NPASS drugs

Drug Information

Drug ID:	NPD552
Drug Name:	Butamben Picrate
Molecular Formula:	C11H15NO2.C6H3N3O7
Canonical SMILES:	O=N(=O)c1cc(N(=O)=O)c(c(c1)N(=O)=O)O.CCCCOC(=O)c1ccc(cc1)N
Standard InCHI:	InChI=1S/C11H15NO2.C6H3N3O7/c1-2-3-8-14-11(13)9-4-6-10(12)7-5-9;10-6-4(8(13)14)1-3(7(11)12)2-5(6)9(15)16/h4-7H,2-3,8,12H2,1H3;1-2,10H
Standard InCHIKey:	IILLLWNYLXKZAJ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD552

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	115
0.1-0.2	1305
0.2-0.3	3938
0.3-0.4	8029
0.4-0.5	11256
0.5-0.6	5725
0.6-0.7	460
0.7-0.8	53
0.8-0.85	4
0.85-0.9	4
0.9-0.95	1
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	0.9147	NPC319645
High Similarity	0.8871	NPC226794
High Similarity	0.8852	NPC150323
High Similarity	0.8594	NPC122235
High Similarity	0.8504	NPC205946
Intermediate Similarity	0.8209	NPC173295
Intermediate Similarity	0.8182	NPC314098
Intermediate Similarity	0.8095	NPC229353
Intermediate Similarity	0.8015	NPC314278
Intermediate Similarity	0.7971	NPC242933
Intermediate Similarity	0.7969	NPC130931
Intermediate Similarity	0.7833	NPC38262
Intermediate Similarity	0.7763	NPC470971
Intermediate Similarity	0.7627	NPC249912
Intermediate Similarity	0.7627	NPC276775
Intermediate Similarity	0.7627	NPC92754
Intermediate Similarity	0.7609	NPC253476
Intermediate Similarity	0.7606	NPC301702
Intermediate Similarity	0.7563	NPC225060
Intermediate Similarity	0.7563	NPC78701
Intermediate Similarity	0.7563	NPC35448
Intermediate Similarity	0.75	NPC146351
Intermediate Similarity	0.7458	NPC130398
Intermediate Similarity	0.7438	NPC70624
Intermediate Similarity	0.7394	NPC181527
Intermediate Similarity	0.7355	NPC118343
Intermediate Similarity	0.7347	NPC315829
Intermediate Similarity	0.7317	NPC301943
Intermediate Similarity	0.7317	NPC474365
Intermediate Similarity	0.7315	NPC314223
Intermediate Similarity	0.7295	NPC42211
Intermediate Similarity	0.7287	NPC57051
Intermediate Similarity	0.7236	NPC188895
Intermediate Similarity	0.7222	NPC172170
Intermediate Similarity	0.7213	NPC325497
Intermediate Similarity	0.7213	NPC203925
Intermediate Similarity	0.7172	NPC43477
Intermediate Similarity	0.7153	NPC470343
Intermediate Similarity	0.7153	NPC472244
Intermediate Similarity	0.7143	NPC190945
Intermediate Similarity	0.7143	NPC119271
Intermediate Similarity	0.7123	NPC472241
Intermediate Similarity	0.7103	NPC472243
Intermediate Similarity	0.7101	NPC322433
Intermediate Similarity	0.7087	NPC56493
Intermediate Similarity	0.7083	NPC316574
Intermediate Similarity	0.7083	NPC159722
Intermediate Similarity	0.7071	NPC477432
Intermediate Similarity	0.7063	NPC269457
Intermediate Similarity	0.7059	NPC26285
Intermediate Similarity	0.705	NPC72473
Intermediate Similarity	0.705	NPC307437
Intermediate Similarity	0.705	NPC58827
Intermediate Similarity	0.7047	NPC259678
Intermediate Similarity	0.704	NPC89886
Intermediate Similarity	0.7034	NPC173443
Intermediate Similarity	0.7031	NPC474364
Intermediate Similarity	0.7031	NPC469636
Intermediate Similarity	0.7031	NPC10251
Intermediate Similarity	0.7031	NPC83628
Intermediate Similarity	0.7031	NPC265407
Intermediate Similarity	0.7031	NPC17417
Remote Similarity	0.6986	NPC314252
Remote Similarity	0.6986	NPC181526
Remote Similarity	0.6984	NPC31786
Remote Similarity	0.698	NPC472242
Remote Similarity	0.6977	NPC174099
Remote Similarity	0.6977	NPC214067
Remote Similarity	0.6977	NPC93084
Remote Similarity	0.6977	NPC251854
Remote Similarity	0.6977	NPC196246
Remote Similarity	0.6966	NPC287358
Remote Similarity	0.6946	NPC160381
Remote Similarity	0.6929	NPC209632
Remote Similarity	0.6923	NPC1082
Remote Similarity	0.6923	NPC260818
Remote Similarity	0.6923	NPC474157
Remote Similarity	0.6923	NPC476003
Remote Similarity	0.6923	NPC305912
Remote Similarity	0.6923	NPC210089
Remote Similarity	0.6905	NPC60679
Remote Similarity	0.6875	NPC30594
Remote Similarity	0.6875	NPC37622
Remote Similarity	0.687	NPC270699
Remote Similarity	0.687	NPC82899
Remote Similarity	0.687	NPC321852
Remote Similarity	0.6864	NPC89377
Remote Similarity	0.685	NPC114594
Remote Similarity	0.6849	NPC281104
Remote Similarity	0.6835	NPC317758
Remote Similarity	0.6831	NPC472245
Remote Similarity	0.6825	NPC45613
Remote Similarity	0.6818	NPC128368
Remote Similarity	0.6818	NPC161611
Remote Similarity	0.6818	NPC272524
Remote Similarity	0.68	NPC323798
Remote Similarity	0.6794	NPC167504
Remote Similarity	0.678	NPC318107
Remote Similarity	0.6769	NPC99846
Remote Similarity	0.6769	NPC85493
Remote Similarity	0.6769	NPC269023
Remote Similarity	0.6767	NPC307651
Remote Similarity	0.6767	NPC308744
Remote Similarity	0.6767	NPC153053
Remote Similarity	0.6767	NPC474363
Remote Similarity	0.6752	NPC61013
Remote Similarity	0.6752	NPC123241
Remote Similarity	0.675	NPC220893
Remote Similarity	0.6742	NPC158282
Remote Similarity	0.6742	NPC79496
Remote Similarity	0.6742	NPC474314
Remote Similarity	0.6738	NPC250476
Remote Similarity	0.6735	NPC43218
Remote Similarity	0.6733	NPC308197
Remote Similarity	0.6716	NPC210092
Remote Similarity	0.6716	NPC474685
Remote Similarity	0.6715	NPC226143
Remote Similarity	0.6709	NPC193410
Remote Similarity	0.6707	NPC288305
Remote Similarity	0.6695	NPC58616
Remote Similarity	0.6692	NPC474176
Remote Similarity	0.6667	NPC149691
Remote Similarity	0.6667	NPC261181
Remote Similarity	0.6667	NPC325013
Remote Similarity	0.6667	NPC474926
Remote Similarity	0.6667	NPC248117
Remote Similarity	0.6667	NPC231382
Remote Similarity	0.6646	NPC191310
Remote Similarity	0.6643	NPC150863
Remote Similarity	0.664	NPC270654
Remote Similarity	0.664	NPC253423
Remote Similarity	0.6639	NPC119631
Remote Similarity	0.6625	NPC293458
Remote Similarity	0.6624	NPC161827
Remote Similarity	0.6621	NPC23908
Remote Similarity	0.6605	NPC471652
Remote Similarity	0.6597	NPC314431
Remote Similarity	0.6597	NPC194562
Remote Similarity	0.6597	NPC280807
Remote Similarity	0.6593	NPC306740
Remote Similarity	0.6588	NPC49184
Remote Similarity	0.6587	NPC229242
Remote Similarity	0.6581	NPC241392
Remote Similarity	0.6579	NPC314186
Remote Similarity	0.6569	NPC217423
Remote Similarity	0.6569	NPC45104
Remote Similarity	0.6566	NPC84347
Remote Similarity	0.6565	NPC37584
Remote Similarity	0.6562	NPC474058
Remote Similarity	0.6557	NPC62765
Remote Similarity	0.6555	NPC294134
Remote Similarity	0.6552	NPC316746
Remote Similarity	0.6552	NPC314473
Remote Similarity	0.6547	NPC179605
Remote Similarity	0.6547	NPC279385
Remote Similarity	0.6545	NPC73280
Remote Similarity	0.6544	NPC100353
Remote Similarity	0.6535	NPC217621
Remote Similarity	0.6533	NPC160747
Remote Similarity	0.6529	NPC304760
Remote Similarity	0.6529	NPC471742
Remote Similarity	0.6527	NPC9475
Remote Similarity	0.6527	NPC186669
Remote Similarity	0.6522	NPC27633
Remote Similarity	0.6522	NPC94637
Remote Similarity	0.6522	NPC94298
Remote Similarity	0.6519	NPC237366
Remote Similarity	0.6516	NPC242000
Remote Similarity	0.6503	NPC182131
Remote Similarity	0.65	NPC243673
Remote Similarity	0.65	NPC97380
Remote Similarity	0.65	NPC263709
Remote Similarity	0.65	NPC103292
Remote Similarity	0.65	NPC310403
Remote Similarity	0.65	NPC63210
Remote Similarity	0.65	NPC148468
Remote Similarity	0.6494	NPC478039
Remote Similarity	0.6485	NPC249614
Remote Similarity	0.6481	NPC189116
Remote Similarity	0.6479	NPC192533
Remote Similarity	0.6478	NPC63370
Remote Similarity	0.6478	NPC36836
Remote Similarity	0.6475	NPC328459
Remote Similarity	0.6475	NPC90522
Remote Similarity	0.6474	NPC316405
Remote Similarity	0.6471	NPC81808
Remote Similarity	0.6463	NPC223595
Remote Similarity	0.6463	NPC224970
Remote Similarity	0.6463	NPC167724
Remote Similarity	0.646	NPC93653
Remote Similarity	0.6453	NPC194040
Remote Similarity	0.6449	NPC469574
Remote Similarity	0.6447	NPC13696
Remote Similarity	0.6442	NPC299582
Remote Similarity	0.6434	NPC25458
Remote Similarity	0.6434	NPC304873
Remote Similarity	0.6429	NPC72977
Remote Similarity	0.6429	NPC61944
Remote Similarity	0.6429	NPC473243
Remote Similarity	0.6423	NPC220540

Drug Structure

NPD552 OpenBabel08201723202D 33 33 0 0 0 0 0 0 0 0999 V2000 0.5000 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9641 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 8 1 0 0 0 0 4 6 1 0 0 0 0 4 9 2 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 10 1 0 0 0 0 8 14 1 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 11 13 2 0 0 0 0 11 14 1 0 0 0 0 12 31 1 0 0 0 0 12 32 1 0 0 0 0 15 17 2 0 0 0 0 15 18 1 0 0 0 0 16 17 1 0 0 0 0 16 19 2 0 0 0 0 17 21 1 0 0 0 0 18 20 2 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 25 2 0 0 0 0 21 26 2 0 0 0 0 22 27 2 0 0 0 0 22 28 2 0 0 0 0 23 29 2 0 0 0 0 23 30 2 0 0 0 0 24 33 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	193.11
ALogP	-1.3541
MLogP	2.34
XLogP	2.674
HDA	3
HBD	1
Rotatable Bonds	7
TPSA	52.32
RO5 Violation	0