NPASS drugs

Drug Information

Drug ID:	NPD1570
Drug Name:	Piroxicam
Molecular Formula:	C15H13N3O4S
Canonical SMILES:	OC(=Nc1ccccn1)C1=C(O)c2ccccc2S(=O)(=O)N1C
Standard InCHI:	InChI=1S/C15H13N3O4S/c1-18-13(15(20)17-12-8-4-5-9-16-12)14(19)10-6-2-3-7-11(10)23(18,21)22/h2-9,19H,1H3,(H,16,17,20)
Standard InCHIKey:	QYSPLQLAKJAUJT-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1570

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	327
0.1-0.2	3395
0.2-0.3	9773
0.3-0.4	12258
0.4-0.5	2946
0.5-0.6	1738
0.6-0.7	443
0.7-0.8	10
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	0.7182	NPC471178
Intermediate Similarity	0.7167	NPC124542
Intermediate Similarity	0.7167	NPC59779
Intermediate Similarity	0.7167	NPC471177
Intermediate Similarity	0.7134	NPC212125
Intermediate Similarity	0.7095	NPC469897
Intermediate Similarity	0.7005	NPC203754
Intermediate Similarity	0.7005	NPC150048
Intermediate Similarity	0.7	NPC29702
Intermediate Similarity	0.7	NPC328029
Remote Similarity	0.6973	NPC473764
Remote Similarity	0.6973	NPC314940
Remote Similarity	0.6973	NPC164664
Remote Similarity	0.6964	NPC256893
Remote Similarity	0.694	NPC97367
Remote Similarity	0.694	NPC473057
Remote Similarity	0.6928	NPC306397
Remote Similarity	0.6928	NPC471311
Remote Similarity	0.6928	NPC471313
Remote Similarity	0.6907	NPC472289
Remote Similarity	0.6865	NPC41717
Remote Similarity	0.6864	NPC324611
Remote Similarity	0.6828	NPC278874
Remote Similarity	0.6826	NPC165370
Remote Similarity	0.6805	NPC315320
Remote Similarity	0.68	NPC212213
Remote Similarity	0.6755	NPC476686
Remote Similarity	0.6755	NPC252590
Remote Similarity	0.6755	NPC476688
Remote Similarity	0.6755	NPC105758
Remote Similarity	0.6739	NPC25899
Remote Similarity	0.6739	NPC131718
Remote Similarity	0.6723	NPC471323
Remote Similarity	0.6721	NPC212742
Remote Similarity	0.672	NPC208060
Remote Similarity	0.6703	NPC224632
Remote Similarity	0.6701	NPC207851
Remote Similarity	0.6684	NPC98187
Remote Similarity	0.6684	NPC144114
Remote Similarity	0.6667	NPC101165
Remote Similarity	0.6667	NPC162268
Remote Similarity	0.6649	NPC48938
Remote Similarity	0.6636	NPC132631
Remote Similarity	0.6636	NPC103687
Remote Similarity	0.6634	NPC239954
Remote Similarity	0.663	NPC138018
Remote Similarity	0.6619	NPC471603
Remote Similarity	0.6615	NPC285923
Remote Similarity	0.6615	NPC284559
Remote Similarity	0.6613	NPC48192
Remote Similarity	0.6613	NPC282231
Remote Similarity	0.6612	NPC63562
Remote Similarity	0.66	NPC198673
Remote Similarity	0.6598	NPC477891
Remote Similarity	0.6596	NPC108469
Remote Similarity	0.658	NPC42979
Remote Similarity	0.6579	NPC158129
Remote Similarity	0.6578	NPC102423
Remote Similarity	0.6576	NPC141353
Remote Similarity	0.6571	NPC471312
Remote Similarity	0.6562	NPC224764
Remote Similarity	0.6559	NPC63338
Remote Similarity	0.6559	NPC279918
Remote Similarity	0.6559	NPC322976
Remote Similarity	0.6559	NPC324203
Remote Similarity	0.6556	NPC220523
Remote Similarity	0.6553	NPC143325
Remote Similarity	0.6546	NPC168486
Remote Similarity	0.6546	NPC222592
Remote Similarity	0.6541	NPC269919
Remote Similarity	0.6541	NPC132680
Remote Similarity	0.6541	NPC129721
Remote Similarity	0.6535	NPC242209
Remote Similarity	0.6532	NPC322488
Remote Similarity	0.6528	NPC248454
Remote Similarity	0.6524	NPC177404
Remote Similarity	0.6517	NPC60553
Remote Similarity	0.6512	NPC476689
Remote Similarity	0.6512	NPC476687
Remote Similarity	0.6512	NPC476685
Remote Similarity	0.6509	NPC151489
Remote Similarity	0.6508	NPC49954
Remote Similarity	0.6508	NPC474561
Remote Similarity	0.6508	NPC49217
Remote Similarity	0.6503	NPC153769
Remote Similarity	0.65	NPC114974
Remote Similarity	0.6497	NPC314002
Remote Similarity	0.6492	NPC470498
Remote Similarity	0.6489	NPC211187
Remote Similarity	0.6485	NPC91958
Remote Similarity	0.6484	NPC288445
Remote Similarity	0.6482	NPC230805
Remote Similarity	0.6477	NPC114310
Remote Similarity	0.6474	NPC63751
Remote Similarity	0.6474	NPC471322
Remote Similarity	0.6474	NPC174421
Remote Similarity	0.6471	NPC248782
Remote Similarity	0.6471	NPC168911
Remote Similarity	0.6468	NPC324149
Remote Similarity	0.6468	NPC130570
Remote Similarity	0.6464	NPC161292
Remote Similarity	0.6458	NPC313791
Remote Similarity	0.645	NPC3715
Remote Similarity	0.6447	NPC204717
Remote Similarity	0.6442	NPC118832
Remote Similarity	0.6442	NPC329708
Remote Similarity	0.6442	NPC47059
Remote Similarity	0.6442	NPC165349
Remote Similarity	0.6442	NPC274291
Remote Similarity	0.6442	NPC264166
Remote Similarity	0.644	NPC256828
Remote Similarity	0.6439	NPC476167
Remote Similarity	0.6437	NPC184437
Remote Similarity	0.6436	NPC329541
Remote Similarity	0.6436	NPC71079
Remote Similarity	0.6432	NPC254762
Remote Similarity	0.6429	NPC161887
Remote Similarity	0.6429	NPC219963
Remote Similarity	0.6429	NPC266551
Remote Similarity	0.6429	NPC18348
Remote Similarity	0.6425	NPC211813
Remote Similarity	0.6421	NPC54988
Remote Similarity	0.6406	NPC273532
Remote Similarity	0.6402	NPC311276
Remote Similarity	0.6402	NPC84268
Remote Similarity	0.6402	NPC263439
Remote Similarity	0.6402	NPC194640
Remote Similarity	0.6402	NPC78375
Remote Similarity	0.6402	NPC469813
Remote Similarity	0.6402	NPC474217
Remote Similarity	0.6402	NPC476446
Remote Similarity	0.6398	NPC27802
Remote Similarity	0.6396	NPC220765
Remote Similarity	0.6396	NPC163055
Remote Similarity	0.6394	NPC200836
Remote Similarity	0.6394	NPC53144
Remote Similarity	0.6392	NPC134586
Remote Similarity	0.6391	NPC46358
Remote Similarity	0.6391	NPC290094
Remote Similarity	0.639	NPC192315
Remote Similarity	0.6389	NPC477977
Remote Similarity	0.6387	NPC319456
Remote Similarity	0.6387	NPC44161
Remote Similarity	0.6386	NPC143603
Remote Similarity	0.6382	NPC171171
Remote Similarity	0.6378	NPC469763
Remote Similarity	0.6378	NPC73952
Remote Similarity	0.6378	NPC469760
Remote Similarity	0.6378	NPC25008
Remote Similarity	0.6378	NPC259644
Remote Similarity	0.6378	NPC469765
Remote Similarity	0.6378	NPC469786
Remote Similarity	0.6377	NPC98864
Remote Similarity	0.6377	NPC469308
Remote Similarity	0.6374	NPC302159
Remote Similarity	0.6369	NPC265605
Remote Similarity	0.6369	NPC318935
Remote Similarity	0.6369	NPC182570
Remote Similarity	0.6369	NPC48564
Remote Similarity	0.6368	NPC477975
Remote Similarity	0.6368	NPC85918
Remote Similarity	0.6368	NPC41333
Remote Similarity	0.6364	NPC284678
Remote Similarity	0.6364	NPC470500
Remote Similarity	0.6359	NPC211997
Remote Similarity	0.6359	NPC184964
Remote Similarity	0.6351	NPC477111
Remote Similarity	0.635	NPC46580
Remote Similarity	0.6344	NPC211572
Remote Similarity	0.6344	NPC75540
Remote Similarity	0.6344	NPC70922
Remote Similarity	0.6344	NPC212376
Remote Similarity	0.6344	NPC80597
Remote Similarity	0.634	NPC317054
Remote Similarity	0.634	NPC469938
Remote Similarity	0.6335	NPC278366
Remote Similarity	0.6335	NPC160105
Remote Similarity	0.6335	NPC127730
Remote Similarity	0.6332	NPC62510
Remote Similarity	0.633	NPC84508
Remote Similarity	0.6324	NPC93390
Remote Similarity	0.6322	NPC282398
Remote Similarity	0.6319	NPC159856
Remote Similarity	0.6319	NPC167400
Remote Similarity	0.6305	NPC195268
Remote Similarity	0.6305	NPC133140
Remote Similarity	0.6305	NPC99666
Remote Similarity	0.6296	NPC147983
Remote Similarity	0.6296	NPC177996
Remote Similarity	0.6294	NPC249662
Remote Similarity	0.6293	NPC109922
Remote Similarity	0.6292	NPC314102
Remote Similarity	0.6292	NPC251722
Remote Similarity	0.629	NPC312860
Remote Similarity	0.6289	NPC477976
Remote Similarity	0.6289	NPC471294
Remote Similarity	0.6279	NPC169625
Remote Similarity	0.6279	NPC202957
Remote Similarity	0.6277	NPC469762
Remote Similarity	0.6277	NPC470504

Drug Structure

NPD1570 OpenBabel08211701082D 25 27 0 0 0 0 0 0 0 0999 V2000 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 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 0.8660 -2.5000 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 6.0622 0.5000 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 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 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 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 2 0 0 0 0 8 12 2 0 0 0 0 9 16 2 0 0 0 0 10 11 1 0 0 0 0 10 14 1 0 0 0 0 11 23 1 0 0 0 0 12 16 1 0 0 0 0 12 17 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 17 2 3 0 0 0 15 20 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 23 2 0 0 0 0 22 23 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000181
DrugBank	DB00554
ChEMBL	CHEMBL527
IUPHAR/BPS	7273
PharmaGKB	PA450985
KEGG Drug	D00127
PubChem CID	54676228
ChEBI	8249
CAS Number	36322-90-4

Drug Properties

Molecular Weight	331.06
ALogP	-1.4579
MLogP	2.23
XLogP	3.658
HDA	7
HBD	2
Rotatable Bonds	5
TPSA	111.47
RO5 Violation	0