NPASS drugs

Drug Information

Drug ID:	NPD6175
Drug Name:	Clazosentan
Molecular Formula:	C25H23N9O6S
Canonical SMILES:	OCCOc1nc(nc(c1Oc1ccccc1OC)NS(=O)(=O)c1ccc(cn1)C)c1ccnc(c1)c1nn[nH]n1
Standard InCHI:	InChI=1S/C25H23N9O6S/c1-15-7-8-20(27-14-15)41(36,37)32-24-21(40-19-6-4-3-5-18(19)38-2)25(39-12-11-35)29-22(28-24)16-9-10-26-17(13-16)23-30-33-34-31-23/h3-10,13-14,35H,11-12H2,1-2H3,(H,28,29,32)(H,30,31,33,34)
Standard InCHIKey:	LFWCJABOXHSRGC-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6175

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	670
0.1-0.2	8880
0.2-0.3	6016
0.3-0.4	11263
0.4-0.5	2859
0.5-0.6	1078
0.6-0.7	122
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	0.7132	NPC160666
Intermediate Similarity	0.7057	NPC316756
Remote Similarity	0.6863	NPC472066
Remote Similarity	0.6863	NPC472031
Remote Similarity	0.6863	NPC472067
Remote Similarity	0.6852	NPC472068
Remote Similarity	0.6838	NPC56271
Remote Similarity	0.6809	NPC250178
Remote Similarity	0.6794	NPC314954
Remote Similarity	0.6756	NPC107160
Remote Similarity	0.6751	NPC150447
Remote Similarity	0.6716	NPC30540
Remote Similarity	0.6618	NPC477805
Remote Similarity	0.6618	NPC477796
Remote Similarity	0.6618	NPC477806
Remote Similarity	0.6618	NPC477795
Remote Similarity	0.6617	NPC21461
Remote Similarity	0.6592	NPC469554
Remote Similarity	0.6576	NPC471603
Remote Similarity	0.6567	NPC180504
Remote Similarity	0.6552	NPC308906
Remote Similarity	0.6546	NPC267928
Remote Similarity	0.6534	NPC19872
Remote Similarity	0.653	NPC101543
Remote Similarity	0.6492	NPC226202
Remote Similarity	0.6475	NPC20249
Remote Similarity	0.6473	NPC472434
Remote Similarity	0.64	NPC39092
Remote Similarity	0.6397	NPC295228
Remote Similarity	0.6394	NPC115595
Remote Similarity	0.6391	NPC130570
Remote Similarity	0.6385	NPC26679
Remote Similarity	0.6374	NPC288349
Remote Similarity	0.6371	NPC134079
Remote Similarity	0.6371	NPC123976
Remote Similarity	0.6371	NPC167860
Remote Similarity	0.6364	NPC193267
Remote Similarity	0.6364	NPC213530
Remote Similarity	0.6357	NPC287208
Remote Similarity	0.6348	NPC472435
Remote Similarity	0.6346	NPC242923
Remote Similarity	0.6331	NPC472289
Remote Similarity	0.6328	NPC476138
Remote Similarity	0.6328	NPC245816
Remote Similarity	0.6324	NPC141053
Remote Similarity	0.6298	NPC476287
Remote Similarity	0.6286	NPC219963
Remote Similarity	0.6286	NPC161887
Remote Similarity	0.6283	NPC103687
Remote Similarity	0.6283	NPC132631
Remote Similarity	0.6281	NPC472436
Remote Similarity	0.6269	NPC185782
Remote Similarity	0.625	NPC8022
Remote Similarity	0.625	NPC470799
Remote Similarity	0.6209	NPC471614
Remote Similarity	0.6199	NPC187145
Remote Similarity	0.6199	NPC110151
Remote Similarity	0.6198	NPC202605
Remote Similarity	0.6198	NPC112206
Remote Similarity	0.6189	NPC258048
Remote Similarity	0.6187	NPC99891
Remote Similarity	0.6187	NPC469308
Remote Similarity	0.6183	NPC290689
Remote Similarity	0.6179	NPC470504
Remote Similarity	0.6178	NPC36229
Remote Similarity	0.6178	NPC16452
Remote Similarity	0.6178	NPC476581
Remote Similarity	0.6176	NPC315822
Remote Similarity	0.6154	NPC266551
Remote Similarity	0.6148	NPC26543
Remote Similarity	0.6139	NPC475774
Remote Similarity	0.6136	NPC296482
Remote Similarity	0.6136	NPC202768
Remote Similarity	0.6136	NPC53069
Remote Similarity	0.6124	NPC232727
Remote Similarity	0.6123	NPC158055
Remote Similarity	0.6115	NPC264166
Remote Similarity	0.6115	NPC274291
Remote Similarity	0.6115	NPC118832
Remote Similarity	0.6115	NPC47059
Remote Similarity	0.6115	NPC165349
Remote Similarity	0.6115	NPC470500
Remote Similarity	0.6115	NPC329708
Remote Similarity	0.6113	NPC162530
Remote Similarity	0.6109	NPC4071
Remote Similarity	0.6109	NPC476578
Remote Similarity	0.6109	NPC476582
Remote Similarity	0.6109	NPC187558
Remote Similarity	0.6105	NPC12100
Remote Similarity	0.6102	NPC84853
Remote Similarity	0.6098	NPC53534
Remote Similarity	0.6096	NPC206251
Remote Similarity	0.6096	NPC74382
Remote Similarity	0.6092	NPC51854
Remote Similarity	0.609	NPC50511
Remote Similarity	0.6089	NPC118776
Remote Similarity	0.6085	NPC121772
Remote Similarity	0.6082	NPC152620
Remote Similarity	0.6082	NPC197141
Remote Similarity	0.6077	NPC103388
Remote Similarity	0.6071	NPC110741
Remote Similarity	0.6069	NPC313189
Remote Similarity	0.6066	NPC14651
Remote Similarity	0.6066	NPC121658
Remote Similarity	0.6062	NPC31930
Remote Similarity	0.6061	NPC5145
Remote Similarity	0.6056	NPC9729
Remote Similarity	0.6054	NPC285558
Remote Similarity	0.6053	NPC266931
Remote Similarity	0.6046	NPC308392
Remote Similarity	0.6036	NPC477861
Remote Similarity	0.6034	NPC41982
Remote Similarity	0.6025	NPC476518
Remote Similarity	0.6023	NPC176538
Remote Similarity	0.6023	NPC469589
Remote Similarity	0.6022	NPC173080
Remote Similarity	0.6016	NPC317054
Remote Similarity	0.6015	NPC17305
Remote Similarity	0.6015	NPC310118
Remote Similarity	0.6015	NPC171409
Remote Similarity	0.6015	NPC96405
Remote Similarity	0.6014	NPC201508
Remote Similarity	0.6	NPC133140
Remote Similarity	0.6	NPC195268
Remote Similarity	0.5993	NPC171393
Remote Similarity	0.5993	NPC471080
Remote Similarity	0.5993	NPC295452
Remote Similarity	0.5993	NPC469592
Remote Similarity	0.5985	NPC476465
Remote Similarity	0.5985	NPC18487
Remote Similarity	0.5976	NPC284678
Remote Similarity	0.5976	NPC284559
Remote Similarity	0.5971	NPC96584
Remote Similarity	0.5971	NPC255800
Remote Similarity	0.597	NPC471736
Remote Similarity	0.597	NPC472111
Remote Similarity	0.5965	NPC471891
Remote Similarity	0.5963	NPC469594
Remote Similarity	0.5962	NPC174672
Remote Similarity	0.5962	NPC174758
Remote Similarity	0.596	NPC144114
Remote Similarity	0.595	NPC24802
Remote Similarity	0.5947	NPC135549
Remote Similarity	0.5946	NPC478013
Remote Similarity	0.5946	NPC239954
Remote Similarity	0.5945	NPC230805
Remote Similarity	0.5945	NPC224327
Remote Similarity	0.5942	NPC476997
Remote Similarity	0.5941	NPC292958
Remote Similarity	0.594	NPC113369
Remote Similarity	0.5934	NPC280272
Remote Similarity	0.5927	NPC2497
Remote Similarity	0.5926	NPC473513
Remote Similarity	0.5926	NPC304926
Remote Similarity	0.5926	NPC476041
Remote Similarity	0.5923	NPC287437
Remote Similarity	0.5923	NPC476167
Remote Similarity	0.5921	NPC476996
Remote Similarity	0.5921	NPC476998
Remote Similarity	0.5914	NPC198673
Remote Similarity	0.5911	NPC63109
Remote Similarity	0.5911	NPC111624
Remote Similarity	0.5909	NPC161801
Remote Similarity	0.5907	NPC473183
Remote Similarity	0.5904	NPC473822
Remote Similarity	0.5902	NPC477633
Remote Similarity	0.5897	NPC60621
Remote Similarity	0.5896	NPC203168
Remote Similarity	0.5896	NPC316981
Remote Similarity	0.5896	NPC477891
Remote Similarity	0.5894	NPC164664
Remote Similarity	0.5893	NPC473184
Remote Similarity	0.589	NPC478006
Remote Similarity	0.589	NPC74619
Remote Similarity	0.5885	NPC168911
Remote Similarity	0.5885	NPC192315
Remote Similarity	0.5884	NPC476994
Remote Similarity	0.588	NPC219664
Remote Similarity	0.5878	NPC470586
Remote Similarity	0.5876	NPC216612
Remote Similarity	0.5875	NPC324149
Remote Similarity	0.587	NPC105758
Remote Similarity	0.587	NPC476686
Remote Similarity	0.587	NPC476688
Remote Similarity	0.5867	NPC478011
Remote Similarity	0.5867	NPC478012
Remote Similarity	0.5865	NPC82548
Remote Similarity	0.5862	NPC314882
Remote Similarity	0.5859	NPC478009
Remote Similarity	0.5859	NPC478010
Remote Similarity	0.5857	NPC222592
Remote Similarity	0.5857	NPC168486
Remote Similarity	0.5854	NPC278874
Remote Similarity	0.5849	NPC470164
Remote Similarity	0.5849	NPC323345
Remote Similarity	0.5847	NPC314176
Remote Similarity	0.5847	NPC208060
Remote Similarity	0.5845	NPC314056
Remote Similarity	0.5842	NPC260434
Remote Similarity	0.584	NPC315957

Drug Structure

NPD6175 OpenBabel08211709092D 44 48 0 0 0 0 0 0 0 0999 V2000 -4.0000 -0.0000 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 -0.0000 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 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 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 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 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 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 -3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.0000 0.0000 C 0 0 0 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 0.8660 -2.5000 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 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 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 5.1962 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 -1.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -2.4945 0.0000 N 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 7.6449 -1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 -2.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 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 -1.7321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 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 8.6394 -1.7319 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 38 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 18 2 0 0 0 0 6 19 2 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 20 1 0 0 0 0 9 10 2 0 0 0 0 9 16 1 0 0 0 0 10 26 1 0 0 0 0 11 12 1 0 0 0 0 11 35 1 0 0 0 0 12 39 1 0 0 0 0 13 16 2 0 0 0 0 13 17 1 0 0 0 0 14 15 2 0 0 0 0 14 27 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 17 26 2 0 0 0 0 18 19 1 0 0 0 0 18 38 1 0 0 0 0 19 40 1 0 0 0 0 20 27 2 0 0 0 0 20 41 1 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 21 40 1 0 0 0 0 22 28 2 0 0 0 0 22 29 1 0 0 0 0 23 30 2 0 0 0 0 23 31 1 0 0 0 0 24 28 1 0 0 0 0 24 32 1 0 0 0 0 25 29 2 0 0 0 0 25 39 1 0 0 0 0 30 33 1 0 0 0 0 31 34 2 0 0 0 0 32 41 1 0 0 0 0 32 42 1 0 0 0 0 33 34 1 0 0 0 0 33 43 1 0 0 0 0 35 44 1 0 0 0 0 36 41 2 0 0 0 0 37 41 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001903
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6433095
ChEBI
CAS Number

Drug Properties

Molecular Weight	577.15
ALogP	-1.512
MLogP	2.45
XLogP	2.782
HDA	12
HBD	3
Rotatable Bonds	14
TPSA	208.49
RO5 Violation	2