NPASS drugs

Drug Information

Drug ID:	NPD6626
Drug Name:	Selexipag
Molecular Formula:	C26H32N4O4S
Canonical SMILES:	OC(=NS(=O)(=O)C)COCCCCN(c1cnc(c(n1)c1ccccc1)c1ccccc1)C(C)C
Standard InCHI:	InChI=1S/C26H32N4O4S/c1-20(2)30(16-10-11-17-34-19-24(31)29-35(3,32)33)23-18-27-25(21-12-6-4-7-13-21)26(28-23)22-14-8-5-9-15-22/h4-9,12-15,18,20H,10-11,16-17,19H2,1-3H3,(H,29,31)
Standard InCHIKey:	QXWZQTURMXZVHJ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6626

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	288
0.1-0.2	2889
0.2-0.3	12998
0.3-0.4	10235
0.4-0.5	2260
0.5-0.6	1543
0.6-0.7	668
0.7-0.8	9
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	0.7663	NPC317054
Intermediate Similarity	0.735	NPC469308
Intermediate Similarity	0.7135	NPC470203
Intermediate Similarity	0.7126	NPC251722
Intermediate Similarity	0.7126	NPC314102
Intermediate Similarity	0.7081	NPC470204
Intermediate Similarity	0.7056	NPC470111
Intermediate Similarity	0.7043	NPC225018
Intermediate Similarity	0.7005	NPC478182
Remote Similarity	0.6947	NPC91895
Remote Similarity	0.6936	NPC256893
Remote Similarity	0.6927	NPC469938
Remote Similarity	0.6898	NPC122141
Remote Similarity	0.6885	NPC40070
Remote Similarity	0.6865	NPC476219
Remote Similarity	0.6845	NPC293487
Remote Similarity	0.684	NPC471603
Remote Similarity	0.6829	NPC313421
Remote Similarity	0.6818	NPC62510
Remote Similarity	0.6811	NPC325903
Remote Similarity	0.6786	NPC24864
Remote Similarity	0.6776	NPC179787
Remote Similarity	0.6776	NPC201380
Remote Similarity	0.6774	NPC120070
Remote Similarity	0.6774	NPC476297
Remote Similarity	0.6772	NPC71079
Remote Similarity	0.6768	NPC108011
Remote Similarity	0.6757	NPC469975
Remote Similarity	0.6754	NPC478183
Remote Similarity	0.6754	NPC49217
Remote Similarity	0.6743	NPC471322
Remote Similarity	0.6742	NPC107160
Remote Similarity	0.6739	NPC321911
Remote Similarity	0.6737	NPC474217
Remote Similarity	0.6737	NPC311276
Remote Similarity	0.6737	NPC478184
Remote Similarity	0.6737	NPC40779
Remote Similarity	0.6736	NPC470498
Remote Similarity	0.6735	NPC12649
Remote Similarity	0.673	NPC475024
Remote Similarity	0.6721	NPC63545
Remote Similarity	0.672	NPC255229
Remote Similarity	0.672	NPC81229
Remote Similarity	0.6718	NPC150048
Remote Similarity	0.6718	NPC280852
Remote Similarity	0.6718	NPC203754
Remote Similarity	0.6711	NPC158055
Remote Similarity	0.6702	NPC469762
Remote Similarity	0.6702	NPC129721
Remote Similarity	0.6701	NPC16659
Remote Similarity	0.6685	NPC469811
Remote Similarity	0.6684	NPC478185
Remote Similarity	0.6684	NPC32534
Remote Similarity	0.6667	NPC46358
Remote Similarity	0.6667	NPC278366
Remote Similarity	0.6667	NPC56233
Remote Similarity	0.6667	NPC177996
Remote Similarity	0.6667	NPC307191
Remote Similarity	0.6667	NPC314930
Remote Similarity	0.6667	NPC127730
Remote Similarity	0.6667	NPC214827
Remote Similarity	0.6667	NPC147983
Remote Similarity	0.6667	NPC160105
Remote Similarity	0.665	NPC473763
Remote Similarity	0.665	NPC188387
Remote Similarity	0.665	NPC117244
Remote Similarity	0.665	NPC265710
Remote Similarity	0.665	NPC133261
Remote Similarity	0.665	NPC163421
Remote Similarity	0.6649	NPC51054
Remote Similarity	0.6649	NPC469785
Remote Similarity	0.6636	NPC253987
Remote Similarity	0.6633	NPC472122
Remote Similarity	0.6633	NPC24594
Remote Similarity	0.6633	NPC48938
Remote Similarity	0.6632	NPC63751
Remote Similarity	0.6631	NPC469760
Remote Similarity	0.6631	NPC469763
Remote Similarity	0.6631	NPC25008
Remote Similarity	0.6631	NPC469786
Remote Similarity	0.6631	NPC469765
Remote Similarity	0.6631	NPC73952
Remote Similarity	0.6631	NPC259644
Remote Similarity	0.6618	NPC265576
Remote Similarity	0.6617	NPC94752
Remote Similarity	0.6615	NPC85918
Remote Similarity	0.6615	NPC477975
Remote Similarity	0.6614	NPC236711
Remote Similarity	0.6614	NPC469897
Remote Similarity	0.6613	NPC105818
Remote Similarity	0.6613	NPC24678
Remote Similarity	0.6611	NPC169433
Remote Similarity	0.6609	NPC471311
Remote Similarity	0.6609	NPC471313
Remote Similarity	0.66	NPC284678
Remote Similarity	0.6599	NPC68354
Remote Similarity	0.6596	NPC80597
Remote Similarity	0.6596	NPC212376
Remote Similarity	0.6596	NPC211572
Remote Similarity	0.6596	NPC75540
Remote Similarity	0.6596	NPC70922
Remote Similarity	0.6595	NPC471957
Remote Similarity	0.6582	NPC37423
Remote Similarity	0.6582	NPC275305
Remote Similarity	0.6579	NPC477591
Remote Similarity	0.6578	NPC470233
Remote Similarity	0.6576	NPC204141
Remote Similarity	0.6576	NPC285731
Remote Similarity	0.6576	NPC314372
Remote Similarity	0.6575	NPC104483
Remote Similarity	0.6571	NPC182507
Remote Similarity	0.657	NPC290094
Remote Similarity	0.6562	NPC469813
Remote Similarity	0.6562	NPC476446
Remote Similarity	0.6562	NPC317105
Remote Similarity	0.6562	NPC78375
Remote Similarity	0.6557	NPC190296
Remote Similarity	0.6557	NPC20144
Remote Similarity	0.6556	NPC150259
Remote Similarity	0.6552	NPC472289
Remote Similarity	0.6546	NPC201700
Remote Similarity	0.6538	NPC212213
Remote Similarity	0.6538	NPC239954
Remote Similarity	0.6533	NPC472105
Remote Similarity	0.6533	NPC69843
Remote Similarity	0.6533	NPC187827
Remote Similarity	0.6532	NPC64216
Remote Similarity	0.6531	NPC314603
Remote Similarity	0.6528	NPC195507
Remote Similarity	0.6528	NPC2165
Remote Similarity	0.6515	NPC59269
Remote Similarity	0.6515	NPC326575
Remote Similarity	0.6515	NPC473380
Remote Similarity	0.6515	NPC240088
Remote Similarity	0.6514	NPC470732
Remote Similarity	0.6514	NPC470731
Remote Similarity	0.6513	NPC194411
Remote Similarity	0.6505	NPC114209
Remote Similarity	0.6505	NPC198673
Remote Similarity	0.6502	NPC19170
Remote Similarity	0.65	NPC250178
Remote Similarity	0.6498	NPC54744
Remote Similarity	0.6497	NPC69914
Remote Similarity	0.6495	NPC474561
Remote Similarity	0.6495	NPC49954
Remote Similarity	0.6492	NPC135141
Remote Similarity	0.6492	NPC92796
Remote Similarity	0.6492	NPC56765
Remote Similarity	0.6485	NPC15102
Remote Similarity	0.6484	NPC32002
Remote Similarity	0.6484	NPC315348
Remote Similarity	0.6484	NPC316811
Remote Similarity	0.6482	NPC176199
Remote Similarity	0.6482	NPC215795
Remote Similarity	0.6481	NPC320968
Remote Similarity	0.6481	NPC242923
Remote Similarity	0.6479	NPC475288
Remote Similarity	0.6477	NPC89490
Remote Similarity	0.6476	NPC89987
Remote Similarity	0.6471	NPC91958
Remote Similarity	0.6468	NPC472109
Remote Similarity	0.6468	NPC163055
Remote Similarity	0.6468	NPC472110
Remote Similarity	0.6467	NPC477977
Remote Similarity	0.6462	NPC317430
Remote Similarity	0.6461	NPC101165
Remote Similarity	0.6461	NPC324611
Remote Similarity	0.6459	NPC149708
Remote Similarity	0.6459	NPC168911
Remote Similarity	0.6459	NPC470499
Remote Similarity	0.6457	NPC169625
Remote Similarity	0.6457	NPC476817
Remote Similarity	0.6457	NPC202957
Remote Similarity	0.6455	NPC281049
Remote Similarity	0.6455	NPC200214
Remote Similarity	0.6453	NPC62749
Remote Similarity	0.6452	NPC75726
Remote Similarity	0.6452	NPC110602
Remote Similarity	0.6452	NPC31385
Remote Similarity	0.6452	NPC143872
Remote Similarity	0.645	NPC73994
Remote Similarity	0.6448	NPC469779
Remote Similarity	0.6448	NPC469761
Remote Similarity	0.6448	NPC469780
Remote Similarity	0.6448	NPC469783
Remote Similarity	0.6448	NPC469767
Remote Similarity	0.6448	NPC469768
Remote Similarity	0.6448	NPC469784
Remote Similarity	0.6444	NPC476492
Remote Similarity	0.6441	NPC475105
Remote Similarity	0.6441	NPC329896
Remote Similarity	0.6441	NPC475090
Remote Similarity	0.6441	NPC476131
Remote Similarity	0.6439	NPC95783
Remote Similarity	0.6438	NPC471192
Remote Similarity	0.6437	NPC476322
Remote Similarity	0.6432	NPC471323
Remote Similarity	0.6432	NPC473376
Remote Similarity	0.6432	NPC160666
Remote Similarity	0.6432	NPC248454

Drug Structure

NPD6626 OpenBabel08211710072D 36 38 0 0 0 0 0 0 0 0999 V2000 4.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 7.7942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 7.7942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 6.9282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 7.7942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 7.7942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 6.9282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 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 8.5000 6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 6.9282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 6.9282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 1.7321 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 7.0000 3.4641 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 4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 3.4641 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 7.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 4.3301 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 4.3301 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 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 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -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 -0.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 35 1 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 11 1 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 21 2 0 0 0 0 13 21 1 0 0 0 0 14 22 2 0 0 0 0 15 22 1 0 0 0 0 16 30 1 0 0 0 0 17 34 1 0 0 0 0 18 23 1 0 0 0 0 18 27 2 0 0 0 0 19 24 1 0 0 0 0 19 34 1 0 0 0 0 20 30 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 23 28 2 0 0 0 0 23 30 1 0 0 0 0 24 29 2 3 0 0 0 24 31 1 0 0 0 0 25 26 2 0 0 0 0 25 27 1 0 0 0 0 26 28 1 0 0 0 0 29 35 1 0 0 0 0 31 36 1 0 0 0 0 32 35 2 0 0 0 0 33 35 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001905
DrugBank	DB11362
ChEMBL	CHEMBL238804
IUPHAR/BPS	7552
PharmaGKB
KEGG Drug	D09994
PubChem CID	9913767
ChEBI	90844
CAS Number	475086-01-2

Drug Properties

Molecular Weight	496.21
ALogP	-1.894
MLogP	3.33
XLogP	6.826
HDA	8
HBD	1
Rotatable Bonds	16
TPSA	113.36
RO5 Violation	2