703	NPC53069
Intermediate Similarity	0.7685	NPC234197
Intermediate Similarity	0.7664	NPC17305
Intermediate Similarity	0.7619	NPC96405
Intermediate Similarity	0.7619	NPC171409
Intermediate Similarity	0.76	NPC477796
Intermediate Similarity	0.76	NPC477806
Intermediate Similarity	0.76	NPC477795
Intermediate Similarity	0.76	NPC477805
Intermediate Similarity	0.7512	NPC195268
Intermediate Similarity	0.7512	NPC133140
Intermediate Similarity	0.7463	NPC476578
Intermediate Similarity	0.7463	NPC4071
Intermediate Similarity	0.7463	NPC476582
Intermediate Similarity	0.7453	NPC251160
Intermediate Similarity	0.7368	NPC16452
Intermediate Similarity	0.7368	NPC476581
Intermediate Similarity	0.7368	NPC36229
Intermediate Similarity	0.7328	NPC56271
Intermediate Similarity	0.7324	NPC242923
Intermediate Similarity	0.7277	NPC290689
Intermediate Similarity	0.7256	NPC149471
Intermediate Similarity	0.7256	NPC271215
Intermediate Similarity	0.7236	NPC206201
Intermediate Similarity	0.7225	NPC31930
Intermediate Similarity	0.7196	NPC188420
Intermediate Similarity	0.7193	NPC30540
Intermediate Similarity	0.7178	NPC204385
Intermediate Similarity	0.7137	NPC472031
Intermediate Similarity	0.7137	NPC472067
Intermediate Similarity	0.7137	NPC472066
Intermediate Similarity	0.713	NPC202605
Intermediate Similarity	0.713	NPC112206
Intermediate Similarity	0.7129	NPC287437
Intermediate Similarity	0.7123	NPC467439
Intermediate Similarity	0.7123	NPC100079
Intermediate Similarity	0.7123	NPC23614
Intermediate Similarity	0.7108	NPC472289
Intermediate Similarity	0.708	NPC160666
Intermediate Similarity	0.7064	NPC235076
Intermediate Similarity	0.7051	NPC472068
Intermediate Similarity	0.7018	NPC162530
Intermediate Similarity	0.7014	NPC46451
Intermediate Similarity	0.7009	NPC470164
Intermediate Similarity	0.7009	NPC323345
Intermediate Similarity	0.7	NPC127085
Intermediate Similarity	0.7	NPC473513
Remote Similarity	0.6968	NPC173080
Remote Similarity	0.6968	NPC204446
Remote Similarity	0.6912	NPC284559
Remote Similarity	0.69	NPC312872
Remote Similarity	0.6886	NPC278525
Remote Similarity	0.6883	NPC295228
Remote Similarity	0.6867	NPC471614
Remote Similarity	0.6864	NPC236668
Remote Similarity	0.6864	NPC266931
Remote Similarity	0.6861	NPC250178
Remote Similarity	0.6853	NPC471178
Remote Similarity	0.6844	NPC118121
Remote Similarity	0.684	NPC253675
Remote Similarity	0.6833	NPC146976
Remote Similarity	0.6814	NPC130570
Remote Similarity	0.6797	NPC22481
Remote Similarity	0.6789	NPC476465
Remote Similarity	0.6742	NPC471603
Remote Similarity	0.6738	NPC108342
Remote Similarity	0.6728	NPC210256
Remote Similarity	0.6714	NPC92111
Remote Similarity	0.6712	NPC82548
Remote Similarity	0.6711	NPC136924
Remote Similarity	0.671	NPC201508
Remote Similarity	0.6709	NPC182907
Remote Similarity	0.6709	NPC189903
Remote Similarity	0.6698	NPC176538
Remote Similarity	0.6696	NPC280272
Remote Similarity	0.6696	NPC46970
Remote Similarity	0.6683	NPC24954
Remote Similarity	0.6681	NPC174049
Remote Similarity	0.6681	NPC166722
Remote Similarity	0.6667	NPC316981
Remote Similarity	0.6667	NPC76748
Remote Similarity	0.6667	NPC124542
Remote Similarity	0.6667	NPC473822
Remote Similarity	0.6667	NPC471177
Remote Similarity	0.6667	NPC59779
Remote Similarity	0.6652	NPC167860
Remote Similarity	0.6652	NPC255800
Remote Similarity	0.6652	NPC96584
Remote Similarity	0.6652	NPC123976
Remote Similarity	0.6651	NPC165349
Remote Similarity	0.6651	NPC274291
Remote Similarity	0.6651	NPC264166
Remote Similarity	0.6651	NPC47059
Remote Similarity	0.6651	NPC329708
Remote Similarity	0.6651	NPC118832
Remote Similarity	0.6651	NPC307963
Remote Similarity	0.6624	NPC210296
Remote Similarity	0.6623	NPC122463
Remote Similarity	0.6621	NPC472111
Remote Similarity	0.662	NPC315957
Remote Similarity	0.6619	NPC296527
Remote Similarity	0.6608	NPC54066
Remote Similarity	0.6606	NPC469589
Remote Similarity	0.6606	NPC174758
Remote Similarity	0.659	NPC232727
Remote Similarity	0.6584	NPC164664
Remote Similarity	0.6584	NPC476518
Remote Similarity	0.6578	NPC416184
Remote Similarity	0.6577	NPC113369
Remote Similarity	0.6575	NPC285558
Remote Similarity	0.6573	NPC329541
Remote Similarity	0.657	NPC470474
Remote Similarity	0.657	NPC144114
Remote Similarity	0.6565	NPC35761
Remote Similarity	0.6564	NPC13397
Remote Similarity	0.6564	NPC213530
Remote Similarity	0.6564	NPC193267
Remote Similarity	0.6564	NPC17565
Remote Similarity	0.6555	NPC99891
Remote Similarity	0.6555	NPC20249
Remote Similarity	0.6552	NPC121658
Remote Similarity	0.6552	NPC237978
Remote Similarity	0.6552	NPC14651
Remote Similarity	0.655	NPC97367
Remote Similarity	0.655	NPC210434
Remote Similarity	0.6546	NPC475959
Remote Similarity	0.6545	NPC475841
Remote Similarity	0.6545	NPC474145
Remote Similarity	0.6544	NPC329793
Remote Similarity	0.6542	NPC280638
Remote Similarity	0.6542	NPC124313
Remote Similarity	0.6537	NPC132631
Remote Similarity	0.6537	NPC103687
Remote Similarity	0.6531	NPC303374
Remote Similarity	0.653	NPC475774
Remote Similarity	0.6527	NPC84164
Remote Similarity	0.6527	NPC207283
Remote Similarity	0.6524	NPC115595
Remote Similarity	0.6518	NPC472098
Remote Similarity	0.6515	NPC93593
Remote Similarity	0.6515	NPC41178
Remote Similarity	0.6515	NPC216459
Remote Similarity	0.6515	NPC138487
Remote Similarity	0.6512	NPC194967
Remote Similarity	0.651	NPC471323
Remote Similarity	0.6497	NPC233029
Remote Similarity	0.6497	NPC210148
Remote Similarity	0.6489	NPC7018
Remote Similarity	0.6482	NPC31311
Remote Similarity	0.6482	NPC234392
Remote Similarity	0.6482	NPC146288
Remote Similarity	0.6481	NPC267928
Remote Similarity	0.6473	NPC208284
Remote Similarity	0.6471	NPC85482
Remote Similarity	0.6468	NPC121772
Remote Similarity	0.6458	NPC295452
Remote Similarity	0.6458	NPC171393
Remote Similarity	0.6457	NPC174672
Remote Similarity	0.6455	NPC476138
Remote Similarity	0.6455	NPC245816
Remote Similarity	0.6453	NPC24019
Remote Similarity	0.645	NPC65277
Remote Similarity	0.6447	NPC476568
Remote Similarity	0.6439	NPC111624
Remote Similarity	0.6438	NPC187145
Remote Similarity	0.6435	NPC251090
Remote Similarity	0.6435	NPC473053
Remote Similarity	0.6434	NPC51854
Remote Similarity	0.6432	NPC274982
Remote Similarity	0.6419	NPC289786
Remote Similarity	0.6418	NPC216816
Remote Similarity	0.6418	NPC177404
Remote Similarity	0.6416	NPC469592
Remote Similarity	0.6416	NPC471080
Remote Similarity	0.6411	NPC477891
Remote Similarity	0.641	NPC314954
Remote Similarity	0.6408	NPC183537
Remote Similarity	0.6406	NPC224928
Remote Similarity	0.6398	NPC469554
Remote Similarity	0.6393	NPC9729
Remote Similarity	0.639	NPC39092
Remote Similarity	0.6386	NPC150447
Remote Similarity	0.6382	NPC292003
Remote Similarity	0.6372	NPC26679
Remote Similarity	0.6372	NPC79213
Remote Similarity	0.6372	NPC264176
Remote Similarity	0.6368	NPC474595
Remote Similarity	0.6364	NPC287588
Remote Similarity	0.6364	NPC316756
Remote Similarity	0.6356	NPC470020
Remote Similarity	0.6343	NPC226202
Remote Similarity	0.6341	NPC77878
Remote Similarity	0.6339	NPC287208

Drug Structure

NPD2060 OpenBabel08211701392D 22 25 0 0 0 0 0 0 0 0999 V2000 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6010 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 1.1910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 2.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 1 5 1 0 0 0 0 2 3 2 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 17 1 0 0 0 0 5 18 2 0 0 0 0 6 8 1 0 0 0 0 6 19 1 0 0 0 0 7 9 1 0 0 0 0 7 19 1 0 0 0 0 8 20 1 0 0 0 0 9 20 1 0 0 0 0 10 13 2 0 0 0 0 10 15 1 0 0 0 0 11 13 1 0 0 0 0 11 19 1 0 0 0 0 12 21 1 0 0 0 0 12 22 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	298.14
ALogP	-0.2183
MLogP	2.56
XLogP	1.52
HDA	4
HBD	0
Rotatable Bonds	3
TPSA	50.72
RO5 Violation	0