NPASS drugs

Drug Information

Drug ID:	NPD4048
Drug Name:	Istradefylline
Molecular Formula:	C20H24N4O4
Canonical SMILES:	COc1cc(/C=C/c2nc3c(n2C)c(=O)n(c(=O)n3CC)CC)ccc1OC
Standard InCHI:	InChI=1S/C20H24N4O4/c1-6-23-18-17(19(25)24(7-2)20(23)26)22(3)16(21-18)11-9-13-8-10-14(27-4)15(12-13)28-5/h8-12H,6-7H2,1-5H3/b11-9+
Standard InCHIKey:	IQVRBWUUXZMOPW-PKNBQFBNSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4048

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	382
0.1-0.2	3073
0.2-0.3	9703
0.3-0.4	4153
0.4-0.5	11216
0.5-0.6	2218
0.6-0.7	133
0.7-0.8	11
0.8-0.85	1
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	0.8009	NPC308906
Intermediate Similarity	0.7793	NPC467439
Intermediate Similarity	0.7635	NPC280638
Intermediate Similarity	0.7604	NPC17305
Intermediate Similarity	0.7593	NPC136924
Intermediate Similarity	0.7581	NPC12100
Intermediate Similarity	0.758	NPC35761
Intermediate Similarity	0.7512	NPC242923
Intermediate Similarity	0.7489	NPC46970
Intermediate Similarity	0.7477	NPC237978
Intermediate Similarity	0.7137	NPC115595
Intermediate Similarity	0.7105	NPC160666
Remote Similarity	0.6946	NPC472031
Remote Similarity	0.6946	NPC472067
Remote Similarity	0.6946	NPC472066
Remote Similarity	0.6912	NPC181905
Remote Similarity	0.6807	NPC477795
Remote Similarity	0.6807	NPC477796
Remote Similarity	0.6807	NPC477806
Remote Similarity	0.6807	NPC477805
Remote Similarity	0.6805	NPC51854
Remote Similarity	0.6792	NPC472068
Remote Similarity	0.6763	NPC9729
Remote Similarity	0.674	NPC250178
Remote Similarity	0.6723	NPC208898
Remote Similarity	0.6638	NPC323969
Remote Similarity	0.6636	NPC127085
Remote Similarity	0.6626	NPC303374
Remote Similarity	0.6609	NPC187145
Remote Similarity	0.6609	NPC257851
Remote Similarity	0.6609	NPC157931
Remote Similarity	0.6581	NPC471762
Remote Similarity	0.6542	NPC471614
Remote Similarity	0.6524	NPC471615
Remote Similarity	0.6516	NPC295898
Remote Similarity	0.6511	NPC66777
Remote Similarity	0.6498	NPC198401
Remote Similarity	0.6473	NPC16249
Remote Similarity	0.6447	NPC236668
Remote Similarity	0.6444	NPC82548
Remote Similarity	0.6442	NPC312872
Remote Similarity	0.6441	NPC315822
Remote Similarity	0.6432	NPC30540
Remote Similarity	0.6422	NPC54066
Remote Similarity	0.6419	NPC146976
Remote Similarity	0.6416	NPC174758
Remote Similarity	0.6414	NPC150447
Remote Similarity	0.6406	NPC133140
Remote Similarity	0.6406	NPC195268
Remote Similarity	0.64	NPC474852
Remote Similarity	0.6388	NPC113369
Remote Similarity	0.6384	NPC210256
Remote Similarity	0.6371	NPC56271
Remote Similarity	0.6351	NPC477019
Remote Similarity	0.6333	NPC172222
Remote Similarity	0.6326	NPC204385
Remote Similarity	0.6306	NPC476582
Remote Similarity	0.6306	NPC4071
Remote Similarity	0.6306	NPC476578
Remote Similarity	0.6291	NPC206201
Remote Similarity	0.6271	NPC122436
Remote Similarity	0.6266	NPC141053
Remote Similarity	0.6261	NPC323244
Remote Similarity	0.6256	NPC313189
Remote Similarity	0.6256	NPC243850
Remote Similarity	0.625	NPC274982
Remote Similarity	0.625	NPC31930
Remote Similarity	0.6239	NPC36229
Remote Similarity	0.6239	NPC16452
Remote Similarity	0.6239	NPC476581
Remote Similarity	0.6228	NPC287208
Remote Similarity	0.6224	NPC328924
Remote Similarity	0.6223	NPC305984
Remote Similarity	0.6207	NPC50562
Remote Similarity	0.6207	NPC50511
Remote Similarity	0.6201	NPC174672
Remote Similarity	0.619	NPC53069
Remote Similarity	0.619	NPC296482
Remote Similarity	0.619	NPC202768
Remote Similarity	0.619	NPC471603
Remote Similarity	0.6186	NPC226184
Remote Similarity	0.6186	NPC167285
Remote Similarity	0.6186	NPC76544
Remote Similarity	0.618	NPC67658
Remote Similarity	0.6174	NPC290689
Remote Similarity	0.6173	NPC253675
Remote Similarity	0.617	NPC48317
Remote Similarity	0.617	NPC168209
Remote Similarity	0.617	NPC288987
Remote Similarity	0.6164	NPC74562
Remote Similarity	0.6164	NPC316181
Remote Similarity	0.6164	NPC151781
Remote Similarity	0.6144	NPC128115
Remote Similarity	0.6135	NPC26543
Remote Similarity	0.6133	NPC41982
Remote Similarity	0.6121	NPC264176
Remote Similarity	0.6116	NPC260434
Remote Similarity	0.6114	NPC135549
Remote Similarity	0.6111	NPC62995
Remote Similarity	0.6111	NPC322064
Remote Similarity	0.61	NPC194740
Remote Similarity	0.6098	NPC101350
Remote Similarity	0.6094	NPC149471
Remote Similarity	0.6094	NPC74619
Remote Similarity	0.6094	NPC271215
Remote Similarity	0.6092	NPC210434
Remote Similarity	0.6092	NPC243633
Remote Similarity	0.6092	NPC175150
Remote Similarity	0.6074	NPC24019
Remote Similarity	0.6071	NPC470707
Remote Similarity	0.6066	NPC22481
Remote Similarity	0.6065	NPC144114
Remote Similarity	0.6062	NPC234197
Remote Similarity	0.6057	NPC235685
Remote Similarity	0.6055	NPC63109
Remote Similarity	0.6052	NPC96405
Remote Similarity	0.6052	NPC202605
Remote Similarity	0.6052	NPC112206
Remote Similarity	0.6052	NPC171409
Remote Similarity	0.6052	NPC472098
Remote Similarity	0.6051	NPC73883
Remote Similarity	0.6051	NPC251454
Remote Similarity	0.6051	NPC277042
Remote Similarity	0.6051	NPC230698
Remote Similarity	0.6051	NPC136330
Remote Similarity	0.6051	NPC205178
Remote Similarity	0.6051	NPC255817
Remote Similarity	0.6051	NPC196609
Remote Similarity	0.6048	NPC148889
Remote Similarity	0.6045	NPC230805
Remote Similarity	0.6032	NPC474183
Remote Similarity	0.6029	NPC13397
Remote Similarity	0.6026	NPC266931
Remote Similarity	0.6025	NPC280272
Remote Similarity	0.6024	NPC295452
Remote Similarity	0.6024	NPC171393
Remote Similarity	0.602	NPC99078
Remote Similarity	0.6016	NPC295228
Remote Similarity	0.6016	NPC108342
Remote Similarity	0.6009	NPC198673
Remote Similarity	0.6008	NPC278525
Remote Similarity	0.6	NPC472287
Remote Similarity	0.6	NPC472286
Remote Similarity	0.6	NPC167096
Remote Similarity	0.6	NPC472111
Remote Similarity	0.5992	NPC184680
Remote Similarity	0.5992	NPC23614
Remote Similarity	0.5992	NPC100079
Remote Similarity	0.5992	NPC303658
Remote Similarity	0.5992	NPC478078
Remote Similarity	0.5992	NPC182907
Remote Similarity	0.5992	NPC189903
Remote Similarity	0.5991	NPC469589
Remote Similarity	0.5991	NPC176538
Remote Similarity	0.599	NPC220923
Remote Similarity	0.599	NPC252107
Remote Similarity	0.5984	NPC99891
Remote Similarity	0.5984	NPC476999
Remote Similarity	0.5983	NPC251160
Remote Similarity	0.5983	NPC223427
Remote Similarity	0.5981	NPC164608
Remote Similarity	0.5976	NPC223223
Remote Similarity	0.5973	NPC168911
Remote Similarity	0.5969	NPC180647
Remote Similarity	0.5969	NPC138365
Remote Similarity	0.5968	NPC166722
Remote Similarity	0.5968	NPC470785
Remote Similarity	0.5967	NPC246381
Remote Similarity	0.5966	NPC471304
Remote Similarity	0.5966	NPC188420
Remote Similarity	0.5966	NPC17565
Remote Similarity	0.5965	NPC232727
Remote Similarity	0.5964	NPC79213
Remote Similarity	0.5962	NPC105758
Remote Similarity	0.5962	NPC476688
Remote Similarity	0.5962	NPC476686
Remote Similarity	0.5958	NPC220851
Remote Similarity	0.5951	NPC272549
Remote Similarity	0.5943	NPC278874
Remote Similarity	0.5941	NPC472099
Remote Similarity	0.5935	NPC329631
Remote Similarity	0.5929	NPC267928
Remote Similarity	0.5918	NPC94280
Remote Similarity	0.5918	NPC45783
Remote Similarity	0.5918	NPC328419
Remote Similarity	0.5918	NPC103947
Remote Similarity	0.5918	NPC29650
Remote Similarity	0.5918	NPC159150
Remote Similarity	0.5918	NPC193673
Remote Similarity	0.5915	NPC26679
Remote Similarity	0.5913	NPC245816
Remote Similarity	0.5913	NPC476138
Remote Similarity	0.5911	NPC90875
Remote Similarity	0.5911	NPC93390
Remote Similarity	0.5909	NPC102760
Remote Similarity	0.5909	NPC113236
Remote Similarity	0.5909	NPC225745
Remote Similarity	0.5909	NPC214036
Remote Similarity	0.5905	NPC177404
Remote Similarity	0.5904	NPC470784

Drug Structure

NPD4048 OpenBabel08211704332D 28 30 0 0 0 0 0 0 0 0999 V2000 -0.0000 -3.0000 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 -2.9921 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7709 0.3660 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2709 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7709 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2709 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7709 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7709 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 -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 -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 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 0.3090 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 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.7709 -1.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7709 0.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 22 1 0 0 0 0 4 27 1 0 0 0 0 5 28 1 0 0 0 0 6 23 1 0 0 0 0 7 24 1 0 0 0 0 8 10 2 0 0 0 0 8 13 1 0 0 0 0 9 11 2 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 11 16 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 14 15 2 0 0 0 0 14 27 1 0 0 0 0 15 28 1 0 0 0 0 16 21 2 0 0 0 0 16 22 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 18 21 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 19 25 2 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 20 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC005809; DCL000312
DrugBank
ChEMBL
IUPHAR/BPS	5608
PharmaGKB
KEGG Drug
PubChem CID	5311037
ChEBI
CAS Number

Drug Properties

Molecular Weight	384.18
ALogP	0.4339
MLogP	2.78
XLogP	2.329
HDA	6
HBD	0
Rotatable Bonds	11
TPSA	76.9
RO5 Violation	0