NPASS drugs

Drug Information

Drug ID:	NPD369
Drug Name:	Pentosan Polysulfate
Molecular Formula:	C10H18O21S4
Canonical SMILES:	O[C@@H]1CO[C@H]([C@@H]([C@H]1OS(=O)(=O)O)OS(=O)(=O)O)O[C@@H]1CO[C@H]([C@@H]([C@H]1OS(=O)(=O)O)OS(=O)(=O)O)O
Standard InCHI:	InChI=1S/C10H18O21S4/c11-3-1-26-10(8(31-35(22,23)24)5(3)28-32(13,14)15)27-4-2-25-9(12)7(30-34(19,20)21)6(4)29-33(16,17)18/h3-12H,1-2H2,(H,13,14,15)(H,16,17,18)(H,19,20,21)(H,22,23,24)/t3-,4-,5+,6+,7-,8-,9-,10+/m1/s1
Standard InCHIKey:	FCCNSUIJIOOXEZ-SJYYZXOBSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD369

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	752
0.1-0.2	9074
0.2-0.3	13572
0.3-0.4	5469
0.4-0.5	1630
0.5-0.6	261
0.6-0.7	91
0.7-0.8	30
0.8-0.85	11
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	0.8214	NPC246558
Intermediate Similarity	0.8214	NPC107914
Intermediate Similarity	0.8214	NPC157514
Intermediate Similarity	0.8214	NPC242073
Intermediate Similarity	0.8214	NPC89145
Intermediate Similarity	0.8214	NPC165198
Intermediate Similarity	0.8214	NPC58629
Intermediate Similarity	0.8214	NPC145112
Intermediate Similarity	0.8214	NPC67660
Intermediate Similarity	0.8214	NPC269166
Intermediate Similarity	0.807	NPC303727
Intermediate Similarity	0.7857	NPC326533
Intermediate Similarity	0.7833	NPC34877
Intermediate Similarity	0.7833	NPC317023
Intermediate Similarity	0.7833	NPC290179
Intermediate Similarity	0.7667	NPC472025
Intermediate Similarity	0.7586	NPC130683
Intermediate Similarity	0.7586	NPC323361
Intermediate Similarity	0.7544	NPC233726
Intermediate Similarity	0.7544	NPC124963
Intermediate Similarity	0.7544	NPC23134
Intermediate Similarity	0.7358	NPC298699
Intermediate Similarity	0.7358	NPC213159
Intermediate Similarity	0.7358	NPC134252
Intermediate Similarity	0.7358	NPC291502
Intermediate Similarity	0.7358	NPC317182
Intermediate Similarity	0.7358	NPC86191
Intermediate Similarity	0.7302	NPC477753
Intermediate Similarity	0.7302	NPC477762
Intermediate Similarity	0.7302	NPC477750
Intermediate Similarity	0.7302	NPC477763
Intermediate Similarity	0.7302	NPC477755
Intermediate Similarity	0.7302	NPC477757
Intermediate Similarity	0.7231	NPC6848
Intermediate Similarity	0.7193	NPC282143
Intermediate Similarity	0.7193	NPC299781
Intermediate Similarity	0.7193	NPC157193
Intermediate Similarity	0.7193	NPC42503
Intermediate Similarity	0.7097	NPC219040
Intermediate Similarity	0.7069	NPC323574
Intermediate Similarity	0.7018	NPC14144
Remote Similarity	0.6964	NPC69445
Remote Similarity	0.6964	NPC176017
Remote Similarity	0.6964	NPC92246
Remote Similarity	0.6964	NPC255377
Remote Similarity	0.6964	NPC289758
Remote Similarity	0.6964	NPC73906
Remote Similarity	0.6964	NPC165846
Remote Similarity	0.6964	NPC21209
Remote Similarity	0.6964	NPC285364
Remote Similarity	0.6964	NPC199857
Remote Similarity	0.6935	NPC148424
Remote Similarity	0.6866	NPC147292
Remote Similarity	0.6866	NPC12040
Remote Similarity	0.6866	NPC76881
Remote Similarity	0.6866	NPC471761
Remote Similarity	0.6866	NPC471760
Remote Similarity	0.6866	NPC190418
Remote Similarity	0.6842	NPC321087
Remote Similarity	0.6842	NPC277475
Remote Similarity	0.6812	NPC67099
Remote Similarity	0.6812	NPC250619
Remote Similarity	0.6769	NPC472026
Remote Similarity	0.6765	NPC477751
Remote Similarity	0.6765	NPC477764
Remote Similarity	0.6765	NPC477756
Remote Similarity	0.6765	NPC477752
Remote Similarity	0.6727	NPC320189
Remote Similarity	0.6719	NPC322855
Remote Similarity	0.6719	NPC320032
Remote Similarity	0.6667	NPC477760
Remote Similarity	0.6667	NPC477754
Remote Similarity	0.6667	NPC477759
Remote Similarity	0.6667	NPC477758
Remote Similarity	0.6667	NPC477761
Remote Similarity	0.662	NPC53760
Remote Similarity	0.662	NPC52268
Remote Similarity	0.6615	NPC143326
Remote Similarity	0.661	NPC82512
Remote Similarity	0.6607	NPC320240
Remote Similarity	0.6607	NPC70756
Remote Similarity	0.6571	NPC97736
Remote Similarity	0.6571	NPC50228
Remote Similarity	0.6567	NPC268243
Remote Similarity	0.6515	NPC155457
Remote Similarity	0.6479	NPC211428
Remote Similarity	0.6479	NPC241265
Remote Similarity	0.6479	NPC285003
Remote Similarity	0.6452	NPC314821
Remote Similarity	0.6452	NPC317501
Remote Similarity	0.6452	NPC317626
Remote Similarity	0.6438	NPC39266
Remote Similarity	0.6438	NPC169085
Remote Similarity	0.6438	NPC163812
Remote Similarity	0.6438	NPC9763
Remote Similarity	0.6438	NPC225748
Remote Similarity	0.6389	NPC474078
Remote Similarity	0.6324	NPC325773
Remote Similarity	0.6324	NPC277570
Remote Similarity	0.6271	NPC230789
Remote Similarity	0.6271	NPC252918
Remote Similarity	0.625	NPC326557
Remote Similarity	0.6232	NPC31496
Remote Similarity	0.6232	NPC13143
Remote Similarity	0.6232	NPC294813
Remote Similarity	0.623	NPC329128
Remote Similarity	0.623	NPC322158
Remote Similarity	0.6216	NPC206823
Remote Similarity	0.6216	NPC55652
Remote Similarity	0.6197	NPC206601
Remote Similarity	0.6197	NPC32148
Remote Similarity	0.6184	NPC477350
Remote Similarity	0.6164	NPC471879
Remote Similarity	0.6104	NPC216883
Remote Similarity	0.6104	NPC476783
Remote Similarity	0.6104	NPC476781
Remote Similarity	0.6104	NPC476782
Remote Similarity	0.6071	NPC266553
Remote Similarity	0.6034	NPC29721
Remote Similarity	0.6026	NPC109887
Remote Similarity	0.6026	NPC281563
Remote Similarity	0.6026	NPC146380
Remote Similarity	0.6026	NPC477325
Remote Similarity	0.6026	NPC477330
Remote Similarity	0.6026	NPC477329
Remote Similarity	0.6026	NPC477323
Remote Similarity	0.6026	NPC477326
Remote Similarity	0.6026	NPC113745
Remote Similarity	0.6026	NPC475425
Remote Similarity	0.6026	NPC477320
Remote Similarity	0.6026	NPC477328
Remote Similarity	0.6	NPC132938
Remote Similarity	0.5974	NPC279575
Remote Similarity	0.5949	NPC158302
Remote Similarity	0.5949	NPC22742
Remote Similarity	0.5949	NPC85759
Remote Similarity	0.5949	NPC477346
Remote Similarity	0.5949	NPC477344
Remote Similarity	0.5949	NPC146992
Remote Similarity	0.5949	NPC294748
Remote Similarity	0.5921	NPC166250
Remote Similarity	0.5875	NPC267592
Remote Similarity	0.5867	NPC185419
Remote Similarity	0.5867	NPC184550
Remote Similarity	0.5823	NPC98750
Remote Similarity	0.5823	NPC150557
Remote Similarity	0.5823	NPC316807
Remote Similarity	0.5802	NPC224953
Remote Similarity	0.5802	NPC119583
Remote Similarity	0.5802	NPC186992
Remote Similarity	0.5802	NPC143421
Remote Similarity	0.5802	NPC472200
Remote Similarity	0.5802	NPC472201
Remote Similarity	0.5802	NPC269318
Remote Similarity	0.5802	NPC173328
Remote Similarity	0.5802	NPC184915
Remote Similarity	0.5802	NPC472202
Remote Similarity	0.5802	NPC126685
Remote Similarity	0.5802	NPC183888
Remote Similarity	0.5802	NPC477331
Remote Similarity	0.5802	NPC475327
Remote Similarity	0.5802	NPC472203
Remote Similarity	0.5802	NPC477318
Remote Similarity	0.5802	NPC472205
Remote Similarity	0.5802	NPC290012
Remote Similarity	0.5802	NPC169345
Remote Similarity	0.5802	NPC307400
Remote Similarity	0.5802	NPC259294
Remote Similarity	0.5802	NPC475270
Remote Similarity	0.5802	NPC477347
Remote Similarity	0.5802	NPC115013
Remote Similarity	0.5802	NPC297768
Remote Similarity	0.5802	NPC472204
Remote Similarity	0.5802	NPC477319
Remote Similarity	0.5802	NPC27289
Remote Similarity	0.5802	NPC238056
Remote Similarity	0.5802	NPC123204
Remote Similarity	0.5802	NPC44782
Remote Similarity	0.5802	NPC477317
Remote Similarity	0.5802	NPC89843
Remote Similarity	0.5802	NPC476087
Remote Similarity	0.5802	NPC475667
Remote Similarity	0.5789	NPC308096
Remote Similarity	0.5789	NPC470659
Remote Similarity	0.5789	NPC291228
Remote Similarity	0.5789	NPC470660
Remote Similarity	0.575	NPC170595
Remote Similarity	0.575	NPC70574
Remote Similarity	0.575	NPC318258
Remote Similarity	0.5714	NPC138273
Remote Similarity	0.5714	NPC308489
Remote Similarity	0.5679	NPC163362
Remote Similarity	0.5679	NPC471420
Remote Similarity	0.5679	NPC127295
Remote Similarity	0.5663	NPC472352
Remote Similarity	0.5663	NPC477332
Remote Similarity	0.5663	NPC60849
Remote Similarity	0.5625	NPC272841
Remote Similarity	0.5625	NPC329095
Remote Similarity	0.561	NPC36927

Drug Structure

NPD369 OpenBabel08201723122D 41 42 0 0 1 0 0 0 0 0999 V2000 1.5000 -2.5981 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 1.0000 -1.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5000 -0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.5000 -0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0000 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.5000 0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 1.7321 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 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3660 -3.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0000 -3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6340 -2.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6340 1.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3660 0.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3660 1.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 0.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -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 6.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 0.0000 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 5.5000 -2.5981 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 0.8660 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 2.5981 0.0000 H 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 7.2321 -2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6340 2.3660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3660 2.3660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 26 1 0 0 0 0 2 4 1 0 0 0 0 2 25 1 0 0 0 0 3 5 1 0 0 0 0 3 11 1 1 0 0 0 4 6 1 0 0 0 0 4 27 1 6 0 0 0 5 8 1 0 0 0 0 5 28 1 6 0 0 0 6 7 1 0 0 0 0 6 29 1 1 0 0 0 7 9 1 0 0 0 0 7 30 1 6 0 0 0 8 10 1 0 0 0 0 8 31 1 1 0 0 0 9 12 1 1 0 0 0 9 25 1 0 0 0 0 10 26 1 0 0 0 0 10 27 1 6 0 0 0 11 36 1 0 0 0 0 12 37 1 0 0 0 0 13 32 1 0 0 0 0 13 38 1 0 0 0 0 14 32 2 0 0 0 0 15 32 2 0 0 0 0 16 33 1 0 0 0 0 16 39 1 0 0 0 0 17 33 2 0 0 0 0 18 33 2 0 0 0 0 19 34 1 0 0 0 0 19 40 1 0 0 0 0 20 34 2 0 0 0 0 21 34 2 0 0 0 0 22 35 1 0 0 0 0 22 41 1 0 0 0 0 23 35 2 0 0 0 0 24 35 2 0 0 0 0 28 32 1 0 0 0 0 29 33 1 0 0 0 0 30 34 1 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001025
DrugBank	DB00686
ChEMBL
IUPHAR/BPS
PharmaGKB	PA164774806
KEGG Drug
PubChem CID	37720
ChEBI
CAS Number	37300-21-3

Drug Properties

Molecular Weight	601.92
ALogP	-3.4341
MLogP	-0.19
XLogP	-8.794
HDA	21
HBD	6
Rotatable Bonds	16
TPSA	356.07
RO5 Violation	2