NPASS drugs

Drug Information

Drug ID:	NPD922
Drug Name:	Teriflunomide
Molecular Formula:	C12H9F3N2O2
Canonical SMILES:	N#C/C(=C(/O)C)/C(=O)Nc1ccc(cc1)C(F)(F)F
Standard InCHI:	InChI=1S/C12H9F3N2O2/c1-7(18)10(6-16)11(19)17-9-4-2-8(3-5-9)12(13,14)15/h2-5,18H,1H3,(H,17,19)/b10-7-
Standard InCHIKey:	UTNUDOFZCWSZMS-YFHOEESVSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD922

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	95
0.1-0.2	2294
0.2-0.3	10285
0.3-0.4	12348
0.4-0.5	4616
0.5-0.6	1127
0.6-0.7	119
0.7-0.8	6
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	0.7414	NPC75496
Intermediate Similarity	0.7273	NPC322433
Intermediate Similarity	0.7176	NPC254698
Intermediate Similarity	0.7077	NPC179605
Intermediate Similarity	0.7077	NPC279385
Intermediate Similarity	0.7023	NPC103292
Remote Similarity	0.6985	NPC472245
Remote Similarity	0.6929	NPC57051
Remote Similarity	0.6917	NPC326792
Remote Similarity	0.6901	NPC242933
Remote Similarity	0.687	NPC226143
Remote Similarity	0.6866	NPC192533
Remote Similarity	0.6842	NPC268534
Remote Similarity	0.6815	NPC472244
Remote Similarity	0.6815	NPC470343
Remote Similarity	0.6788	NPC209389
Remote Similarity	0.6788	NPC150863
Remote Similarity	0.6786	NPC162417
Remote Similarity	0.6786	NPC316104
Remote Similarity	0.6765	NPC250476
Remote Similarity	0.6761	NPC287358
Remote Similarity	0.6739	NPC280807
Remote Similarity	0.6739	NPC194562
Remote Similarity	0.6739	NPC314431
Remote Similarity	0.6724	NPC78154
Remote Similarity	0.672	NPC172170
Remote Similarity	0.672	NPC434
Remote Similarity	0.6716	NPC39818
Remote Similarity	0.6696	NPC30445
Remote Similarity	0.6696	NPC111233
Remote Similarity	0.6691	NPC231382
Remote Similarity	0.669	NPC472241
Remote Similarity	0.6638	NPC173991
Remote Similarity	0.6621	NPC2823
Remote Similarity	0.6621	NPC471164
Remote Similarity	0.6617	NPC177684
Remote Similarity	0.6617	NPC291962
Remote Similarity	0.6613	NPC38262
Remote Similarity	0.6587	NPC20322
Remote Similarity	0.6581	NPC191444
Remote Similarity	0.6579	NPC229477
Remote Similarity	0.6569	NPC474926
Remote Similarity	0.6567	NPC258531
Remote Similarity	0.6567	NPC161956
Remote Similarity	0.6567	NPC112373
Remote Similarity	0.6554	NPC472242
Remote Similarity	0.6552	NPC315051
Remote Similarity	0.6552	NPC130251
Remote Similarity	0.6552	NPC472243
Remote Similarity	0.6549	NPC134825
Remote Similarity	0.6549	NPC253476
Remote Similarity	0.6535	NPC302790
Remote Similarity	0.6532	NPC474430
Remote Similarity	0.6519	NPC257490
Remote Similarity	0.6507	NPC301760
Remote Similarity	0.65	NPC187231
Remote Similarity	0.6496	NPC176858
Remote Similarity	0.6466	NPC262295
Remote Similarity	0.6457	NPC79618
Remote Similarity	0.6454	NPC314098
Remote Similarity	0.6452	NPC291610
Remote Similarity	0.6418	NPC228515
Remote Similarity	0.637	NPC83214
Remote Similarity	0.6349	NPC275467
Remote Similarity	0.634	NPC314223
Remote Similarity	0.6324	NPC316582
Remote Similarity	0.6294	NPC40364
Remote Similarity	0.6291	NPC146370
Remote Similarity	0.6289	NPC139506
Remote Similarity	0.6289	NPC292143
Remote Similarity	0.6288	NPC314141
Remote Similarity	0.6284	NPC43477
Remote Similarity	0.6276	NPC173295
Remote Similarity	0.6275	NPC473329
Remote Similarity	0.6259	NPC469560
Remote Similarity	0.6228	NPC307456
Remote Similarity	0.6222	NPC31651
Remote Similarity	0.6216	NPC207554
Remote Similarity	0.6209	NPC237649
Remote Similarity	0.6209	NPC300596
Remote Similarity	0.6204	NPC150323
Remote Similarity	0.62	NPC478040
Remote Similarity	0.62	NPC308197
Remote Similarity	0.62	NPC469537
Remote Similarity	0.6181	NPC476689
Remote Similarity	0.6181	NPC476685
Remote Similarity	0.6181	NPC476687
Remote Similarity	0.6174	NPC470301
Remote Similarity	0.6167	NPC92689
Remote Similarity	0.6164	NPC300299
Remote Similarity	0.6159	NPC314186
Remote Similarity	0.6159	NPC130797
Remote Similarity	0.6154	NPC295021
Remote Similarity	0.6136	NPC275410
Remote Similarity	0.6129	NPC154602
Remote Similarity	0.6129	NPC472788
Remote Similarity	0.6127	NPC72473
Remote Similarity	0.6127	NPC307437
Remote Similarity	0.6127	NPC476950
Remote Similarity	0.6127	NPC58827
Remote Similarity	0.6124	NPC473498
Remote Similarity	0.6121	NPC15839
Remote Similarity	0.6111	NPC471652
Remote Similarity	0.6107	NPC47986
Remote Similarity	0.6099	NPC205946
Remote Similarity	0.609	NPC285381
Remote Similarity	0.6081	NPC122553
Remote Similarity	0.6078	NPC478039
Remote Similarity	0.6077	NPC37584
Remote Similarity	0.6069	NPC53044
Remote Similarity	0.6067	NPC186284
Remote Similarity	0.6067	NPC22082
Remote Similarity	0.6066	NPC108800
Remote Similarity	0.6062	NPC472102
Remote Similarity	0.6062	NPC309531
Remote Similarity	0.6058	NPC229353
Remote Similarity	0.6047	NPC313362
Remote Similarity	0.6042	NPC477432
Remote Similarity	0.6026	NPC238499
Remote Similarity	0.6014	NPC471123
Remote Similarity	0.6	NPC204156
Remote Similarity	0.6	NPC205652
Remote Similarity	0.6	NPC470550
Remote Similarity	0.6	NPC242000
Remote Similarity	0.6	NPC36495
Remote Similarity	0.5988	NPC271734
Remote Similarity	0.5987	NPC117032
Remote Similarity	0.5987	NPC277157
Remote Similarity	0.5985	NPC313449
Remote Similarity	0.5982	NPC301874
Remote Similarity	0.5974	NPC470440
Remote Similarity	0.5971	NPC130931
Remote Similarity	0.5965	NPC12857
Remote Similarity	0.5963	NPC68650
Remote Similarity	0.5959	NPC207428
Remote Similarity	0.5956	NPC222982
Remote Similarity	0.5952	NPC14849
Remote Similarity	0.5949	NPC471132
Remote Similarity	0.5948	NPC136002
Remote Similarity	0.5938	NPC299594
Remote Similarity	0.5933	NPC319645
Remote Similarity	0.5929	NPC475915
Remote Similarity	0.5928	NPC328611
Remote Similarity	0.5928	NPC248862
Remote Similarity	0.5926	NPC296163
Remote Similarity	0.5924	NPC243756
Remote Similarity	0.5917	NPC305602
Remote Similarity	0.5917	NPC17497
Remote Similarity	0.5915	NPC226794
Remote Similarity	0.5915	NPC182131
Remote Similarity	0.5915	NPC214960
Remote Similarity	0.5915	NPC279527
Remote Similarity	0.5912	NPC313673
Remote Similarity	0.5909	NPC271732
Remote Similarity	0.5906	NPC325599
Remote Similarity	0.5906	NPC267508
Remote Similarity	0.5897	NPC109787
Remote Similarity	0.5891	NPC178681
Remote Similarity	0.5887	NPC476483
Remote Similarity	0.5886	NPC122106
Remote Similarity	0.5878	NPC184437
Remote Similarity	0.5874	NPC474479
Remote Similarity	0.5871	NPC324445
Remote Similarity	0.5868	NPC297532
Remote Similarity	0.5862	NPC328590
Remote Similarity	0.5862	NPC122235
Remote Similarity	0.586	NPC144691
Remote Similarity	0.586	NPC124005
Remote Similarity	0.5855	NPC316202
Remote Similarity	0.5849	NPC281094
Remote Similarity	0.5845	NPC41174
Remote Similarity	0.5844	NPC470822
Remote Similarity	0.584	NPC256452
Remote Similarity	0.5839	NPC288232
Remote Similarity	0.5839	NPC222029
Remote Similarity	0.5839	NPC61013
Remote Similarity	0.5839	NPC123241
Remote Similarity	0.5833	NPC55529
Remote Similarity	0.5833	NPC252794
Remote Similarity	0.5833	NPC212799
Remote Similarity	0.5828	NPC293458
Remote Similarity	0.5828	NPC286871
Remote Similarity	0.5828	NPC176983
Remote Similarity	0.5824	NPC131450
Remote Similarity	0.5824	NPC147298
Remote Similarity	0.5824	NPC182057
Remote Similarity	0.5809	NPC187036
Remote Similarity	0.5808	NPC318183
Remote Similarity	0.5808	NPC292265
Remote Similarity	0.5806	NPC242556
Remote Similarity	0.5806	NPC473661
Remote Similarity	0.5802	NPC154478
Remote Similarity	0.5802	NPC193410
Remote Similarity	0.5802	NPC276085
Remote Similarity	0.5798	NPC169016
Remote Similarity	0.5794	NPC471319
Remote Similarity	0.5794	NPC471320
Remote Similarity	0.5793	NPC113056
Remote Similarity	0.5793	NPC138293
Remote Similarity	0.5793	NPC145754

Drug Structure

NPD922 OpenBabel08201723412D 21 21 0 0 0 0 0 0 0 0999 V2000 -0.8660 3.5000 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 -0.8660 -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 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 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 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 0.0000 -0.0000 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 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 0 0 0 0 0 0 0 0 0 0 -3.0981 -2.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 -2.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 4 1 0 0 0 0 2 8 2 0 0 0 0 3 5 2 0 0 0 0 3 8 1 0 0 0 0 4 9 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 6 16 3 0 0 0 0 7 10 2 0 0 0 0 7 18 1 0 0 0 0 8 12 1 0 0 0 0 9 17 1 0 0 0 0 10 11 1 0 0 0 0 11 17 1 0 0 0 0 11 19 2 0 0 0 0 12 13 1 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000314; DAP001519
DrugBank
ChEMBL
IUPHAR/BPS	6844
PharmaGKB
KEGG Drug
PubChem CID	54684141
ChEBI
CAS Number

Drug Properties

Molecular Weight	270.06
ALogP	0.6466
MLogP	2.01
XLogP	3.417
HDA	4
HBD	2
Rotatable Bonds	9
TPSA	73.12
RO5 Violation	0