NPASS drugs

Drug Information

Drug ID:	NPD2853
Drug Name:
Molecular Formula:	C18H18N6O5S2
Canonical SMILES:	Oc1ccc(cc1)[C@H](C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1cnn[nH]1)O)N
Standard InCHI:	InChI=1S/C18H18N6O5S2/c19-12(8-1-3-10(25)4-2-8)15(26)21-13-16(27)24-14(18(28)29)9(7-31-17(13)24)6-30-11-5-20-23-22-11/h1-5,12-13,17,25H,6-7,19H2,(H,21,26)(H,28,29)(H,20,22,23)/t12-,13-,17-/m1/s1
Standard InCHIKey:	UOCJDOLVGGIYIQ-PBFPGSCMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2853

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	274
0.1-0.2	2562
0.2-0.3	9932
0.3-0.4	9646
0.4-0.5	6934
0.5-0.6	1405
0.6-0.7	133
0.7-0.8	3
0.8-0.85	1
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	0.8075	NPC315388
Intermediate Similarity	0.7273	NPC13470
Intermediate Similarity	0.7023	NPC75498
Intermediate Similarity	0.7023	NPC143325
Remote Similarity	0.6862	NPC468984
Remote Similarity	0.6751	NPC326349
Remote Similarity	0.6751	NPC323336
Remote Similarity	0.6712	NPC14877
Remote Similarity	0.6712	NPC145178
Remote Similarity	0.6712	NPC475350
Remote Similarity	0.6696	NPC251036
Remote Similarity	0.6638	NPC475196
Remote Similarity	0.6635	NPC153554
Remote Similarity	0.6606	NPC257511
Remote Similarity	0.6518	NPC478005
Remote Similarity	0.6496	NPC319232
Remote Similarity	0.6496	NPC24370
Remote Similarity	0.6471	NPC61004
Remote Similarity	0.6458	NPC476989
Remote Similarity	0.644	NPC242159
Remote Similarity	0.644	NPC313694
Remote Similarity	0.6422	NPC63931
Remote Similarity	0.6422	NPC478007
Remote Similarity	0.6411	NPC153400
Remote Similarity	0.6386	NPC244336
Remote Similarity	0.6378	NPC128237
Remote Similarity	0.6378	NPC83790
Remote Similarity	0.6378	NPC16188
Remote Similarity	0.6368	NPC477637
Remote Similarity	0.6368	NPC478141
Remote Similarity	0.6368	NPC478008
Remote Similarity	0.6364	NPC17698
Remote Similarity	0.6355	NPC469243
Remote Similarity	0.6333	NPC323752
Remote Similarity	0.6329	NPC323244
Remote Similarity	0.6321	NPC39822
Remote Similarity	0.6318	NPC244509
Remote Similarity	0.6316	NPC248670
Remote Similarity	0.6316	NPC475532
Remote Similarity	0.6293	NPC133470
Remote Similarity	0.6293	NPC289776
Remote Similarity	0.6293	NPC191863
Remote Similarity	0.6292	NPC328924
Remote Similarity	0.6286	NPC165285
Remote Similarity	0.6281	NPC473491
Remote Similarity	0.6275	NPC475544
Remote Similarity	0.6273	NPC477632
Remote Similarity	0.6273	NPC477638
Remote Similarity	0.6262	NPC223207
Remote Similarity	0.625	NPC233702
Remote Similarity	0.625	NPC129486
Remote Similarity	0.6238	NPC473580
Remote Similarity	0.6232	NPC290755
Remote Similarity	0.6232	NPC471771
Remote Similarity	0.6232	NPC304074
Remote Similarity	0.6226	NPC314056
Remote Similarity	0.6221	NPC329731
Remote Similarity	0.622	NPC475123
Remote Similarity	0.622	NPC274198
Remote Similarity	0.622	NPC475204
Remote Similarity	0.622	NPC198254
Remote Similarity	0.6219	NPC56685
Remote Similarity	0.6219	NPC202198
Remote Similarity	0.6202	NPC328649
Remote Similarity	0.619	NPC89831
Remote Similarity	0.6184	NPC189116
Remote Similarity	0.6183	NPC478011
Remote Similarity	0.6165	NPC241794
Remote Similarity	0.6164	NPC122427
Remote Similarity	0.6164	NPC329961
Remote Similarity	0.6164	NPC477636
Remote Similarity	0.616	NPC314176
Remote Similarity	0.6158	NPC476268
Remote Similarity	0.6154	NPC478013
Remote Similarity	0.6151	NPC472789
Remote Similarity	0.6147	NPC4910
Remote Similarity	0.6143	NPC46009
Remote Similarity	0.6143	NPC276506
Remote Similarity	0.6143	NPC74153
Remote Similarity	0.6139	NPC5194
Remote Similarity	0.6139	NPC261934
Remote Similarity	0.6139	NPC262166
Remote Similarity	0.6132	NPC471165
Remote Similarity	0.6131	NPC119569
Remote Similarity	0.6126	NPC184933
Remote Similarity	0.6126	NPC59827
Remote Similarity	0.6123	NPC53144
Remote Similarity	0.6121	NPC269750
Remote Similarity	0.6121	NPC194671
Remote Similarity	0.6111	NPC161143
Remote Similarity	0.6111	NPC471680
Remote Similarity	0.6111	NPC266741
Remote Similarity	0.6109	NPC477631
Remote Similarity	0.6103	NPC196243
Remote Similarity	0.6095	NPC280022
Remote Similarity	0.6094	NPC326966
Remote Similarity	0.6085	NPC137627
Remote Similarity	0.6083	NPC214142
Remote Similarity	0.608	NPC473804
Remote Similarity	0.608	NPC81026
Remote Similarity	0.6074	NPC326363
Remote Similarity	0.6073	NPC325651
Remote Similarity	0.6073	NPC94862
Remote Similarity	0.6071	NPC473814
Remote Similarity	0.6071	NPC78767
Remote Similarity	0.6063	NPC477526
Remote Similarity	0.6061	NPC478012
Remote Similarity	0.6058	NPC118559
Remote Similarity	0.6058	NPC261251
Remote Similarity	0.6058	NPC34580
Remote Similarity	0.6058	NPC124920
Remote Similarity	0.6058	NPC304307
Remote Similarity	0.6056	NPC158277
Remote Similarity	0.6056	NPC26108
Remote Similarity	0.6056	NPC279871
Remote Similarity	0.6047	NPC97526
Remote Similarity	0.6047	NPC119652
Remote Similarity	0.6044	NPC477527
Remote Similarity	0.6041	NPC475635
Remote Similarity	0.6036	NPC165538
Remote Similarity	0.6033	NPC100547
Remote Similarity	0.6027	NPC329295
Remote Similarity	0.6027	NPC477639
Remote Similarity	0.6025	NPC477516
Remote Similarity	0.6009	NPC273755
Remote Similarity	0.6009	NPC473821
Remote Similarity	0.6009	NPC306804
Remote Similarity	0.6009	NPC211813
Remote Similarity	0.6008	NPC95240
Remote Similarity	0.6008	NPC223409
Remote Similarity	0.6008	NPC322135
Remote Similarity	0.6008	NPC477630
Remote Similarity	0.6008	NPC477635
Remote Similarity	0.6	NPC246303
Remote Similarity	0.6	NPC284888
Remote Similarity	0.6	NPC254700
Remote Similarity	0.6	NPC314882
Remote Similarity	0.5992	NPC28945
Remote Similarity	0.5991	NPC40234
Remote Similarity	0.5984	NPC14288
Remote Similarity	0.5983	NPC200836
Remote Similarity	0.5982	NPC93390
Remote Similarity	0.5981	NPC476227
Remote Similarity	0.5976	NPC325976
Remote Similarity	0.5975	NPC322064
Remote Similarity	0.5972	NPC107938
Remote Similarity	0.5972	NPC141957
Remote Similarity	0.5972	NPC302597
Remote Similarity	0.5972	NPC294516
Remote Similarity	0.5966	NPC313804
Remote Similarity	0.5966	NPC315804
Remote Similarity	0.5966	NPC85273
Remote Similarity	0.5964	NPC324149
Remote Similarity	0.5959	NPC54803
Remote Similarity	0.5959	NPC321592
Remote Similarity	0.5953	NPC50016
Remote Similarity	0.5951	NPC39431
Remote Similarity	0.5949	NPC27041
Remote Similarity	0.5946	NPC41982
Remote Similarity	0.594	NPC242923
Remote Similarity	0.5936	NPC302235
Remote Similarity	0.5935	NPC323198
Remote Similarity	0.5929	NPC156704
Remote Similarity	0.5927	NPC184225
Remote Similarity	0.5921	NPC315491
Remote Similarity	0.5921	NPC45459
Remote Similarity	0.5917	NPC473317
Remote Similarity	0.5917	NPC473404
Remote Similarity	0.5913	NPC476098
Remote Similarity	0.5911	NPC245055
Remote Similarity	0.5911	NPC106235
Remote Similarity	0.5911	NPC33064
Remote Similarity	0.5911	NPC239660
Remote Similarity	0.5909	NPC48202
Remote Similarity	0.5909	NPC96016
Remote Similarity	0.5903	NPC306376
Remote Similarity	0.5902	NPC194740
Remote Similarity	0.5899	NPC45037
Remote Similarity	0.5896	NPC209463
Remote Similarity	0.5888	NPC230611
Remote Similarity	0.5887	NPC272549
Remote Similarity	0.5882	NPC20755
Remote Similarity	0.5877	NPC472923
Remote Similarity	0.5874	NPC60516
Remote Similarity	0.5874	NPC240130
Remote Similarity	0.5874	NPC61332
Remote Similarity	0.5864	NPC294951
Remote Similarity	0.5864	NPC471050
Remote Similarity	0.5864	NPC471049
Remote Similarity	0.5864	NPC471048
Remote Similarity	0.5862	NPC9373
Remote Similarity	0.5861	NPC477633
Remote Similarity	0.5861	NPC186351
Remote Similarity	0.5859	NPC315893
Remote Similarity	0.5859	NPC313587
Remote Similarity	0.5859	NPC316110
Remote Similarity	0.5858	NPC303658
Remote Similarity	0.5847	NPC110602
Remote Similarity	0.5847	NPC75726
Remote Similarity	0.5847	NPC31385

Drug Structure

NPD2853 OpenBabel08211702562D 37 40 0 0 1 0 0 0 0 0999 V2000 3.6049 -0.9306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0532 -2.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5708 -0.6718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0191 -2.3449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6551 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3461 -1.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2779 -1.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3801 -2.1554 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6730 -1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1213 -3.1213 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 -2.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2731 -1.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.9641 -2.5388 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 6.2438 -1.1201 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9319 -0.4824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.8284 -3.8284 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1554 -3.3801 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2242 -1.2788 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5027 -0.1542 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 -0.2235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 8 2 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 10 2 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 5 20 1 0 0 0 0 6 9 1 0 0 0 0 6 30 1 0 0 0 0 7 9 1 0 0 0 0 7 31 1 0 0 0 0 8 12 1 0 0 0 0 9 14 2 0 0 0 0 10 25 1 0 0 0 0 11 22 1 0 0 0 0 11 30 1 0 0 0 0 12 15 1 1 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 13 17 1 0 0 0 0 13 21 1 1 0 0 0 14 18 1 0 0 0 0 14 24 1 0 0 0 0 15 21 2 3 0 0 0 15 26 1 0 0 0 0 16 24 1 0 0 0 0 16 27 2 0 0 0 0 17 24 1 0 0 0 0 17 31 1 1 0 0 0 18 28 2 0 0 0 0 18 29 1 0 0 0 0 19 32 1 0 0 0 0 19 33 1 0 0 0 0 20 23 2 0 0 0 0 22 23 1 0 0 0 0 22 34 1 0 0 0 0 25 35 1 0 0 0 0 26 36 1 0 0 0 0 29 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006675
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	462.08
ALogP	-1.739
MLogP	2.01
XLogP	-2.497
HDA	10
HBD	5
Rotatable Bonds	11
TPSA	228.62
RO5 Violation	0