NPASS drugs

Drug Information

Drug ID:	NPD2892
Drug Name:	denibulin
Molecular Formula:	C18H19N5O3S
Canonical SMILES:	COC(=Nc1nc2c([nH]1)cc(cc2)Sc1ccc(cc1)NC(=O)[C@@H](N)C)O
Standard InCHI:	InChI=1S/C18H19N5O3S/c1-10(19)16(24)20-11-3-5-12(6-4-11)27-13-7-8-14-15(9-13)22-17(21-14)23-18(25)26-2/h3-10H,19H2,1-2H3,(H,20,24)(H2,21,22,23,25)/t10-/m0/s1
Standard InCHIKey:	GAOHLWCIAJNSEE-JTQLQIEISA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2892

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	316
0.1-0.2	11104
0.2-0.3	13873
0.3-0.4	2421
0.4-0.5	1916
0.5-0.6	1182
0.6-0.7	73
0.7-0.8	3
0.8-0.85	0
0.85-0.9	2
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
High Similarity	0.8621	NPC314557
High Similarity	0.8523	NPC315715
Intermediate Similarity	0.7929	NPC42483
Intermediate Similarity	0.7368	NPC216159
Intermediate Similarity	0.7151	NPC114209
Remote Similarity	0.6845	NPC469308
Remote Similarity	0.6667	NPC300238
Remote Similarity	0.6651	NPC71238
Remote Similarity	0.6558	NPC54981
Remote Similarity	0.6508	NPC120070
Remote Similarity	0.6404	NPC476341
Remote Similarity	0.6398	NPC204141
Remote Similarity	0.6388	NPC69843
Remote Similarity	0.6383	NPC282531
Remote Similarity	0.6378	NPC320863
Remote Similarity	0.6368	NPC16659
Remote Similarity	0.6347	NPC282247
Remote Similarity	0.634	NPC470203
Remote Similarity	0.6318	NPC265710
Remote Similarity	0.6316	NPC294693
Remote Similarity	0.6293	NPC94752
Remote Similarity	0.6289	NPC470204
Remote Similarity	0.6269	NPC299594
Remote Similarity	0.6269	NPC240088
Remote Similarity	0.6269	NPC473380
Remote Similarity	0.6267	NPC116555
Remote Similarity	0.625	NPC317054
Remote Similarity	0.6237	NPC474791
Remote Similarity	0.6228	NPC187145
Remote Similarity	0.6223	NPC470440
Remote Similarity	0.6204	NPC473376
Remote Similarity	0.6188	NPC238945
Remote Similarity	0.6188	NPC267811
Remote Similarity	0.6179	NPC272483
Remote Similarity	0.6158	NPC11126
Remote Similarity	0.6146	NPC469975
Remote Similarity	0.6143	NPC470732
Remote Similarity	0.6143	NPC470731
Remote Similarity	0.6142	NPC271734
Remote Similarity	0.6135	NPC17273
Remote Similarity	0.6135	NPC135601
Remote Similarity	0.6135	NPC141612
Remote Similarity	0.6129	NPC214827
Remote Similarity	0.6129	NPC314930
Remote Similarity	0.6127	NPC314281
Remote Similarity	0.6127	NPC40530
Remote Similarity	0.6127	NPC91179
Remote Similarity	0.6126	NPC54744
Remote Similarity	0.6124	NPC324091
Remote Similarity	0.6119	NPC161861
Remote Similarity	0.6118	NPC39092
Remote Similarity	0.6117	NPC228835
Remote Similarity	0.6111	NPC182507
Remote Similarity	0.6108	NPC125746
Remote Similarity	0.6096	NPC115611
Remote Similarity	0.6089	NPC75999
Remote Similarity	0.6082	NPC476297
Remote Similarity	0.6082	NPC476219
Remote Similarity	0.6081	NPC31385
Remote Similarity	0.6081	NPC75726
Remote Similarity	0.6081	NPC110602
Remote Similarity	0.608	NPC470509
Remote Similarity	0.6064	NPC197068
Remote Similarity	0.6061	NPC206148
Remote Similarity	0.6049	NPC88110
Remote Similarity	0.6045	NPC475024
Remote Similarity	0.6044	NPC79386
Remote Similarity	0.6042	NPC37548
Remote Similarity	0.6041	NPC122141
Remote Similarity	0.6039	NPC21429
Remote Similarity	0.6036	NPC320968
Remote Similarity	0.6032	NPC41982
Remote Similarity	0.6019	NPC210123
Remote Similarity	0.601	NPC133003
Remote Similarity	0.601	NPC148592
Remote Similarity	0.6	NPC213629
Remote Similarity	0.6	NPC49217
Remote Similarity	0.6	NPC470507
Remote Similarity	0.5991	NPC156003
Remote Similarity	0.599	NPC471609
Remote Similarity	0.599	NPC470205
Remote Similarity	0.599	NPC54214
Remote Similarity	0.5983	NPC171393
Remote Similarity	0.5983	NPC295452
Remote Similarity	0.5981	NPC102592
Remote Similarity	0.5981	NPC476527
Remote Similarity	0.5981	NPC79356
Remote Similarity	0.598	NPC247987
Remote Similarity	0.598	NPC8104
Remote Similarity	0.5979	NPC216713
Remote Similarity	0.5979	NPC88121
Remote Similarity	0.5972	NPC313421
Remote Similarity	0.5971	NPC469896
Remote Similarity	0.5968	NPC325252
Remote Similarity	0.5958	NPC316756
Remote Similarity	0.5957	NPC63279
Remote Similarity	0.5957	NPC64216
Remote Similarity	0.5954	NPC143156
Remote Similarity	0.5952	NPC17059
Remote Similarity	0.5951	NPC248454
Remote Similarity	0.5949	NPC200214
Remote Similarity	0.5948	NPC323244
Remote Similarity	0.5946	NPC478158
Remote Similarity	0.5943	NPC243716
Remote Similarity	0.5942	NPC307191
Remote Similarity	0.5941	NPC91895
Remote Similarity	0.5938	NPC6865
Remote Similarity	0.5938	NPC471603
Remote Similarity	0.5938	NPC153980
Remote Similarity	0.5933	NPC308931
Remote Similarity	0.5933	NPC99939
Remote Similarity	0.5932	NPC297642
Remote Similarity	0.5931	NPC19170
Remote Similarity	0.5926	NPC474389
Remote Similarity	0.5922	NPC219336
Remote Similarity	0.5918	NPC38736
Remote Similarity	0.5916	NPC242556
Remote Similarity	0.5913	NPC270834
Remote Similarity	0.5913	NPC163055
Remote Similarity	0.5909	NPC477420
Remote Similarity	0.5909	NPC477418
Remote Similarity	0.5907	NPC471957
Remote Similarity	0.5905	NPC63571
Remote Similarity	0.5904	NPC8590
Remote Similarity	0.5902	NPC151635
Remote Similarity	0.5902	NPC478030
Remote Similarity	0.5901	NPC66699
Remote Similarity	0.59	NPC476418
Remote Similarity	0.59	NPC271797
Remote Similarity	0.59	NPC21174
Remote Similarity	0.5893	NPC72956
Remote Similarity	0.589	NPC469716
Remote Similarity	0.5888	NPC474180
Remote Similarity	0.5888	NPC188821
Remote Similarity	0.5888	NPC285469
Remote Similarity	0.5885	NPC165495
Remote Similarity	0.5885	NPC314372
Remote Similarity	0.5882	NPC218268
Remote Similarity	0.5882	NPC471191
Remote Similarity	0.5877	NPC310633
Remote Similarity	0.5876	NPC187951
Remote Similarity	0.5876	NPC321911
Remote Similarity	0.5874	NPC15573
Remote Similarity	0.5874	NPC183662
Remote Similarity	0.5874	NPC217372
Remote Similarity	0.5867	NPC325903
Remote Similarity	0.5867	NPC471194
Remote Similarity	0.5867	NPC471193
Remote Similarity	0.5864	NPC317701
Remote Similarity	0.5864	NPC190296
Remote Similarity	0.5859	NPC147983
Remote Similarity	0.5859	NPC177996
Remote Similarity	0.5859	NPC471192
Remote Similarity	0.5857	NPC49051
Remote Similarity	0.5856	NPC273714
Remote Similarity	0.5856	NPC54420
Remote Similarity	0.5856	NPC175916
Remote Similarity	0.5855	NPC297862
Remote Similarity	0.5855	NPC143872
Remote Similarity	0.5853	NPC473640
Remote Similarity	0.585	NPC225018
Remote Similarity	0.585	NPC253687
Remote Similarity	0.5849	NPC321708
Remote Similarity	0.5849	NPC175474
Remote Similarity	0.5847	NPC328924
Remote Similarity	0.5847	NPC267078
Remote Similarity	0.5847	NPC935
Remote Similarity	0.5846	NPC24678
Remote Similarity	0.5846	NPC105818
Remote Similarity	0.5842	NPC284635
Remote Similarity	0.5838	NPC471458
Remote Similarity	0.5838	NPC475450
Remote Similarity	0.5833	NPC173344
Remote Similarity	0.5833	NPC6982
Remote Similarity	0.583	NPC470729
Remote Similarity	0.583	NPC477175
Remote Similarity	0.583	NPC470730
Remote Similarity	0.583	NPC477176
Remote Similarity	0.5829	NPC111566
Remote Similarity	0.5829	NPC474880
Remote Similarity	0.5829	NPC475990
Remote Similarity	0.5829	NPC92796
Remote Similarity	0.5829	NPC221786
Remote Similarity	0.5829	NPC135141
Remote Similarity	0.5829	NPC235684
Remote Similarity	0.5829	NPC198988
Remote Similarity	0.5826	NPC100321
Remote Similarity	0.5826	NPC293917
Remote Similarity	0.5826	NPC272174
Remote Similarity	0.5825	NPC469811
Remote Similarity	0.5825	NPC201380
Remote Similarity	0.5825	NPC179787
Remote Similarity	0.5824	NPC151779
Remote Similarity	0.5823	NPC474357
Remote Similarity	0.5822	NPC124636
Remote Similarity	0.5822	NPC242923
Remote Similarity	0.5821	NPC311276
Remote Similarity	0.5819	NPC476817
Remote Similarity	0.5815	NPC478157
Remote Similarity	0.5814	NPC19342

Drug Structure

NPD2892 OpenBabel08211702562D 32 34 0 0 1 0 0 0 0 0999 V2000 3.6720 -0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9945 -1.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 -0.5219 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.5380 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4041 -0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4945 -0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 -1.5219 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4041 0.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 -0.9706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.2701 -0.5219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9945 -0.1045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9945 -1.8366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 2.9781 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 -2.0219 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4041 -2.0219 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2701 1.4781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9945 -0.1045 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 26 1 0 0 0 0 3 5 1 0 0 0 0 3 11 2 0 0 0 0 4 6 2 0 0 0 0 4 11 1 0 0 0 0 5 12 2 0 0 0 0 6 12 1 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 13 2 0 0 0 0 9 15 1 0 0 0 0 10 1 1 1 0 0 0 10 16 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 27 1 0 0 0 0 13 27 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 20 1 0 0 0 0 16 24 2 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 18 23 2 3 0 0 0 18 25 1 0 0 0 0 18 26 1 0 0 0 0 19 28 1 0 0 0 0 19 29 1 0 0 0 0 20 30 1 0 0 0 0 22 31 1 0 0 0 0 25 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001326
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	385.12
ALogP	-0.7488
MLogP	2.45
XLogP	3.505
HDA	8
HBD	4
Rotatable Bonds	11
TPSA	150.92
RO5 Violation	0