NPASS drugs

Drug Information

Drug ID:	NPD3599
Drug Name:	Rotigotine
Molecular Formula:	C19H25NOS
Canonical SMILES:	CCCN([C@H]1CCc2c(C1)cccc2O)CCc1cccs1
Standard InCHI:	InChI=1S/C19H25NOS/c1-2-11-20(12-10-17-6-4-13-22-17)16-8-9-18-15(14-16)5-3-7-19(18)21/h3-7,13,16,21H,2,8-12,14H2,1H3/t16-/m0/s1
Standard InCHIKey:	KFQYTPMOWPVWEJ-INIZCTEOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3599

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	203
0.1-0.2	1308
0.2-0.3	7102
0.3-0.4	6118
0.4-0.5	10539
0.5-0.6	4976
0.6-0.7	636
0.7-0.8	8
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	0.7347	NPC126859
Intermediate Similarity	0.7347	NPC259665
Intermediate Similarity	0.7347	NPC89769
Intermediate Similarity	0.7329	NPC8305
Intermediate Similarity	0.7329	NPC66177
Intermediate Similarity	0.7329	NPC268763
Intermediate Similarity	0.7162	NPC124802
Intermediate Similarity	0.7006	NPC297322
Remote Similarity	0.6908	NPC149379
Remote Similarity	0.6859	NPC170170
Remote Similarity	0.6859	NPC211468
Remote Similarity	0.6859	NPC219233
Remote Similarity	0.6832	NPC476151
Remote Similarity	0.6815	NPC323123
Remote Similarity	0.6813	NPC185838
Remote Similarity	0.677	NPC476444
Remote Similarity	0.6748	NPC103379
Remote Similarity	0.6748	NPC477565
Remote Similarity	0.6741	NPC289381
Remote Similarity	0.6741	NPC155847
Remote Similarity	0.6735	NPC86966
Remote Similarity	0.6728	NPC191376
Remote Similarity	0.6728	NPC179825
Remote Similarity	0.6728	NPC321505
Remote Similarity	0.6716	NPC156313
Remote Similarity	0.6711	NPC307020
Remote Similarity	0.6707	NPC68967
Remote Similarity	0.6688	NPC193528
Remote Similarity	0.6688	NPC300020
Remote Similarity	0.6688	NPC33338
Remote Similarity	0.6688	NPC302171
Remote Similarity	0.6687	NPC246587
Remote Similarity	0.6687	NPC428
Remote Similarity	0.6687	NPC135538
Remote Similarity	0.6687	NPC147390
Remote Similarity	0.6687	NPC24233
Remote Similarity	0.6687	NPC476571
Remote Similarity	0.6686	NPC27410
Remote Similarity	0.6686	NPC298979
Remote Similarity	0.6686	NPC166014
Remote Similarity	0.6667	NPC112823
Remote Similarity	0.6667	NPC85059
Remote Similarity	0.6667	NPC470925
Remote Similarity	0.6647	NPC295691
Remote Similarity	0.6647	NPC278799
Remote Similarity	0.6647	NPC207757
Remote Similarity	0.6647	NPC204828
Remote Similarity	0.6647	NPC127674
Remote Similarity	0.6647	NPC189266
Remote Similarity	0.6647	NPC249797
Remote Similarity	0.6647	NPC184026
Remote Similarity	0.6647	NPC193949
Remote Similarity	0.6647	NPC2413
Remote Similarity	0.6647	NPC469817
Remote Similarity	0.6647	NPC172765
Remote Similarity	0.6647	NPC39701
Remote Similarity	0.6647	NPC276588
Remote Similarity	0.6647	NPC54379
Remote Similarity	0.6647	NPC110416
Remote Similarity	0.6647	NPC5238
Remote Similarity	0.6646	NPC128237
Remote Similarity	0.6646	NPC83790
Remote Similarity	0.6642	NPC68055
Remote Similarity	0.6628	NPC124657
Remote Similarity	0.6622	NPC324702
Remote Similarity	0.6617	NPC245187
Remote Similarity	0.6608	NPC1229
Remote Similarity	0.6575	NPC137096
Remote Similarity	0.657	NPC238530
Remote Similarity	0.657	NPC232514
Remote Similarity	0.657	NPC276944
Remote Similarity	0.6547	NPC117115
Remote Similarity	0.6545	NPC60538
Remote Similarity	0.6545	NPC207824
Remote Similarity	0.6544	NPC275104
Remote Similarity	0.6541	NPC476989
Remote Similarity	0.6538	NPC325568
Remote Similarity	0.6531	NPC85276
Remote Similarity	0.6529	NPC221864
Remote Similarity	0.6525	NPC96224
Remote Similarity	0.6525	NPC24101
Remote Similarity	0.6522	NPC233827
Remote Similarity	0.6522	NPC168393
Remote Similarity	0.6513	NPC318965
Remote Similarity	0.6512	NPC324144
Remote Similarity	0.6509	NPC29647
Remote Similarity	0.6507	NPC82963
Remote Similarity	0.6506	NPC97221
Remote Similarity	0.6506	NPC88249
Remote Similarity	0.6506	NPC151895
Remote Similarity	0.6506	NPC220858
Remote Similarity	0.6506	NPC192768
Remote Similarity	0.6503	NPC95716
Remote Similarity	0.65	NPC314682
Remote Similarity	0.6494	NPC158376
Remote Similarity	0.6494	NPC117188
Remote Similarity	0.6494	NPC306555
Remote Similarity	0.6494	NPC205421
Remote Similarity	0.6494	NPC474931
Remote Similarity	0.6494	NPC12053
Remote Similarity	0.6494	NPC145832
Remote Similarity	0.6494	NPC81218
Remote Similarity	0.6493	NPC76938
Remote Similarity	0.6491	NPC271388
Remote Similarity	0.6491	NPC230956
Remote Similarity	0.6491	NPC235143
Remote Similarity	0.6491	NPC205255
Remote Similarity	0.6491	NPC119649
Remote Similarity	0.6488	NPC477564
Remote Similarity	0.6488	NPC2295
Remote Similarity	0.6486	NPC268572
Remote Similarity	0.6479	NPC58865
Remote Similarity	0.6475	NPC238696
Remote Similarity	0.6474	NPC78222
Remote Similarity	0.6474	NPC3375
Remote Similarity	0.6474	NPC255607
Remote Similarity	0.6474	NPC477563
Remote Similarity	0.6474	NPC196447
Remote Similarity	0.6474	NPC13504
Remote Similarity	0.6474	NPC96603
Remote Similarity	0.6474	NPC253043
Remote Similarity	0.6474	NPC212794
Remote Similarity	0.6474	NPC136508
Remote Similarity	0.6474	NPC306843
Remote Similarity	0.6471	NPC32674
Remote Similarity	0.6471	NPC79328
Remote Similarity	0.6467	NPC277669
Remote Similarity	0.6467	NPC76213
Remote Similarity	0.6467	NPC81733
Remote Similarity	0.6467	NPC326316
Remote Similarity	0.6463	NPC38458
Remote Similarity	0.6463	NPC283468
Remote Similarity	0.6463	NPC311737
Remote Similarity	0.646	NPC328750
Remote Similarity	0.646	NPC213206
Remote Similarity	0.646	NPC474915
Remote Similarity	0.646	NPC188163
Remote Similarity	0.6458	NPC46940
Remote Similarity	0.6456	NPC11147
Remote Similarity	0.6454	NPC151477
Remote Similarity	0.6454	NPC320439
Remote Similarity	0.6453	NPC80759
Remote Similarity	0.6453	NPC79402
Remote Similarity	0.6453	NPC94292
Remote Similarity	0.6446	NPC322283
Remote Similarity	0.6444	NPC32714
Remote Similarity	0.6443	NPC321133
Remote Similarity	0.6442	NPC125852
Remote Similarity	0.6437	NPC35627
Remote Similarity	0.6437	NPC476573
Remote Similarity	0.6437	NPC81247
Remote Similarity	0.6434	NPC13482
Remote Similarity	0.6433	NPC111485
Remote Similarity	0.6429	NPC26601
Remote Similarity	0.6425	NPC320223
Remote Similarity	0.6425	NPC114364
Remote Similarity	0.6424	NPC476144
Remote Similarity	0.6424	NPC51957
Remote Similarity	0.6424	NPC16107
Remote Similarity	0.6424	NPC210437
Remote Similarity	0.6424	NPC106295
Remote Similarity	0.6419	NPC122009
Remote Similarity	0.6414	NPC715
Remote Similarity	0.6412	NPC323443
Remote Similarity	0.6412	NPC180756
Remote Similarity	0.6412	NPC147091
Remote Similarity	0.641	NPC257390
Remote Similarity	0.6408	NPC153690
Remote Similarity	0.6408	NPC11554
Remote Similarity	0.6404	NPC128560
Remote Similarity	0.6404	NPC199465
Remote Similarity	0.6404	NPC229166
Remote Similarity	0.6395	NPC232924
Remote Similarity	0.6395	NPC160298
Remote Similarity	0.6395	NPC306902
Remote Similarity	0.6395	NPC477559
Remote Similarity	0.6395	NPC266753
Remote Similarity	0.6386	NPC475959
Remote Similarity	0.6386	NPC7467
Remote Similarity	0.6383	NPC67250
Remote Similarity	0.6383	NPC231705
Remote Similarity	0.6374	NPC149571
Remote Similarity	0.637	NPC107240
Remote Similarity	0.637	NPC195922
Remote Similarity	0.637	NPC118202
Remote Similarity	0.637	NPC142599
Remote Similarity	0.6369	NPC118419
Remote Similarity	0.6364	NPC322366
Remote Similarity	0.6364	NPC65855
Remote Similarity	0.6364	NPC258056
Remote Similarity	0.6364	NPC130921
Remote Similarity	0.6364	NPC292758
Remote Similarity	0.6357	NPC254965
Remote Similarity	0.6357	NPC327811
Remote Similarity	0.6353	NPC41178
Remote Similarity	0.6353	NPC138487
Remote Similarity	0.6353	NPC216459
Remote Similarity	0.635	NPC6597
Remote Similarity	0.635	NPC79241
Remote Similarity	0.635	NPC152097

Drug Structure

NPD3599 OpenBabel08211703112D 23 25 0 0 1 0 0 0 0 0999 V2000 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 -0.4067 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 -0.5000 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 4.3301 -0.5000 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 1 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 0.9945 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 11 1 0 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 6 1 0 0 0 0 4 13 2 0 0 0 0 5 15 1 0 0 0 0 6 17 2 0 0 0 0 7 19 2 0 0 0 0 8 9 1 0 0 0 0 8 16 1 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 17 1 0 0 0 0 11 20 1 0 0 0 0 12 20 1 0 0 0 0 13 22 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 18 2 0 0 0 0 16 20 1 6 0 0 0 17 22 1 0 0 0 0 18 19 1 0 0 0 0 19 21 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000889; DNC001234
DrugBank	DB05271
ChEMBL	CHEMBL1303
IUPHAR/BPS	941
PharmaGKB	PA165958352
KEGG Drug	D05768
PubChem CID	59227
ChEBI	135351
CAS Number	99755-59-6

Drug Properties

Molecular Weight	315.17
ALogP	-0.5716
MLogP	3.22
XLogP	4.913
HDA	1
HBD	1
Rotatable Bonds	8
TPSA	51.71
RO5 Violation	0