NPASS drugs

Drug Information

Drug ID:	NPD4382
Drug Name:
Molecular Formula:	C21H21ClF2O4S
Canonical SMILES:	OC(=O)CCC1CCC(CC1)(c1cc(F)ccc1F)S(=O)(=O)c1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C21H21ClF2O4S/c22-15-2-5-17(6-3-15)29(27,28)21(18-13-16(23)4-7-19(18)24)11-9-14(10-12-21)1-8-20(25)26/h2-7,13-14H,1,8-12H2,(H,25,26)
Standard InCHIKey:	XCGJIFAKUZNNOR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4382

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	1154
0.2-0.3	3154
0.3-0.4	12129
0.4-0.5	12935
0.5-0.6	1264
0.6-0.7	51
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	NPC136810
Remote Similarity	0.6667	NPC128248
Remote Similarity	0.6667	NPC133809
Remote Similarity	0.6581	NPC44830
Remote Similarity	0.6557	NPC86987
Remote Similarity	0.6475	NPC70940
Remote Similarity	0.6475	NPC86670
Remote Similarity	0.6475	NPC274455
Remote Similarity	0.6466	NPC313981
Remote Similarity	0.6441	NPC125549
Remote Similarity	0.6412	NPC94751
Remote Similarity	0.6412	NPC142326
Remote Similarity	0.6406	NPC225079
Remote Similarity	0.6364	NPC322387
Remote Similarity	0.6328	NPC221825
Remote Similarity	0.6325	NPC127343
Remote Similarity	0.6299	NPC477767
Remote Similarity	0.6279	NPC264728
Remote Similarity	0.627	NPC172925
Remote Similarity	0.626	NPC329282
Remote Similarity	0.6222	NPC95126
Remote Similarity	0.6222	NPC475002
Remote Similarity	0.6183	NPC329556
Remote Similarity	0.6172	NPC226041
Remote Similarity	0.6167	NPC285773
Remote Similarity	0.616	NPC187725
Remote Similarity	0.616	NPC141607
Remote Similarity	0.6131	NPC93287
Remote Similarity	0.6129	NPC9822
Remote Similarity	0.6124	NPC120393
Remote Similarity	0.6119	NPC21929
Remote Similarity	0.6094	NPC469893
Remote Similarity	0.609	NPC471186
Remote Similarity	0.6087	NPC471721
Remote Similarity	0.6087	NPC294458
Remote Similarity	0.6071	NPC212891
Remote Similarity	0.6066	NPC95965
Remote Similarity	0.6063	NPC34243
Remote Similarity	0.6061	NPC291426
Remote Similarity	0.6058	NPC474689
Remote Similarity	0.6048	NPC329064
Remote Similarity	0.6047	NPC469891
Remote Similarity	0.6047	NPC469892
Remote Similarity	0.6047	NPC469890
Remote Similarity	0.6045	NPC244933
Remote Similarity	0.6045	NPC85560
Remote Similarity	0.6043	NPC221275
Remote Similarity	0.6028	NPC476440
Remote Similarity	0.6016	NPC206764
Remote Similarity	0.6015	NPC324786
Remote Similarity	0.6	NPC271475
Remote Similarity	0.5985	NPC474820
Remote Similarity	0.5985	NPC475978
Remote Similarity	0.597	NPC105899
Remote Similarity	0.5969	NPC261947
Remote Similarity	0.5956	NPC475006
Remote Similarity	0.5954	NPC7435
Remote Similarity	0.5952	NPC84288
Remote Similarity	0.5944	NPC202015
Remote Similarity	0.5942	NPC66208
Remote Similarity	0.594	NPC255676
Remote Similarity	0.592	NPC477704
Remote Similarity	0.592	NPC477693
Remote Similarity	0.5915	NPC45794
Remote Similarity	0.5909	NPC94487
Remote Similarity	0.5899	NPC477476
Remote Similarity	0.5899	NPC242957
Remote Similarity	0.5899	NPC206414
Remote Similarity	0.5899	NPC287055
Remote Similarity	0.5899	NPC306977
Remote Similarity	0.5899	NPC477475
Remote Similarity	0.5894	NPC30390
Remote Similarity	0.5887	NPC9274
Remote Similarity	0.5882	NPC67863
Remote Similarity	0.5873	NPC231591
Remote Similarity	0.587	NPC265513
Remote Similarity	0.5865	NPC304873
Remote Similarity	0.5852	NPC321670
Remote Similarity	0.5849	NPC313850
Remote Similarity	0.5845	NPC158157
Remote Similarity	0.5839	NPC318327
Remote Similarity	0.5833	NPC476042
Remote Similarity	0.5833	NPC42657
Remote Similarity	0.5833	NPC272260
Remote Similarity	0.5828	NPC473247
Remote Similarity	0.5827	NPC471189
Remote Similarity	0.5827	NPC280789
Remote Similarity	0.5827	NPC218855
Remote Similarity	0.5827	NPC471188
Remote Similarity	0.5822	NPC293831
Remote Similarity	0.5822	NPC269923
Remote Similarity	0.5822	NPC369
Remote Similarity	0.5822	NPC167323
Remote Similarity	0.5821	NPC247976
Remote Similarity	0.5817	NPC76453
Remote Similarity	0.5816	NPC471318
Remote Similarity	0.5809	NPC100767
Remote Similarity	0.5806	NPC475710
Remote Similarity	0.5804	NPC76308
Remote Similarity	0.5804	NPC325295
Remote Similarity	0.5802	NPC289201
Remote Similarity	0.5798	NPC9796
Remote Similarity	0.5797	NPC216122
Remote Similarity	0.5793	NPC234337
Remote Similarity	0.5793	NPC243059
Remote Similarity	0.5793	NPC183339
Remote Similarity	0.5793	NPC280827
Remote Similarity	0.5793	NPC133389
Remote Similarity	0.5786	NPC471481
Remote Similarity	0.5781	NPC317645
Remote Similarity	0.5778	NPC19136
Remote Similarity	0.5772	NPC288903
Remote Similarity	0.5766	NPC156648
Remote Similarity	0.5758	NPC329387
Remote Similarity	0.5758	NPC317280
Remote Similarity	0.5748	NPC298115
Remote Similarity	0.5745	NPC130591
Remote Similarity	0.5745	NPC234637
Remote Similarity	0.5743	NPC318067
Remote Similarity	0.5743	NPC85511
Remote Similarity	0.5736	NPC323164
Remote Similarity	0.5735	NPC474307
Remote Similarity	0.5734	NPC105141
Remote Similarity	0.5734	NPC242764
Remote Similarity	0.5726	NPC267704
Remote Similarity	0.5714	NPC54647
Remote Similarity	0.5714	NPC217621
Remote Similarity	0.5714	NPC186128
Remote Similarity	0.5705	NPC316906
Remote Similarity	0.5704	NPC186933
Remote Similarity	0.5704	NPC215419
Remote Similarity	0.5693	NPC25385
Remote Similarity	0.5693	NPC188677
Remote Similarity	0.5693	NPC37914
Remote Similarity	0.5693	NPC193640
Remote Similarity	0.5693	NPC475905
Remote Similarity	0.5692	NPC261181
Remote Similarity	0.5691	NPC73637
Remote Similarity	0.5691	NPC121478
Remote Similarity	0.5685	NPC470585
Remote Similarity	0.5682	NPC270654
Remote Similarity	0.5682	NPC103048
Remote Similarity	0.568	NPC294134
Remote Similarity	0.568	NPC123476
Remote Similarity	0.5674	NPC470253
Remote Similarity	0.5662	NPC472221
Remote Similarity	0.5662	NPC120693
Remote Similarity	0.5662	NPC8931
Remote Similarity	0.5662	NPC472222
Remote Similarity	0.5662	NPC261573
Remote Similarity	0.5659	NPC220596
Remote Similarity	0.5659	NPC110704
Remote Similarity	0.5659	NPC125226
Remote Similarity	0.5656	NPC184030
Remote Similarity	0.5656	NPC164449
Remote Similarity	0.5656	NPC477703
Remote Similarity	0.5655	NPC472698
Remote Similarity	0.5655	NPC318173
Remote Similarity	0.5655	NPC472697
Remote Similarity	0.5655	NPC254233
Remote Similarity	0.5655	NPC64340
Remote Similarity	0.5652	NPC249811
Remote Similarity	0.5645	NPC477770
Remote Similarity	0.5645	NPC270507
Remote Similarity	0.5643	NPC319579
Remote Similarity	0.5639	NPC179411
Remote Similarity	0.5639	NPC229242
Remote Similarity	0.5639	NPC145052
Remote Similarity	0.5638	NPC328107
Remote Similarity	0.5638	NPC12881
Remote Similarity	0.5638	NPC140118
Remote Similarity	0.5638	NPC473938
Remote Similarity	0.563	NPC474112
Remote Similarity	0.563	NPC284477
Remote Similarity	0.563	NPC25458
Remote Similarity	0.5629	NPC253681
Remote Similarity	0.5629	NPC190849
Remote Similarity	0.5629	NPC171007
Remote Similarity	0.5625	NPC471928
Remote Similarity	0.5625	NPC471925
Remote Similarity	0.5625	NPC471924
Remote Similarity	0.562	NPC103488
Remote Similarity	0.562	NPC134120
Remote Similarity	0.5612	NPC281604
Remote Similarity	0.5608	NPC249340
Remote Similarity	0.5608	NPC162935
Remote Similarity	0.5606	NPC61944
Remote Similarity	0.5603	NPC292834
Remote Similarity	0.56	NPC295664

Drug Structure

NPD4382 OpenBabel08211705262D 30 32 0 0 1 0 0 0 0 0999 V2000 -1.4545 -3.4890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4242 -0.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4242 0.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3591 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4545 -0.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4545 0.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3591 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4242 -3.4890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4545 -1.8095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.6493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9697 -0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4848 -1.8095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6796 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9697 -2.6493 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.9091 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5193 1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9697 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6796 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5193 -0.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9091 -2.6493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9697 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.8788 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.5193 2.4242 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5193 -1.4545 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.4242 -1.8095 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8788 -2.6493 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9697 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9697 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.3636 -1.8095 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 1 14 1 0 0 0 0 2 5 1 0 0 0 0 2 15 2 0 0 0 0 3 6 2 0 0 0 0 3 15 1 0 0 0 0 4 7 2 0 0 0 0 4 16 1 0 0 0 0 5 17 2 0 0 0 0 6 17 1 0 0 0 0 7 19 1 0 0 0 0 8 20 1 0 0 0 0 9 11 1 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 10 14 1 0 0 0 0 11 21 1 0 0 0 0 12 21 1 0 0 0 0 13 16 2 0 0 0 0 13 18 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 29 1 0 0 0 0 18 19 2 0 0 0 0 18 21 1 0 0 0 0 19 24 1 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 21 29 1 0 0 0 0 26 30 1 0 0 0 0 27 29 2 0 0 0 0 28 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000567
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9803433
ChEBI
CAS Number

Drug Properties

Molecular Weight	442.08
ALogP	1.7605
MLogP	2.89
XLogP	5.575
HDA	4
HBD	1
Rotatable Bonds	10
TPSA	79.82
RO5 Violation	1