NPASS drugs

Drug Information

Drug ID:	NPD4317
Drug Name:	Enzalutamide
Molecular Formula:	C21H16F4N4O2S
Canonical SMILES:	CN=C(c1ccc(cc1F)N1C(=S)N(C(=O)C1(C)C)c1ccc(c(c1)C(F)(F)F)C#N)O
Standard InCHI:	InChI=1S/C21H16F4N4O2S/c1-20(2)18(31)28(12-5-4-11(10-26)15(8-12)21(23,24)25)19(32)29(20)13-6-7-14(16(22)9-13)17(30)27-3/h4-9H,1-3H3,(H,27,30)
Standard InCHIKey:	WXCXUHSOUPDCQV-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4317

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	243
0.1-0.2	1979
0.2-0.3	10172
0.3-0.4	12056
0.4-0.5	4323
0.5-0.6	2046
0.6-0.7	71
0.7-0.8	0
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
Remote Similarity	0.6667	NPC254798
Remote Similarity	0.6667	NPC68650
Remote Similarity	0.655	NPC184437
Remote Similarity	0.6522	NPC471122
Remote Similarity	0.6522	NPC270241
Remote Similarity	0.6488	NPC295548
Remote Similarity	0.6473	NPC471155
Remote Similarity	0.6439	NPC471436
Remote Similarity	0.6433	NPC476685
Remote Similarity	0.6433	NPC476687
Remote Similarity	0.6433	NPC476689
Remote Similarity	0.6425	NPC225400
Remote Similarity	0.6394	NPC472538
Remote Similarity	0.6394	NPC470786
Remote Similarity	0.6393	NPC471132
Remote Similarity	0.6386	NPC472539
Remote Similarity	0.6386	NPC472540
Remote Similarity	0.6386	NPC470787
Remote Similarity	0.6383	NPC471124
Remote Similarity	0.6364	NPC476231
Remote Similarity	0.6355	NPC472542
Remote Similarity	0.6355	NPC472541
Remote Similarity	0.6345	NPC307396
Remote Similarity	0.6335	NPC355
Remote Similarity	0.633	NPC476118
Remote Similarity	0.6296	NPC471130
Remote Similarity	0.6277	NPC289776
Remote Similarity	0.6277	NPC88970
Remote Similarity	0.6277	NPC191863
Remote Similarity	0.6277	NPC133470
Remote Similarity	0.6214	NPC106118
Remote Similarity	0.6199	NPC476950
Remote Similarity	0.6186	NPC470548
Remote Similarity	0.6178	NPC472115
Remote Similarity	0.6178	NPC472114
Remote Similarity	0.6175	NPC237649
Remote Similarity	0.6175	NPC300596
Remote Similarity	0.6154	NPC475607
Remote Similarity	0.6134	NPC471294
Remote Similarity	0.6131	NPC2933
Remote Similarity	0.6122	NPC474081
Remote Similarity	0.6117	NPC471199
Remote Similarity	0.6108	NPC276430
Remote Similarity	0.6103	NPC475594
Remote Similarity	0.61	NPC259626
Remote Similarity	0.6092	NPC314098
Remote Similarity	0.6082	NPC158129
Remote Similarity	0.608	NPC256288
Remote Similarity	0.6073	NPC189116
Remote Similarity	0.6071	NPC471743
Remote Similarity	0.6065	NPC471663
Remote Similarity	0.6063	NPC31097
Remote Similarity	0.6061	NPC39822
Remote Similarity	0.6054	NPC318086
Remote Similarity	0.6053	NPC27904
Remote Similarity	0.6045	NPC272174
Remote Similarity	0.604	NPC473815
Remote Similarity	0.6032	NPC469428
Remote Similarity	0.6029	NPC25897
Remote Similarity	0.6027	NPC248601
Remote Similarity	0.6024	NPC147957
Remote Similarity	0.6022	NPC66936
Remote Similarity	0.6019	NPC477179
Remote Similarity	0.6018	NPC474896
Remote Similarity	0.6011	NPC311658
Remote Similarity	0.601	NPC475761
Remote Similarity	0.601	NPC474041
Remote Similarity	0.6	NPC472243
Remote Similarity	0.6	NPC109787
Remote Similarity	0.6	NPC242933
Remote Similarity	0.6	NPC476989
Remote Similarity	0.5991	NPC254850
Remote Similarity	0.5991	NPC477178
Remote Similarity	0.5991	NPC477181
Remote Similarity	0.5991	NPC477180
Remote Similarity	0.599	NPC271734
Remote Similarity	0.599	NPC150308
Remote Similarity	0.599	NPC473615
Remote Similarity	0.5982	NPC244425
Remote Similarity	0.5982	NPC15384
Remote Similarity	0.5979	NPC94167
Remote Similarity	0.5979	NPC172937
Remote Similarity	0.5979	NPC33507
Remote Similarity	0.5962	NPC470490
Remote Similarity	0.5962	NPC477174
Remote Similarity	0.5962	NPC477173
Remote Similarity	0.5961	NPC229484
Remote Similarity	0.5949	NPC280548
Remote Similarity	0.5947	NPC104345
Remote Similarity	0.5947	NPC299594
Remote Similarity	0.5943	NPC226662
Remote Similarity	0.5942	NPC195314
Remote Similarity	0.5935	NPC470488
Remote Similarity	0.5933	NPC102008
Remote Similarity	0.5931	NPC292675
Remote Similarity	0.5931	NPC246700
Remote Similarity	0.5924	NPC16188
Remote Similarity	0.5924	NPC470824
Remote Similarity	0.5922	NPC79213
Remote Similarity	0.5916	NPC276085
Remote Similarity	0.5912	NPC243162
Remote Similarity	0.5912	NPC204156
Remote Similarity	0.5912	NPC315051
Remote Similarity	0.5911	NPC94752
Remote Similarity	0.5909	NPC134586
Remote Similarity	0.5907	NPC470491
Remote Similarity	0.5907	NPC285192
Remote Similarity	0.5907	NPC471945
Remote Similarity	0.5907	NPC471950
Remote Similarity	0.5907	NPC475259
Remote Similarity	0.59	NPC166169
Remote Similarity	0.5895	NPC141353
Remote Similarity	0.5891	NPC302235
Remote Similarity	0.5889	NPC287358
Remote Similarity	0.5882	NPC471198
Remote Similarity	0.588	NPC471951
Remote Similarity	0.588	NPC471946
Remote Similarity	0.5879	NPC14849
Remote Similarity	0.5879	NPC211997
Remote Similarity	0.5869	NPC477135
Remote Similarity	0.5867	NPC469915
Remote Similarity	0.5864	NPC222029
Remote Similarity	0.5862	NPC476319
Remote Similarity	0.5859	NPC165285
Remote Similarity	0.5855	NPC315498
Remote Similarity	0.5855	NPC230942
Remote Similarity	0.5854	NPC183805
Remote Similarity	0.5853	NPC475359
Remote Similarity	0.5853	NPC191817
Remote Similarity	0.585	NPC321211
Remote Similarity	0.585	NPC248462
Remote Similarity	0.5849	NPC471944
Remote Similarity	0.5847	NPC472241
Remote Similarity	0.5845	NPC31700
Remote Similarity	0.5842	NPC19679
Remote Similarity	0.5838	NPC318183
Remote Similarity	0.5838	NPC85482
Remote Similarity	0.5837	NPC471197
Remote Similarity	0.5833	NPC477175
Remote Similarity	0.5833	NPC478077
Remote Similarity	0.5833	NPC470730
Remote Similarity	0.5833	NPC470729
Remote Similarity	0.5833	NPC477176
Remote Similarity	0.5833	NPC36495
Remote Similarity	0.5833	NPC471123
Remote Similarity	0.5829	NPC129624
Remote Similarity	0.5829	NPC473491
Remote Similarity	0.5825	NPC159319
Remote Similarity	0.5821	NPC91179
Remote Similarity	0.5821	NPC475685
Remote Similarity	0.5815	NPC471680
Remote Similarity	0.5815	NPC308197
Remote Similarity	0.5813	NPC471742
Remote Similarity	0.5812	NPC315257
Remote Similarity	0.581	NPC153042
Remote Similarity	0.5808	NPC477177
Remote Similarity	0.5808	NPC475532
Remote Similarity	0.5808	NPC475969
Remote Similarity	0.5808	NPC474877
Remote Similarity	0.5808	NPC259545
Remote Similarity	0.5808	NPC475859
Remote Similarity	0.5805	NPC205946
Remote Similarity	0.5805	NPC474926
Remote Similarity	0.58	NPC64436
Remote Similarity	0.5798	NPC288445
Remote Similarity	0.5797	NPC473763
Remote Similarity	0.5797	NPC117244
Remote Similarity	0.5795	NPC150863
Remote Similarity	0.5792	NPC22082
Remote Similarity	0.5792	NPC186284
Remote Similarity	0.5792	NPC470301
Remote Similarity	0.5784	NPC322621
Remote Similarity	0.5783	NPC165743
Remote Similarity	0.5781	NPC211525
Remote Similarity	0.5781	NPC153694
Remote Similarity	0.5779	NPC328611
Remote Similarity	0.5779	NPC469938
Remote Similarity	0.5777	NPC213629
Remote Similarity	0.5777	NPC128751
Remote Similarity	0.5773	NPC85651
Remote Similarity	0.5773	NPC472117
Remote Similarity	0.5773	NPC16667
Remote Similarity	0.5771	NPC182057
Remote Similarity	0.5771	NPC131450
Remote Similarity	0.5771	NPC147298
Remote Similarity	0.5771	NPC250476
Remote Similarity	0.5769	NPC204970
Remote Similarity	0.5769	NPC469560
Remote Similarity	0.5767	NPC202198
Remote Similarity	0.5765	NPC278887
Remote Similarity	0.5765	NPC300631
Remote Similarity	0.5765	NPC98187
Remote Similarity	0.5764	NPC243058
Remote Similarity	0.5758	NPC63279
Remote Similarity	0.5756	NPC202521
Remote Similarity	0.5753	NPC242923
Remote Similarity	0.5753	NPC472242
Remote Similarity	0.575	NPC56618
Remote Similarity	0.5749	NPC469497
Remote Similarity	0.5749	NPC106833

Drug Structure

NPD4317 OpenBabel08211705262D 33 35 0 0 0 0 0 0 0 0999 V2000 -0.3090 -1.4538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6045 -1.8605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7970 2.1407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5823 -0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5768 -0.6000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9836 0.3136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3958 1.1226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9781 0.4181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8025 2.0361 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 4.2024 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.3147 3.3364 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 3.8364 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 2.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3848 1.3317 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 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 -4.5659 -0.3909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2213 -1.3272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 1.7213 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -5.5604 -0.2864 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 27 1 0 0 0 0 4 5 2 0 0 0 0 4 11 1 0 0 0 0 5 12 1 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 12 2 0 0 0 0 8 15 1 0 0 0 0 9 13 2 0 0 0 0 9 16 1 0 0 0 0 10 11 1 0 0 0 0 10 26 3 0 0 0 0 11 15 2 0 0 0 0 12 28 1 0 0 0 0 13 29 1 0 0 0 0 14 16 2 0 0 0 0 14 17 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 27 2 3 0 0 0 17 30 1 0 0 0 0 18 20 1 0 0 0 0 18 28 1 0 0 0 0 18 31 2 0 0 0 0 19 28 1 0 0 0 0 19 29 1 0 0 0 0 19 32 2 0 0 0 0 20 29 1 0 0 0 0 21 23 1 0 0 0 0 21 24 1 0 0 0 0 21 25 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003325; DNCL003326; DNAP001680
DrugBank	DB08899
ChEMBL	CHEMBL1082407
IUPHAR/BPS	6812
PharmaGKB
KEGG Drug	D10218
PubChem CID	15951529
ChEBI	68534
CAS Number	915087-33-1

Drug Properties

Molecular Weight	464.09
ALogP	2.0389
MLogP	2.56
XLogP	5.352
HDA	6
HBD	1
Rotatable Bonds	12
TPSA	112.02
RO5 Violation	1