NPASS drugs

Drug Information

Drug ID:	NPD6754
Drug Name:	Tezosentan
Molecular Formula:	C27H27N9O6S
Canonical SMILES:	OCCOc1nc(nc(c1Oc1ccccc1OC)NS(=O)(=O)c1ccc(cn1)C(C)C)c1ccnc(c1)c1nn[nH]n1
Standard InCHI:	InChI=1S/C27H27N9O6S/c1-16(2)18-8-9-22(29-15-18)43(38,39)34-26-23(42-21-7-5-4-6-20(21)40-3)27(41-13-12-37)31-24(30-26)17-10-11-28-19(14-17)25-32-35-36-33-25/h4-11,14-16,37H,12-13H2,1-3H3,(H,30,31,34)(H,32,33,35,36)
Standard InCHIKey:	TUYWTLTWNJOZNY-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6754

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	680
0.1-0.2	7768
0.2-0.3	6789
0.3-0.4	11526
0.4-0.5	2851
0.5-0.6	1145
0.6-0.7	129
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	0.7077	NPC160666
Intermediate Similarity	0.7004	NPC316756
Remote Similarity	0.6937	NPC472067
Remote Similarity	0.6937	NPC472031
Remote Similarity	0.6937	NPC472066
Remote Similarity	0.6863	NPC472068
Remote Similarity	0.6806	NPC314954
Remote Similarity	0.6788	NPC56271
Remote Similarity	0.6757	NPC250178
Remote Similarity	0.6729	NPC30540
Remote Similarity	0.6705	NPC107160
Remote Similarity	0.6703	NPC150447
Remote Similarity	0.6604	NPC469554
Remote Similarity	0.6604	NPC101543
Remote Similarity	0.658	NPC180504
Remote Similarity	0.6569	NPC477806
Remote Similarity	0.6569	NPC477795
Remote Similarity	0.6569	NPC477796
Remote Similarity	0.6569	NPC477805
Remote Similarity	0.6567	NPC21461
Remote Similarity	0.656	NPC267928
Remote Similarity	0.6548	NPC19872
Remote Similarity	0.6525	NPC471603
Remote Similarity	0.6502	NPC308906
Remote Similarity	0.6486	NPC472434
Remote Similarity	0.6471	NPC295228
Remote Similarity	0.644	NPC226202
Remote Similarity	0.6423	NPC20249
Remote Similarity	0.6413	NPC39092
Remote Similarity	0.6404	NPC130570
Remote Similarity	0.6398	NPC26679
Remote Similarity	0.6385	NPC167860
Remote Similarity	0.6385	NPC123976
Remote Similarity	0.6377	NPC213530
Remote Similarity	0.6377	NPC193267
Remote Similarity	0.6371	NPC287208
Remote Similarity	0.636	NPC472435
Remote Similarity	0.6347	NPC115595
Remote Similarity	0.6342	NPC245816
Remote Similarity	0.6342	NPC476138
Remote Similarity	0.6337	NPC141053
Remote Similarity	0.6326	NPC288349
Remote Similarity	0.632	NPC134079
Remote Similarity	0.6312	NPC476287
Remote Similarity	0.6298	NPC242923
Remote Similarity	0.6296	NPC132631
Remote Similarity	0.6296	NPC103687
Remote Similarity	0.6294	NPC472436
Remote Similarity	0.6284	NPC185782
Remote Similarity	0.628	NPC472289
Remote Similarity	0.6273	NPC110151
Remote Similarity	0.6264	NPC470799
Remote Similarity	0.6264	NPC8022
Remote Similarity	0.6235	NPC219963
Remote Similarity	0.6235	NPC161887
Remote Similarity	0.6212	NPC112206
Remote Similarity	0.6212	NPC202605
Remote Similarity	0.6202	NPC258048
Remote Similarity	0.6201	NPC99891
Remote Similarity	0.6198	NPC290689
Remote Similarity	0.6192	NPC165349
Remote Similarity	0.6192	NPC47059
Remote Similarity	0.6192	NPC476581
Remote Similarity	0.6192	NPC118832
Remote Similarity	0.6192	NPC264166
Remote Similarity	0.6192	NPC274291
Remote Similarity	0.6192	NPC329708
Remote Similarity	0.6192	NPC470504
Remote Similarity	0.6192	NPC16452
Remote Similarity	0.6192	NPC36229
Remote Similarity	0.6165	NPC471614
Remote Similarity	0.6162	NPC26543
Remote Similarity	0.6154	NPC475774
Remote Similarity	0.6154	NPC187145
Remote Similarity	0.6151	NPC53069
Remote Similarity	0.6151	NPC202768
Remote Similarity	0.6151	NPC296482
Remote Similarity	0.6139	NPC232727
Remote Similarity	0.6139	NPC469308
Remote Similarity	0.6137	NPC158055
Remote Similarity	0.6131	NPC315822
Remote Similarity	0.613	NPC470500
Remote Similarity	0.6128	NPC162530
Remote Similarity	0.6124	NPC476582
Remote Similarity	0.6124	NPC4071
Remote Similarity	0.6124	NPC476578
Remote Similarity	0.6111	NPC53534
Remote Similarity	0.6105	NPC51854
Remote Similarity	0.6104	NPC266551
Remote Similarity	0.6096	NPC152620
Remote Similarity	0.6089	NPC310118
Remote Similarity	0.6084	NPC313189
Remote Similarity	0.6077	NPC31930
Remote Similarity	0.6075	NPC5145
Remote Similarity	0.607	NPC9729
Remote Similarity	0.6069	NPC285558
Remote Similarity	0.6067	NPC266931
Remote Similarity	0.6062	NPC187558
Remote Similarity	0.6059	NPC12100
Remote Similarity	0.6055	NPC84853
Remote Similarity	0.605	NPC477861
Remote Similarity	0.6047	NPC206251
Remote Similarity	0.6047	NPC74382
Remote Similarity	0.6046	NPC472111
Remote Similarity	0.6045	NPC50511
Remote Similarity	0.604	NPC118776
Remote Similarity	0.6038	NPC469589
Remote Similarity	0.6038	NPC176538
Remote Similarity	0.6038	NPC121772
Remote Similarity	0.6037	NPC173080
Remote Similarity	0.6037	NPC197141
Remote Similarity	0.6035	NPC471891
Remote Similarity	0.6032	NPC317054
Remote Similarity	0.6031	NPC103388
Remote Similarity	0.603	NPC96405
Remote Similarity	0.603	NPC171409
Remote Similarity	0.6029	NPC201508
Remote Similarity	0.6024	NPC110741
Remote Similarity	0.6016	NPC195268
Remote Similarity	0.6016	NPC133140
Remote Similarity	0.6016	NPC121658
Remote Similarity	0.6016	NPC14651
Remote Similarity	0.6007	NPC171393
Remote Similarity	0.6007	NPC469592
Remote Similarity	0.6007	NPC280272
Remote Similarity	0.6007	NPC471080
Remote Similarity	0.6007	NPC295452
Remote Similarity	0.6	NPC476041
Remote Similarity	0.6	NPC304926
Remote Similarity	0.6	NPC476465
Remote Similarity	0.6	NPC308392
Remote Similarity	0.5993	NPC41982
Remote Similarity	0.5992	NPC284678
Remote Similarity	0.5992	NPC284559
Remote Similarity	0.5986	NPC255800
Remote Similarity	0.5986	NPC96584
Remote Similarity	0.5978	NPC469594
Remote Similarity	0.5977	NPC174758
Remote Similarity	0.5977	NPC174672
Remote Similarity	0.5976	NPC476518
Remote Similarity	0.5971	NPC17305
Remote Similarity	0.5967	NPC477633
Remote Similarity	0.5964	NPC24802
Remote Similarity	0.5962	NPC135549
Remote Similarity	0.5962	NPC239954
Remote Similarity	0.596	NPC478013
Remote Similarity	0.5957	NPC476997
Remote Similarity	0.5956	NPC292958
Remote Similarity	0.5942	NPC2497
Remote Similarity	0.5941	NPC473513
Remote Similarity	0.5939	NPC287437
Remote Similarity	0.5939	NPC476167
Remote Similarity	0.5939	NPC18487
Remote Similarity	0.5935	NPC476996
Remote Similarity	0.5935	NPC476998
Remote Similarity	0.593	NPC198673
Remote Similarity	0.5925	NPC471736
Remote Similarity	0.5925	NPC63109
Remote Similarity	0.5922	NPC473183
Remote Similarity	0.5919	NPC473822
Remote Similarity	0.5913	NPC144114
Remote Similarity	0.5912	NPC60621
Remote Similarity	0.5911	NPC316981
Remote Similarity	0.5907	NPC473184
Remote Similarity	0.5904	NPC74619
Remote Similarity	0.5904	NPC478006
Remote Similarity	0.59	NPC168911
Remote Similarity	0.59	NPC192315
Remote Similarity	0.5899	NPC476994
Remote Similarity	0.5898	NPC224327
Remote Similarity	0.5898	NPC230805
Remote Similarity	0.5896	NPC113369
Remote Similarity	0.5892	NPC315467
Remote Similarity	0.5891	NPC216612
Remote Similarity	0.5891	NPC324149
Remote Similarity	0.5887	NPC476688
Remote Similarity	0.5887	NPC105758
Remote Similarity	0.5887	NPC476686
Remote Similarity	0.5884	NPC214980
Remote Similarity	0.588	NPC82548
Remote Similarity	0.588	NPC478012
Remote Similarity	0.588	NPC478011
Remote Similarity	0.588	NPC475910
Remote Similarity	0.5876	NPC314882
Remote Similarity	0.5872	NPC478009
Remote Similarity	0.5872	NPC478010
Remote Similarity	0.5868	NPC161801
Remote Similarity	0.5865	NPC323345
Remote Similarity	0.5865	NPC470164
Remote Similarity	0.5863	NPC111624
Remote Similarity	0.5861	NPC314176
Remote Similarity	0.5859	NPC314056
Remote Similarity	0.5857	NPC476451
Remote Similarity	0.5857	NPC260434
Remote Similarity	0.5856	NPC234197
Remote Similarity	0.5856	NPC477019
Remote Similarity	0.5852	NPC203168
Remote Similarity	0.585	NPC477891
Remote Similarity	0.5848	NPC125597
Remote Similarity	0.5847	NPC164664

Drug Structure

NPD6754 OpenBabel08211710072D 46 50 0 0 0 0 0 0 0 0999 V2000 -4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 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 4.3301 -1.5000 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 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 3.4641 -0.0000 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 -4.0000 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 -3.0000 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 -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 4.3301 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 5.1391 2.0878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5211 2.0878 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 4.8301 3.0388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8301 3.0388 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 5.4179 3.8479 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 16 1 0 0 0 0 2 16 1 0 0 0 0 3 40 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 20 2 0 0 0 0 7 21 2 0 0 0 0 8 9 2 0 0 0 0 8 18 1 0 0 0 0 9 22 1 0 0 0 0 10 11 2 0 0 0 0 10 17 1 0 0 0 0 11 28 1 0 0 0 0 12 13 1 0 0 0 0 12 37 1 0 0 0 0 13 41 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 18 2 0 0 0 0 15 29 1 0 0 0 0 16 18 1 0 0 0 0 17 24 1 0 0 0 0 19 25 1 0 0 0 0 19 28 2 0 0 0 0 20 21 1 0 0 0 0 20 40 1 0 0 0 0 21 42 1 0 0 0 0 22 29 2 0 0 0 0 22 43 1 0 0 0 0 23 26 2 0 0 0 0 23 27 1 0 0 0 0 23 42 1 0 0 0 0 24 30 2 0 0 0 0 24 31 1 0 0 0 0 25 32 2 0 0 0 0 25 33 1 0 0 0 0 26 30 1 0 0 0 0 26 34 1 0 0 0 0 27 31 2 0 0 0 0 27 41 1 0 0 0 0 32 35 1 0 0 0 0 33 36 2 0 0 0 0 34 43 1 0 0 0 0 34 44 1 0 0 0 0 35 36 1 0 0 0 0 35 45 1 0 0 0 0 37 46 1 0 0 0 0 38 43 2 0 0 0 0 39 43 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001853
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	151174
ChEBI
CAS Number

Drug Properties

Molecular Weight	605.18
ALogP	-1.5811
MLogP	2.67
XLogP	3.859
HDA	12
HBD	3
Rotatable Bonds	16
TPSA	208.49
RO5 Violation	2