NPASS drugs

Drug Information

Drug ID:	NPD3935
Drug Name:	Terutroban
Molecular Formula:	C20H22ClNO4S
Canonical SMILES:	OC(=O)CCc1c(C)ccc2c1CC[C@H](C2)NS(=O)(=O)c1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C20H22ClNO4S/c1-13-2-3-14-12-16(6-9-19(14)18(13)10-11-20(23)24)22-27(25,26)17-7-4-15(21)5-8-17/h2-5,7-8,16,22H,6,9-12H2,1H3,(H,23,24)/t16-/m1/s1
Standard InCHIKey:	HWEOXFSBSQIWSY-MRXNPFEDSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3935

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	100
0.1-0.2	948
0.2-0.3	2929
0.3-0.4	12355
0.4-0.5	13211
0.5-0.6	1299
0.6-0.7	46
0.7-0.8	2
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	0.7266	NPC476440
Intermediate Similarity	0.7132	NPC313981
Remote Similarity	0.6716	NPC128248
Remote Similarity	0.6716	NPC136810
Remote Similarity	0.6716	NPC133809
Remote Similarity	0.6643	NPC319579
Remote Similarity	0.6617	NPC122493
Remote Similarity	0.6617	NPC10781
Remote Similarity	0.6617	NPC324569
Remote Similarity	0.6617	NPC293628
Remote Similarity	0.6475	NPC94751
Remote Similarity	0.6475	NPC142326
Remote Similarity	0.6471	NPC225079
Remote Similarity	0.6434	NPC474584
Remote Similarity	0.6403	NPC67043
Remote Similarity	0.64	NPC35996
Remote Similarity	0.6397	NPC221825
Remote Similarity	0.6294	NPC95126
Remote Similarity	0.6294	NPC475002
Remote Similarity	0.6282	NPC246913
Remote Similarity	0.6259	NPC164859
Remote Similarity	0.625	NPC329011
Remote Similarity	0.625	NPC226041
Remote Similarity	0.6241	NPC327481
Remote Similarity	0.6233	NPC471318
Remote Similarity	0.6222	NPC172925
Remote Similarity	0.6207	NPC93287
Remote Similarity	0.6197	NPC21929
Remote Similarity	0.619	NPC197470
Remote Similarity	0.6178	NPC48909
Remote Similarity	0.617	NPC471186
Remote Similarity	0.6169	NPC477937
Remote Similarity	0.6159	NPC12730
Remote Similarity	0.6149	NPC313375
Remote Similarity	0.6149	NPC212891
Remote Similarity	0.6149	NPC314725
Remote Similarity	0.6125	NPC478140
Remote Similarity	0.6122	NPC221275
Remote Similarity	0.6087	NPC316906
Remote Similarity	0.6067	NPC314992
Remote Similarity	0.6067	NPC320656
Remote Similarity	0.6054	NPC471721
Remote Similarity	0.6042	NPC475006
Remote Similarity	0.6027	NPC66208
Remote Similarity	0.6026	NPC202015
Remote Similarity	0.6	NPC45794
Remote Similarity	0.6	NPC4974
Remote Similarity	0.6	NPC264728
Remote Similarity	0.5989	NPC208280
Remote Similarity	0.5986	NPC329282
Remote Similarity	0.5973	NPC9274
Remote Similarity	0.5971	NPC322598
Remote Similarity	0.5959	NPC265513
Remote Similarity	0.5949	NPC325651
Remote Similarity	0.5938	NPC313663
Remote Similarity	0.5933	NPC158157
Remote Similarity	0.5933	NPC2265
Remote Similarity	0.5931	NPC318327
Remote Similarity	0.5926	NPC274455
Remote Similarity	0.5926	NPC86670
Remote Similarity	0.5926	NPC70940
Remote Similarity	0.5918	NPC280789
Remote Similarity	0.5918	NPC471188
Remote Similarity	0.5918	NPC471189
Remote Similarity	0.5915	NPC329556
Remote Similarity	0.5915	NPC247976
Remote Similarity	0.5909	NPC167323
Remote Similarity	0.5909	NPC369
Remote Similarity	0.5909	NPC269923
Remote Similarity	0.5909	NPC293831
Remote Similarity	0.5906	NPC113099
Remote Similarity	0.5903	NPC100767
Remote Similarity	0.5896	NPC329064
Remote Similarity	0.5894	NPC254088
Remote Similarity	0.5886	NPC40488
Remote Similarity	0.5882	NPC86987
Remote Similarity	0.5882	NPC183339
Remote Similarity	0.5882	NPC234337
Remote Similarity	0.5882	NPC133389
Remote Similarity	0.5882	NPC80150
Remote Similarity	0.5878	NPC44830
Remote Similarity	0.5875	NPC194857
Remote Similarity	0.5875	NPC32858
Remote Similarity	0.5857	NPC120393
Remote Similarity	0.5855	NPC310467
Remote Similarity	0.5843	NPC471516
Remote Similarity	0.5839	NPC294458
Remote Similarity	0.5839	NPC244866
Remote Similarity	0.5833	NPC473938
Remote Similarity	0.5833	NPC267704
Remote Similarity	0.5833	NPC85511
Remote Similarity	0.5833	NPC318067
Remote Similarity	0.5833	NPC313850
Remote Similarity	0.5828	NPC242764
Remote Similarity	0.5828	NPC105141
Remote Similarity	0.5828	NPC106551
Remote Similarity	0.5828	NPC188867
Remote Similarity	0.5828	NPC281686
Remote Similarity	0.5827	NPC469893
Remote Similarity	0.5823	NPC210950
Remote Similarity	0.5823	NPC199738
Remote Similarity	0.5821	NPC60408
Remote Similarity	0.5813	NPC183722
Remote Similarity	0.5811	NPC186128
Remote Similarity	0.5805	NPC93343
Remote Similarity	0.5804	NPC471310
Remote Similarity	0.58	NPC215419
Remote Similarity	0.58	NPC186933
Remote Similarity	0.5796	NPC47667
Remote Similarity	0.5793	NPC244933
Remote Similarity	0.5793	NPC37914
Remote Similarity	0.5793	NPC85560
Remote Similarity	0.5793	NPC132636
Remote Similarity	0.5789	NPC169328
Remote Similarity	0.5786	NPC469891
Remote Similarity	0.5786	NPC469890
Remote Similarity	0.5786	NPC111428
Remote Similarity	0.5786	NPC469892
Remote Similarity	0.5779	NPC478014
Remote Similarity	0.5779	NPC478016
Remote Similarity	0.5779	NPC478015
Remote Similarity	0.5779	NPC190663
Remote Similarity	0.5776	NPC326966
Remote Similarity	0.5772	NPC470253
Remote Similarity	0.5766	NPC220596
Remote Similarity	0.5764	NPC472221
Remote Similarity	0.5764	NPC472222
Remote Similarity	0.5759	NPC119326
Remote Similarity	0.5752	NPC254233
Remote Similarity	0.5752	NPC318173
Remote Similarity	0.5742	NPC71684
Remote Similarity	0.5742	NPC326079
Remote Similarity	0.5735	NPC298115
Remote Similarity	0.5732	NPC328107
Remote Similarity	0.5724	NPC105899
Remote Similarity	0.5724	NPC474559
Remote Similarity	0.5723	NPC476353
Remote Similarity	0.5723	NPC253681
Remote Similarity	0.5714	NPC239697
Remote Similarity	0.5714	NPC42657
Remote Similarity	0.5705	NPC291027
Remote Similarity	0.5705	NPC249340
Remote Similarity	0.5705	NPC84281
Remote Similarity	0.5705	NPC317474
Remote Similarity	0.5705	NPC162935
Remote Similarity	0.5705	NPC160493
Remote Similarity	0.5705	NPC292834
Remote Similarity	0.5705	NPC169485
Remote Similarity	0.5705	NPC213126
Remote Similarity	0.5704	NPC322387
Remote Similarity	0.5698	NPC470274
Remote Similarity	0.5695	NPC217111
Remote Similarity	0.5694	NPC471317
Remote Similarity	0.5694	NPC255676
Remote Similarity	0.5687	NPC115797
Remote Similarity	0.5687	NPC116057
Remote Similarity	0.5687	NPC472413
Remote Similarity	0.5687	NPC51448
Remote Similarity	0.5685	NPC274089
Remote Similarity	0.5685	NPC191215
Remote Similarity	0.568	NPC314114
Remote Similarity	0.5674	NPC311242
Remote Similarity	0.5674	NPC477767
Remote Similarity	0.5673	NPC94602
Remote Similarity	0.5667	NPC477476
Remote Similarity	0.5667	NPC477475
Remote Similarity	0.5667	NPC143768
Remote Similarity	0.5665	NPC286551
Remote Similarity	0.5664	NPC469481
Remote Similarity	0.566	NPC136453
Remote Similarity	0.5658	NPC473573
Remote Similarity	0.5652	NPC125226
Remote Similarity	0.5649	NPC317784
Remote Similarity	0.5649	NPC328694
Remote Similarity	0.5649	NPC142638
Remote Similarity	0.5649	NPC127343
Remote Similarity	0.5644	NPC149379
Remote Similarity	0.5641	NPC241001
Remote Similarity	0.5638	NPC133308
Remote Similarity	0.5634	NPC271475
Remote Similarity	0.5629	NPC196673
Remote Similarity	0.5625	NPC152850
Remote Similarity	0.5625	NPC71933
Remote Similarity	0.5625	NPC239990
Remote Similarity	0.5625	NPC105114
Remote Similarity	0.5625	NPC89923
Remote Similarity	0.5621	NPC469843
Remote Similarity	0.5618	NPC73644
Remote Similarity	0.5617	NPC126458
Remote Similarity	0.5616	NPC474910
Remote Similarity	0.5616	NPC476198
Remote Similarity	0.5616	NPC134120
Remote Similarity	0.5613	NPC476645
Remote Similarity	0.5612	NPC323164
Remote Similarity	0.561	NPC474473
Remote Similarity	0.5605	NPC27581
Remote Similarity	0.5603	NPC317400
Remote Similarity	0.56	NPC218855

Drug Structure

NPD3935 OpenBabel08211704332D 29 31 0 0 1 0 0 0 0 0999 V2000 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 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 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 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 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 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 3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 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 2 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -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 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 3 2 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 7 1 0 0 0 0 4 15 2 0 0 0 0 5 8 2 0 0 0 0 5 15 1 0 0 0 0 6 9 1 0 0 0 0 6 16 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 19 1 0 0 0 0 10 11 1 0 0 0 0 10 18 1 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 12 16 1 0 0 0 0 13 18 2 0 0 0 0 14 19 2 0 0 0 0 15 21 1 0 0 0 0 16 22 1 6 0 0 0 17 27 1 0 0 0 0 18 19 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 22 27 1 0 0 0 0 22 28 1 0 0 0 0 24 29 1 0 0 0 0 25 27 2 0 0 0 0 26 27 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	407.10
ALogP	0.0936
MLogP	2.89
XLogP	5.196
HDA	5
HBD	2
Rotatable Bonds	9
TPSA	91.85
RO5 Violation	1