NPASS drugs

Drug Information

Drug ID:	NPD1220
Drug Name:	Nebicapone
Molecular Formula:	C14H11NO5
Canonical SMILES:	O=C(c1cc(O)c(c(c1)N(=O)=O)O)Cc1ccccc1
Standard InCHI:	InChI=1S/C14H11NO5/c16-12(6-9-4-2-1-3-5-9)10-7-11(15(19)20)14(18)13(17)8-10/h1-5,7-8,17-18H,6H2
Standard InCHIKey:	MRFOLGFFTUGAEB-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1220

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	1809
0.2-0.3	5950
0.3-0.4	6658
0.4-0.5	6626
0.5-0.6	8916
0.6-0.7	631
0.7-0.8	12
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	0.7453	NPC317872
Intermediate Similarity	0.7403	NPC98416
Intermediate Similarity	0.7378	NPC314252
Intermediate Similarity	0.7278	NPC315829
Intermediate Similarity	0.7172	NPC121510
Intermediate Similarity	0.7172	NPC171882
Intermediate Similarity	0.7158	NPC474815
Intermediate Similarity	0.715	NPC91234
Intermediate Similarity	0.7121	NPC46679
Intermediate Similarity	0.7085	NPC85661
Intermediate Similarity	0.7048	NPC43218
Intermediate Similarity	0.7044	NPC471531
Remote Similarity	0.6995	NPC170333
Remote Similarity	0.6994	NPC241392
Remote Similarity	0.6976	NPC182853
Remote Similarity	0.6975	NPC107672
Remote Similarity	0.697	NPC133156
Remote Similarity	0.695	NPC90185
Remote Similarity	0.6933	NPC234175
Remote Similarity	0.6923	NPC150919
Remote Similarity	0.6915	NPC477825
Remote Similarity	0.6912	NPC2905
Remote Similarity	0.6893	NPC134702
Remote Similarity	0.6884	NPC38961
Remote Similarity	0.6878	NPC240684
Remote Similarity	0.6864	NPC181526
Remote Similarity	0.6852	NPC314278
Remote Similarity	0.6829	NPC290227
Remote Similarity	0.6821	NPC470023
Remote Similarity	0.6814	NPC470481
Remote Similarity	0.6814	NPC470482
Remote Similarity	0.6814	NPC477827
Remote Similarity	0.6814	NPC477826
Remote Similarity	0.6796	NPC204867
Remote Similarity	0.6786	NPC470021
Remote Similarity	0.678	NPC114468
Remote Similarity	0.6766	NPC135801
Remote Similarity	0.6765	NPC295479
Remote Similarity	0.6765	NPC220241
Remote Similarity	0.6765	NPC471532
Remote Similarity	0.6763	NPC477828
Remote Similarity	0.6755	NPC298320
Remote Similarity	0.6752	NPC61062
Remote Similarity	0.6752	NPC299252
Remote Similarity	0.6752	NPC277394
Remote Similarity	0.675	NPC294361
Remote Similarity	0.675	NPC236520
Remote Similarity	0.6748	NPC148391
Remote Similarity	0.6726	NPC294226
Remote Similarity	0.6714	NPC76478
Remote Similarity	0.6714	NPC118189
Remote Similarity	0.6714	NPC7560
Remote Similarity	0.6707	NPC469526
Remote Similarity	0.6707	NPC321561
Remote Similarity	0.6707	NPC34070
Remote Similarity	0.6705	NPC144691
Remote Similarity	0.6702	NPC132751
Remote Similarity	0.6686	NPC301702
Remote Similarity	0.6683	NPC61731
Remote Similarity	0.6683	NPC186569
Remote Similarity	0.6667	NPC285254
Remote Similarity	0.6667	NPC288854
Remote Similarity	0.665	NPC212123
Remote Similarity	0.6649	NPC9475
Remote Similarity	0.6648	NPC475983
Remote Similarity	0.6647	NPC72918
Remote Similarity	0.6647	NPC233056
Remote Similarity	0.6647	NPC159722
Remote Similarity	0.6647	NPC26697
Remote Similarity	0.6647	NPC126637
Remote Similarity	0.6618	NPC124658
Remote Similarity	0.6618	NPC227361
Remote Similarity	0.6618	NPC100573
Remote Similarity	0.6618	NPC207873
Remote Similarity	0.6615	NPC70340
Remote Similarity	0.6609	NPC323798
Remote Similarity	0.6588	NPC6913
Remote Similarity	0.6587	NPC94810
Remote Similarity	0.6587	NPC298449
Remote Similarity	0.6578	NPC73280
Remote Similarity	0.6566	NPC16031
Remote Similarity	0.6566	NPC145888
Remote Similarity	0.6566	NPC161593
Remote Similarity	0.6564	NPC91478
Remote Similarity	0.6564	NPC86900
Remote Similarity	0.6561	NPC256935
Remote Similarity	0.6561	NPC315631
Remote Similarity	0.6559	NPC471778
Remote Similarity	0.6553	NPC474366
Remote Similarity	0.6552	NPC138438
Remote Similarity	0.6552	NPC163829
Remote Similarity	0.6552	NPC908
Remote Similarity	0.655	NPC258502
Remote Similarity	0.655	NPC316574
Remote Similarity	0.6548	NPC66905
Remote Similarity	0.6548	NPC117609
Remote Similarity	0.6545	NPC73555
Remote Similarity	0.6543	NPC248363
Remote Similarity	0.6532	NPC61398
Remote Similarity	0.6532	NPC416
Remote Similarity	0.6524	NPC112336
Remote Similarity	0.6524	NPC474814
Remote Similarity	0.6522	NPC218303
Remote Similarity	0.6522	NPC156654
Remote Similarity	0.652	NPC158551
Remote Similarity	0.6517	NPC153644
Remote Similarity	0.6512	NPC264112
Remote Similarity	0.6512	NPC324929
Remote Similarity	0.6512	NPC194764
Remote Similarity	0.6512	NPC65005
Remote Similarity	0.6512	NPC7464
Remote Similarity	0.6503	NPC120545
Remote Similarity	0.649	NPC305542
Remote Similarity	0.6486	NPC299582
Remote Similarity	0.6478	NPC322197
Remote Similarity	0.6478	NPC278102
Remote Similarity	0.6478	NPC160179
Remote Similarity	0.6474	NPC290030
Remote Similarity	0.6474	NPC264022
Remote Similarity	0.6474	NPC147418
Remote Similarity	0.6467	NPC16651
Remote Similarity	0.6467	NPC324209
Remote Similarity	0.6467	NPC32163
Remote Similarity	0.6467	NPC199737
Remote Similarity	0.6467	NPC156539
Remote Similarity	0.6462	NPC256422
Remote Similarity	0.6457	NPC203063
Remote Similarity	0.6452	NPC17525
Remote Similarity	0.645	NPC244441
Remote Similarity	0.6437	NPC469680
Remote Similarity	0.6437	NPC114333
Remote Similarity	0.6437	NPC157284
Remote Similarity	0.6437	NPC289358
Remote Similarity	0.6437	NPC33011
Remote Similarity	0.6437	NPC473479
Remote Similarity	0.6437	NPC5014
Remote Similarity	0.6437	NPC165191
Remote Similarity	0.6437	NPC50615
Remote Similarity	0.6437	NPC469857
Remote Similarity	0.6437	NPC149773
Remote Similarity	0.6437	NPC473779
Remote Similarity	0.6437	NPC245760
Remote Similarity	0.6437	NPC469681
Remote Similarity	0.6437	NPC23667
Remote Similarity	0.6437	NPC175552
Remote Similarity	0.6437	NPC46242
Remote Similarity	0.6437	NPC297797
Remote Similarity	0.6437	NPC51531
Remote Similarity	0.6437	NPC477849
Remote Similarity	0.6437	NPC28592
Remote Similarity	0.6437	NPC471974
Remote Similarity	0.6437	NPC42384
Remote Similarity	0.6437	NPC91887
Remote Similarity	0.6433	NPC474715
Remote Similarity	0.6433	NPC297657
Remote Similarity	0.6433	NPC4170
Remote Similarity	0.6429	NPC176113
Remote Similarity	0.6414	NPC206109
Remote Similarity	0.6414	NPC114039
Remote Similarity	0.6412	NPC88667
Remote Similarity	0.6407	NPC8745
Remote Similarity	0.6406	NPC13249
Remote Similarity	0.64	NPC472903
Remote Similarity	0.64	NPC294330
Remote Similarity	0.6392	NPC51698
Remote Similarity	0.6389	NPC469540
Remote Similarity	0.6389	NPC469539
Remote Similarity	0.6384	NPC229218
Remote Similarity	0.6384	NPC141817
Remote Similarity	0.6384	NPC192597
Remote Similarity	0.6384	NPC176030
Remote Similarity	0.6384	NPC169214
Remote Similarity	0.6381	NPC268223
Remote Similarity	0.6381	NPC30749
Remote Similarity	0.638	NPC34634
Remote Similarity	0.638	NPC265454
Remote Similarity	0.6375	NPC4665
Remote Similarity	0.6374	NPC50763
Remote Similarity	0.6369	NPC158654
Remote Similarity	0.6369	NPC473787
Remote Similarity	0.6369	NPC116842
Remote Similarity	0.6364	NPC68167
Remote Similarity	0.6364	NPC139171
Remote Similarity	0.6364	NPC473527
Remote Similarity	0.6358	NPC229353
Remote Similarity	0.6358	NPC153088
Remote Similarity	0.6348	NPC287722
Remote Similarity	0.6348	NPC239608
Remote Similarity	0.6348	NPC146370
Remote Similarity	0.6348	NPC46880
Remote Similarity	0.6348	NPC474692
Remote Similarity	0.6348	NPC238629
Remote Similarity	0.6348	NPC46161
Remote Similarity	0.6347	NPC10926
Remote Similarity	0.6346	NPC471561
Remote Similarity	0.6343	NPC314113
Remote Similarity	0.6341	NPC98305
Remote Similarity	0.6338	NPC195120
Remote Similarity	0.6337	NPC111845
Remote Similarity	0.6337	NPC138472

Drug Structure

NPD1220 OpenBabel08211700192D 22 23 0 0 0 0 0 0 0 0999 V2000 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 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 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 9 2 0 0 0 0 5 9 1 0 0 0 0 6 9 1 0 0 0 0 6 12 1 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 10 1 0 0 0 0 8 13 2 0 0 0 0 10 12 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 13 14 1 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 15 19 2 0 0 0 0 15 20 2 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000313
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9838389
ChEBI
CAS Number

Drug Properties

Molecular Weight	273.06
ALogP	-0.4895
MLogP	2.34
XLogP	4.706
HDA	1
HBD	2
Rotatable Bonds	7
TPSA	100.67
RO5 Violation	0