NPASS drugs

Drug Information

Drug ID:	NPD679
Drug Name:	Nilutamide
Molecular Formula:	C12H10F3N3O4
Canonical SMILES:	OC1=NC(C(=O)N1c1ccc(c(c1)C(F)(F)F)N(=O)=O)(C)C
Standard InCHI:	InChI=1S/C12H10F3N3O4/c1-11(2)9(19)17(10(20)16-11)6-3-4-8(18(21)22)7(5-6)12(13,14)15/h3-5H,1-2H3,(H,16,20)
Standard InCHIKey:	XWXYUMMDTVBTOU-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD679

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	152
0.1-0.2	2933
0.2-0.3	14188
0.3-0.4	9980
0.4-0.5	2920
0.5-0.6	672
0.6-0.7	45
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	0.6769	NPC75496
Remote Similarity	0.6643	NPC288232
Remote Similarity	0.6577	NPC187231
Remote Similarity	0.6516	NPC207554
Remote Similarity	0.6467	NPC328270
Remote Similarity	0.6423	NPC20322
Remote Similarity	0.6406	NPC78154
Remote Similarity	0.6383	NPC296163
Remote Similarity	0.6364	NPC300299
Remote Similarity	0.6346	NPC83214
Remote Similarity	0.6341	NPC471132
Remote Similarity	0.6275	NPC207428
Remote Similarity	0.6269	NPC323726
Remote Similarity	0.6266	NPC470301
Remote Similarity	0.6259	NPC164802
Remote Similarity	0.625	NPC470822
Remote Similarity	0.6222	NPC326792
Remote Similarity	0.6216	NPC39818
Remote Similarity	0.6207	NPC31651
Remote Similarity	0.6207	NPC192209
Remote Similarity	0.6174	NPC328683
Remote Similarity	0.6174	NPC283130
Remote Similarity	0.6139	NPC469560
Remote Similarity	0.6131	NPC474430
Remote Similarity	0.6118	NPC476950
Remote Similarity	0.6115	NPC325599
Remote Similarity	0.609	NPC316104
Remote Similarity	0.609	NPC162417
Remote Similarity	0.609	NPC184437
Remote Similarity	0.6087	NPC277157
Remote Similarity	0.6074	NPC324445
Remote Similarity	0.6067	NPC254698
Remote Similarity	0.6062	NPC2823
Remote Similarity	0.6062	NPC471164
Remote Similarity	0.6054	NPC228515
Remote Similarity	0.6048	NPC295021
Remote Similarity	0.6047	NPC471130
Remote Similarity	0.6043	NPC313362
Remote Similarity	0.6042	NPC187036
Remote Similarity	0.6042	NPC314141
Remote Similarity	0.6023	NPC88970
Remote Similarity	0.6014	NPC178681
Remote Similarity	0.6012	NPC470824
Remote Similarity	0.6	NPC154478
Remote Similarity	0.6	NPC471785
Remote Similarity	0.5976	NPC84317
Remote Similarity	0.5973	NPC316582
Remote Similarity	0.5965	NPC68650
Remote Similarity	0.5963	NPC186284
Remote Similarity	0.5963	NPC22082
Remote Similarity	0.5948	NPC250476
Remote Similarity	0.5941	NPC104345
Remote Similarity	0.5935	NPC226662
Remote Similarity	0.5935	NPC314431
Remote Similarity	0.5935	NPC280807
Remote Similarity	0.5912	NPC471123
Remote Similarity	0.5906	NPC177684
Remote Similarity	0.5906	NPC291962
Remote Similarity	0.5901	NPC315051
Remote Similarity	0.5897	NPC231382
Remote Similarity	0.589	NPC470550
Remote Similarity	0.589	NPC469537
Remote Similarity	0.5882	NPC94167
Remote Similarity	0.5882	NPC172937
Remote Similarity	0.5875	NPC122553
Remote Similarity	0.5875	NPC159722
Remote Similarity	0.5875	NPC287358
Remote Similarity	0.5871	NPC150863
Remote Similarity	0.5867	NPC258531
Remote Similarity	0.5867	NPC112373
Remote Similarity	0.5867	NPC161956
Remote Similarity	0.5858	NPC281094
Remote Similarity	0.5843	NPC254798
Remote Similarity	0.5833	NPC66936
Remote Similarity	0.5828	NPC238499
Remote Similarity	0.5828	NPC257490
Remote Similarity	0.5827	NPC291610
Remote Similarity	0.5822	NPC57051
Remote Similarity	0.5813	NPC267508
Remote Similarity	0.5811	NPC147957
Remote Similarity	0.5802	NPC130251
Remote Similarity	0.5799	NPC117032
Remote Similarity	0.5783	NPC470440
Remote Similarity	0.578	NPC143457
Remote Similarity	0.5769	NPC209389
Remote Similarity	0.5767	NPC301760
Remote Similarity	0.5767	NPC471574
Remote Similarity	0.5762	NPC179605
Remote Similarity	0.5762	NPC279385
Remote Similarity	0.5756	NPC299594
Remote Similarity	0.5754	NPC475594
Remote Similarity	0.5749	NPC478186
Remote Similarity	0.5742	NPC322433
Remote Similarity	0.5734	NPC79618
Remote Similarity	0.5732	NPC9856
Remote Similarity	0.5732	NPC472245
Remote Similarity	0.5724	NPC103292
Remote Similarity	0.5722	NPC475607
Remote Similarity	0.5714	NPC317758
Remote Similarity	0.5714	NPC300596
Remote Similarity	0.5714	NPC329375
Remote Similarity	0.5714	NPC237649
Remote Similarity	0.5703	NPC307456
Remote Similarity	0.5695	NPC226143
Remote Similarity	0.5694	NPC302790
Remote Similarity	0.5691	NPC474081
Remote Similarity	0.5677	NPC472244
Remote Similarity	0.5677	NPC470343
Remote Similarity	0.5674	NPC32534
Remote Similarity	0.5665	NPC222029
Remote Similarity	0.5663	NPC314186
Remote Similarity	0.5663	NPC136002
Remote Similarity	0.5662	NPC476483
Remote Similarity	0.566	NPC476685
Remote Similarity	0.566	NPC476687
Remote Similarity	0.566	NPC40364
Remote Similarity	0.566	NPC53044
Remote Similarity	0.566	NPC476689
Remote Similarity	0.565	NPC300631
Remote Similarity	0.5647	NPC154602
Remote Similarity	0.5633	NPC194562
Remote Similarity	0.5633	NPC473417
Remote Similarity	0.5632	NPC276085
Remote Similarity	0.5629	NPC220698
Remote Similarity	0.5629	NPC264580
Remote Similarity	0.5625	NPC113056
Remote Similarity	0.5625	NPC271734
Remote Similarity	0.5625	NPC138293
Remote Similarity	0.5621	NPC109787
Remote Similarity	0.5617	NPC475707
Remote Similarity	0.5615	NPC15839
Remote Similarity	0.5614	NPC285381
Remote Similarity	0.5607	NPC469536
Remote Similarity	0.5607	NPC29285
Remote Similarity	0.5605	NPC478079
Remote Similarity	0.5604	NPC14849
Remote Similarity	0.56	NPC27904

Drug Structure

NPD679 OpenBabel08201723412D 23 24 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 -2.4487 -1.8364 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 -3.3147 -0.3364 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 -4.1808 -0.8364 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 -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 -5.0468 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0468 -0.3364 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.5468 -1.2024 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 0.6636 0.0000 F 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 -1.5827 -0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -2.3364 0.0000 N 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 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -1.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -3.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2044 -2.3904 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 8 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 17 1 0 0 0 0 7 8 2 0 0 0 0 7 12 1 0 0 0 0 8 18 1 0 0 0 0 9 11 1 0 0 0 0 9 17 1 0 0 0 0 9 19 2 0 0 0 0 10 16 2 0 0 0 0 10 17 1 0 0 0 0 10 20 1 0 0 0 0 11 16 1 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 18 21 2 0 0 0 0 18 22 2 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000302
DrugBank	DB00665
ChEMBL	CHEMBL1274
IUPHAR/BPS	2864
PharmaGKB	PA450632
KEGG Drug	D00965
PubChem CID	4493
ChEBI	7573
CAS Number	63612-50-0

Drug Properties

Molecular Weight	317.06
ALogP	2.1543
MLogP	1.68
XLogP	3.377
HDA	4
HBD	1
Rotatable Bonds	10
TPSA	96.04
RO5 Violation	0