NPASS drugs

Drug Information

Drug ID:	NPD5513
Drug Name:	Piclozotan
Molecular Formula:	C23H24ClN3O2
Canonical SMILES:	ClC1=COc2c(C(=O)N1CCCCN1CCC(=CC1)c1ccccn1)cccc2
Standard InCHI:	InChI=1S/C23H24ClN3O2/c24-22-17-29-21-9-2-1-7-19(21)23(28)27(22)14-6-5-13-26-15-10-18(11-16-26)20-8-3-4-12-25-20/h1-4,7-10,12,17H,5-6,11,13-16H2
Standard InCHIKey:	URMTUEWUIGOJBW-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5513

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	357
0.1-0.2	2474
0.2-0.3	9624
0.3-0.4	2597
0.4-0.5	11182
0.5-0.6	3393
0.6-0.7	1151
0.7-0.8	112
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	0.7718	NPC174672
Intermediate Similarity	0.7596	NPC470020
Intermediate Similarity	0.7585	NPC287208
Intermediate Similarity	0.7571	NPC236668
Intermediate Similarity	0.7548	NPC174758
Intermediate Similarity	0.7536	NPC146976
Intermediate Similarity	0.7536	NPC193238
Intermediate Similarity	0.75	NPC82548
Intermediate Similarity	0.75	NPC322482
Intermediate Similarity	0.7477	NPC168209
Intermediate Similarity	0.7373	NPC243633
Intermediate Similarity	0.7373	NPC210434
Intermediate Similarity	0.7373	NPC175150
Intermediate Similarity	0.7361	NPC128115
Intermediate Similarity	0.7357	NPC316224
Intermediate Similarity	0.7354	NPC177404
Intermediate Similarity	0.7336	NPC274982
Intermediate Similarity	0.7317	NPC127085
Intermediate Similarity	0.7294	NPC216612
Intermediate Similarity	0.7286	NPC295158
Intermediate Similarity	0.7277	NPC253675
Intermediate Similarity	0.7277	NPC471178
Intermediate Similarity	0.7269	NPC119134
Intermediate Similarity	0.7264	NPC269367
Intermediate Similarity	0.7263	NPC471177
Intermediate Similarity	0.7263	NPC124542
Intermediate Similarity	0.7263	NPC59779
Intermediate Similarity	0.7252	NPC24019
Intermediate Similarity	0.7237	NPC72905
Intermediate Similarity	0.723	NPC146418
Intermediate Similarity	0.7212	NPC477589
Intermediate Similarity	0.7212	NPC477587
Intermediate Similarity	0.7207	NPC471762
Intermediate Similarity	0.7206	NPC198673
Intermediate Similarity	0.7198	NPC123395
Intermediate Similarity	0.7196	NPC264176
Intermediate Similarity	0.7195	NPC470018
Intermediate Similarity	0.7184	NPC78767
Intermediate Similarity	0.7184	NPC473814
Intermediate Similarity	0.7177	NPC295898
Intermediate Similarity	0.7175	NPC278525
Intermediate Similarity	0.7171	NPC93390
Intermediate Similarity	0.7162	NPC74575
Intermediate Similarity	0.7162	NPC157931
Intermediate Similarity	0.7157	NPC195268
Intermediate Similarity	0.7157	NPC133140
Intermediate Similarity	0.7156	NPC172222
Intermediate Similarity	0.715	NPC207851
Intermediate Similarity	0.715	NPC168911
Intermediate Similarity	0.7143	NPC200836
Intermediate Similarity	0.713	NPC66777
Intermediate Similarity	0.713	NPC246381
Intermediate Similarity	0.713	NPC16066
Intermediate Similarity	0.7128	NPC26872
Intermediate Similarity	0.7123	NPC323969
Intermediate Similarity	0.7111	NPC49547
Intermediate Similarity	0.7109	NPC476581
Intermediate Similarity	0.7109	NPC16452
Intermediate Similarity	0.7109	NPC36229
Intermediate Similarity	0.7105	NPC26850
Intermediate Similarity	0.7105	NPC166722
Intermediate Similarity	0.7104	NPC122436
Intermediate Similarity	0.7101	NPC74153
Intermediate Similarity	0.7101	NPC90229
Intermediate Similarity	0.7097	NPC148183
Intermediate Similarity	0.7097	NPC152768
Intermediate Similarity	0.7094	NPC137353
Intermediate Similarity	0.7085	NPC257851
Intermediate Similarity	0.708	NPC22481
Intermediate Similarity	0.7078	NPC17565
Intermediate Similarity	0.7077	NPC476518
Intermediate Similarity	0.7073	NPC56170
Intermediate Similarity	0.7067	NPC239954
Intermediate Similarity	0.7061	NPC472061
Intermediate Similarity	0.7056	NPC142385
Intermediate Similarity	0.7051	NPC50562
Intermediate Similarity	0.7048	NPC90875
Intermediate Similarity	0.7041	NPC121658
Intermediate Similarity	0.7041	NPC249614
Intermediate Similarity	0.7041	NPC14651
Intermediate Similarity	0.7039	NPC473821
Intermediate Similarity	0.7035	NPC233334
Intermediate Similarity	0.7035	NPC196718
Intermediate Similarity	0.7031	NPC101350
Intermediate Similarity	0.703	NPC282103
Intermediate Similarity	0.7028	NPC210256
Intermediate Similarity	0.7028	NPC165349
Intermediate Similarity	0.7028	NPC264166
Intermediate Similarity	0.7028	NPC274291
Intermediate Similarity	0.7028	NPC329708
Intermediate Similarity	0.7028	NPC47059
Intermediate Similarity	0.7028	NPC285558
Intermediate Similarity	0.7028	NPC118832
Intermediate Similarity	0.7018	NPC67658
Intermediate Similarity	0.7018	NPC477549
Intermediate Similarity	0.7018	NPC108342
Intermediate Similarity	0.7014	NPC198503
Intermediate Similarity	0.701	NPC44354
Intermediate Similarity	0.7005	NPC74562
Intermediate Similarity	0.7005	NPC151781
Intermediate Similarity	0.7005	NPC316181
Intermediate Similarity	0.7005	NPC135950
Intermediate Similarity	0.7004	NPC141053
Intermediate Similarity	0.7	NPC477586
Intermediate Similarity	0.7	NPC315804
Intermediate Similarity	0.7	NPC477590
Intermediate Similarity	0.7	NPC271792
Intermediate Similarity	0.7	NPC298436
Intermediate Similarity	0.7	NPC73994
Intermediate Similarity	0.7	NPC477588
Intermediate Similarity	0.7	NPC477585
Intermediate Similarity	0.7	NPC313804
Remote Similarity	0.6991	NPC220337
Remote Similarity	0.6987	NPC182907
Remote Similarity	0.6987	NPC189903
Remote Similarity	0.6987	NPC235685
Remote Similarity	0.6986	NPC305984
Remote Similarity	0.6981	NPC53144
Remote Similarity	0.698	NPC46895
Remote Similarity	0.6978	NPC194740
Remote Similarity	0.6974	NPC41717
Remote Similarity	0.6968	NPC472099
Remote Similarity	0.6968	NPC54066
Remote Similarity	0.6967	NPC31930
Remote Similarity	0.696	NPC102593
Remote Similarity	0.6959	NPC308137
Remote Similarity	0.6959	NPC472098
Remote Similarity	0.6959	NPC310211
Remote Similarity	0.6955	NPC314270
Remote Similarity	0.6952	NPC4071
Remote Similarity	0.6952	NPC476582
Remote Similarity	0.6952	NPC476578
Remote Similarity	0.6951	NPC65277
Remote Similarity	0.6948	NPC289086
Remote Similarity	0.6943	NPC470017
Remote Similarity	0.6938	NPC267928
Remote Similarity	0.6936	NPC270515
Remote Similarity	0.6934	NPC211813
Remote Similarity	0.6933	NPC472435
Remote Similarity	0.6919	NPC111624
Remote Similarity	0.6919	NPC477019
Remote Similarity	0.6916	NPC472286
Remote Similarity	0.6916	NPC260434
Remote Similarity	0.6916	NPC472287
Remote Similarity	0.6915	NPC61011
Remote Similarity	0.6915	NPC168486
Remote Similarity	0.6915	NPC222592
Remote Similarity	0.6913	NPC470022
Remote Similarity	0.6912	NPC194040
Remote Similarity	0.6901	NPC317572
Remote Similarity	0.69	NPC14325
Remote Similarity	0.69	NPC28848
Remote Similarity	0.6897	NPC210296
Remote Similarity	0.6897	NPC99891
Remote Similarity	0.6892	NPC150239
Remote Similarity	0.6881	NPC219963
Remote Similarity	0.6881	NPC470474
Remote Similarity	0.6881	NPC202768
Remote Similarity	0.6881	NPC53069
Remote Similarity	0.6881	NPC202605
Remote Similarity	0.6881	NPC112206
Remote Similarity	0.6881	NPC296482
Remote Similarity	0.6878	NPC303658
Remote Similarity	0.6875	NPC103230
Remote Similarity	0.6872	NPC103361
Remote Similarity	0.6872	NPC81535
Remote Similarity	0.6869	NPC327592
Remote Similarity	0.6866	NPC309845
Remote Similarity	0.6866	NPC471304
Remote Similarity	0.6864	NPC91868
Remote Similarity	0.6864	NPC63971
Remote Similarity	0.686	NPC138370
Remote Similarity	0.686	NPC92111
Remote Similarity	0.6859	NPC107287
Remote Similarity	0.6857	NPC224928
Remote Similarity	0.6851	NPC107123
Remote Similarity	0.685	NPC84347
Remote Similarity	0.6846	NPC472436
Remote Similarity	0.6844	NPC473449
Remote Similarity	0.6844	NPC97746
Remote Similarity	0.684	NPC470279
Remote Similarity	0.684	NPC315957
Remote Similarity	0.6838	NPC15406
Remote Similarity	0.6838	NPC75179
Remote Similarity	0.6837	NPC317373
Remote Similarity	0.6833	NPC169402
Remote Similarity	0.683	NPC478141
Remote Similarity	0.6829	NPC118084
Remote Similarity	0.6828	NPC311906
Remote Similarity	0.6827	NPC471448
Remote Similarity	0.6826	NPC170751
Remote Similarity	0.6825	NPC212213
Remote Similarity	0.6825	NPC474916
Remote Similarity	0.6825	NPC472284
Remote Similarity	0.6822	NPC161801
Remote Similarity	0.6818	NPC237740
Remote Similarity	0.6818	NPC116238
Remote Similarity	0.6816	NPC83774
Remote Similarity	0.6816	NPC469439
Remote Similarity	0.6812	NPC76748

Drug Structure

NPD5513 OpenBabel08211708292D 29 32 0 0 0 0 0 0 0 0999 V2000 -3.3941 -0.9014 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7595 0.0295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4053 -1.0504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1360 0.8114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 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 6.9282 -2.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 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 -0.6583 1.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7818 -0.2686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1472 0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0747 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8262 -0.5633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0056 1.3625 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 -0.6772 -1.5522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6472 1.5283 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 7 1 0 0 0 0 2 9 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 12 1 0 0 0 0 5 6 1 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 19 2 0 0 0 0 8 20 2 0 0 0 0 9 21 2 0 0 0 0 10 15 1 0 0 0 0 10 18 2 0 0 0 0 11 16 1 0 0 0 0 11 18 1 0 0 0 0 12 25 2 0 0 0 0 13 26 1 0 0 0 0 14 27 1 0 0 0 0 15 26 1 0 0 0 0 16 26 1 0 0 0 0 17 22 2 0 0 0 0 17 29 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 19 23 1 0 0 0 0 20 25 1 0 0 0 0 21 29 1 0 0 0 0 22 24 1 0 0 0 0 22 27 1 0 0 0 0 23 27 1 0 0 0 0 23 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001394
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9801640
ChEBI
CAS Number

Drug Properties

Molecular Weight	409.16
ALogP	-0.3358
MLogP	3.33
XLogP	4.854
HDA	4
HBD	0
Rotatable Bonds	7
TPSA	45.67
RO5 Violation	0