NPASS drugs

Drug Information

Drug ID:	NPD6135
Drug Name:	MK-0873 (dermatological, psoriasis), Merck & Co
Molecular Formula:	C25H18N4O3
Canonical SMILES:	O=n1cccc(c1)C#Cc1cccc(c1)n1cc(C(=NC2CC2)O)c(=O)c2c1nccc2
Standard InCHI:	InChI=1S/C25H18N4O3/c30-23-21-7-2-12-26-24(21)29(16-22(23)25(31)27-19-10-11-19)20-6-1-4-17(14-20)8-9-18-5-3-13-28(32)15-18/h1-7,12-16,19H,10-11H2,(H,27,31)
Standard InCHIKey:	JJWKQXNHYDJXKF-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6135

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	338
0.1-0.2	2951
0.2-0.3	11441
0.3-0.4	11958
0.4-0.5	1988
0.5-0.6	1853
0.6-0.7	359
0.7-0.8	2
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	0.7835	NPC285923
Intermediate Similarity	0.708	NPC116622
Remote Similarity	0.6972	NPC72956
Remote Similarity	0.6941	NPC153980
Remote Similarity	0.6941	NPC6865
Remote Similarity	0.6905	NPC202812
Remote Similarity	0.6864	NPC471194
Remote Similarity	0.6864	NPC471193
Remote Similarity	0.6847	NPC177996
Remote Similarity	0.6847	NPC147983
Remote Similarity	0.6847	NPC471192
Remote Similarity	0.6759	NPC328596
Remote Similarity	0.6759	NPC328318
Remote Similarity	0.6667	NPC317373
Remote Similarity	0.6651	NPC474916
Remote Similarity	0.6634	NPC157583
Remote Similarity	0.6621	NPC327592
Remote Similarity	0.6615	NPC167400
Remote Similarity	0.6606	NPC143977
Remote Similarity	0.6603	NPC476341
Remote Similarity	0.659	NPC121327
Remote Similarity	0.6573	NPC216550
Remote Similarity	0.657	NPC73994
Remote Similarity	0.6555	NPC46895
Remote Similarity	0.6548	NPC209362
Remote Similarity	0.6546	NPC105811
Remote Similarity	0.6531	NPC70406
Remote Similarity	0.6528	NPC467188
Remote Similarity	0.6516	NPC471191
Remote Similarity	0.6509	NPC472289
Remote Similarity	0.6502	NPC70949
Remote Similarity	0.6493	NPC118084
Remote Similarity	0.649	NPC61011
Remote Similarity	0.6485	NPC471178
Remote Similarity	0.6482	NPC213914
Remote Similarity	0.6476	NPC467063
Remote Similarity	0.6476	NPC207851
Remote Similarity	0.6473	NPC237188
Remote Similarity	0.6468	NPC81535
Remote Similarity	0.6465	NPC263455
Remote Similarity	0.646	NPC317752
Remote Similarity	0.6457	NPC116555
Remote Similarity	0.6456	NPC469529
Remote Similarity	0.6449	NPC473763
Remote Similarity	0.6449	NPC117244
Remote Similarity	0.6441	NPC309498
Remote Similarity	0.6441	NPC472064
Remote Similarity	0.6439	NPC273532
Remote Similarity	0.6436	NPC265100
Remote Similarity	0.6432	NPC255909
Remote Similarity	0.6429	NPC477549
Remote Similarity	0.6419	NPC56170
Remote Similarity	0.6416	NPC318299
Remote Similarity	0.6414	NPC312860
Remote Similarity	0.6414	NPC251391
Remote Similarity	0.6411	NPC24864
Remote Similarity	0.6406	NPC472116
Remote Similarity	0.6406	NPC128244
Remote Similarity	0.6404	NPC62995
Remote Similarity	0.6398	NPC203635
Remote Similarity	0.6396	NPC289086
Remote Similarity	0.6396	NPC313889
Remote Similarity	0.6396	NPC472259
Remote Similarity	0.6394	NPC83774
Remote Similarity	0.6392	NPC159630
Remote Similarity	0.6392	NPC230085
Remote Similarity	0.639	NPC32534
Remote Similarity	0.6388	NPC282247
Remote Similarity	0.6386	NPC59779
Remote Similarity	0.6386	NPC471177
Remote Similarity	0.6386	NPC124542
Remote Similarity	0.638	NPC57398
Remote Similarity	0.6377	NPC317054
Remote Similarity	0.6376	NPC469727
Remote Similarity	0.6373	NPC41717
Remote Similarity	0.6364	NPC248462
Remote Similarity	0.6364	NPC164340
Remote Similarity	0.636	NPC237740
Remote Similarity	0.6359	NPC93390
Remote Similarity	0.6351	NPC243058
Remote Similarity	0.6346	NPC150048
Remote Similarity	0.6346	NPC203754
Remote Similarity	0.6344	NPC111732
Remote Similarity	0.6333	NPC15840
Remote Similarity	0.6333	NPC471997
Remote Similarity	0.6327	NPC85273
Remote Similarity	0.6326	NPC154339
Remote Similarity	0.6324	NPC471130
Remote Similarity	0.6321	NPC258480
Remote Similarity	0.6321	NPC21429
Remote Similarity	0.6316	NPC326575
Remote Similarity	0.6316	NPC219848
Remote Similarity	0.6306	NPC472062
Remote Similarity	0.6306	NPC472069
Remote Similarity	0.6306	NPC472063
Remote Similarity	0.6305	NPC88970
Remote Similarity	0.6304	NPC477908
Remote Similarity	0.6304	NPC206343
Remote Similarity	0.6301	NPC78767
Remote Similarity	0.6301	NPC227582
Remote Similarity	0.6301	NPC167710
Remote Similarity	0.6301	NPC473814
Remote Similarity	0.6301	NPC106824
Remote Similarity	0.63	NPC229055
Remote Similarity	0.6298	NPC469938
Remote Similarity	0.6298	NPC139763
Remote Similarity	0.6296	NPC114974
Remote Similarity	0.6295	NPC475288
Remote Similarity	0.6295	NPC238457
Remote Similarity	0.6295	NPC74619
Remote Similarity	0.6287	NPC113812
Remote Similarity	0.6286	NPC256268
Remote Similarity	0.6284	NPC135950
Remote Similarity	0.6282	NPC229893
Remote Similarity	0.628	NPC249614
Remote Similarity	0.6274	NPC159125
Remote Similarity	0.6269	NPC74357
Remote Similarity	0.6268	NPC476419
Remote Similarity	0.6267	NPC243850
Remote Similarity	0.6263	NPC123906
Remote Similarity	0.6262	NPC63751
Remote Similarity	0.6262	NPC90415
Remote Similarity	0.6262	NPC17273
Remote Similarity	0.6262	NPC135601
Remote Similarity	0.6262	NPC141612
Remote Similarity	0.6257	NPC471589
Remote Similarity	0.625	NPC314648
Remote Similarity	0.625	NPC107287
Remote Similarity	0.625	NPC472555
Remote Similarity	0.6244	NPC103361
Remote Similarity	0.6244	NPC284338
Remote Similarity	0.6239	NPC220851
Remote Similarity	0.6239	NPC473821
Remote Similarity	0.6239	NPC267343
Remote Similarity	0.6238	NPC59269
Remote Similarity	0.6238	NPC129721
Remote Similarity	0.6234	NPC27041
Remote Similarity	0.6234	NPC267811
Remote Similarity	0.6228	NPC54981
Remote Similarity	0.6227	NPC74153
Remote Similarity	0.6227	NPC90229
Remote Similarity	0.6227	NPC329024
Remote Similarity	0.6225	NPC242116
Remote Similarity	0.6225	NPC471536
Remote Similarity	0.6217	NPC250835
Remote Similarity	0.6216	NPC252338
Remote Similarity	0.6215	NPC295158
Remote Similarity	0.6212	NPC112741
Remote Similarity	0.6209	NPC474041
Remote Similarity	0.6207	NPC473310
Remote Similarity	0.6207	NPC80681
Remote Similarity	0.6204	NPC44354
Remote Similarity	0.6204	NPC321708
Remote Similarity	0.6203	NPC471311
Remote Similarity	0.6203	NPC471313
Remote Similarity	0.6202	NPC318183
Remote Similarity	0.6201	NPC471603
Remote Similarity	0.6199	NPC59033
Remote Similarity	0.6199	NPC317672
Remote Similarity	0.6195	NPC97367
Remote Similarity	0.6195	NPC478182
Remote Similarity	0.619	NPC63109
Remote Similarity	0.6186	NPC66210
Remote Similarity	0.6184	NPC309845
Remote Similarity	0.6182	NPC472539
Remote Similarity	0.6182	NPC472540
Remote Similarity	0.6182	NPC470787
Remote Similarity	0.6179	NPC317010
Remote Similarity	0.6178	NPC12944
Remote Similarity	0.6178	NPC25442
Remote Similarity	0.6171	NPC160127
Remote Similarity	0.6171	NPC123395
Remote Similarity	0.6171	NPC50997
Remote Similarity	0.617	NPC477911
Remote Similarity	0.6168	NPC477003
Remote Similarity	0.6166	NPC114310
Remote Similarity	0.6165	NPC85918
Remote Similarity	0.6161	NPC211813
Remote Similarity	0.6161	NPC284775
Remote Similarity	0.616	NPC132631
Remote Similarity	0.616	NPC103687
Remote Similarity	0.6158	NPC324611
Remote Similarity	0.6157	NPC278434
Remote Similarity	0.6157	NPC472323
Remote Similarity	0.6154	NPC472541
Remote Similarity	0.6154	NPC477901
Remote Similarity	0.6154	NPC276657
Remote Similarity	0.6154	NPC471199
Remote Similarity	0.6154	NPC472542
Remote Similarity	0.6151	NPC470730
Remote Similarity	0.6151	NPC477175
Remote Similarity	0.615	NPC315638
Remote Similarity	0.615	NPC191415
Remote Similarity	0.615	NPC472065
Remote Similarity	0.615	NPC314855
Remote Similarity	0.615	NPC313796
Remote Similarity	0.615	NPC313345
Remote Similarity	0.615	NPC113626
Remote Similarity	0.6147	NPC476460
Remote Similarity	0.6144	NPC130570

Drug Structure

NPD6135 OpenBabel08211709092D 33 37 0 0 0 0 0 0 0 0999 V2000 -1.7321 -2.0000 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 -6.0622 2.5000 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 -5.1962 2.0000 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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 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 -0.5000 4.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 4.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 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 -6.0622 0.5000 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 -2.5981 -0.5000 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 -0.0000 4.0000 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 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 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 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 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 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 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 0.0000 O 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 1 4 2 0 0 0 0 1 6 1 0 0 0 0 2 7 2 0 0 0 0 2 12 1 0 0 0 0 3 5 2 0 0 0 0 3 13 1 0 0 0 0 4 17 1 0 0 0 0 5 18 1 0 0 0 0 6 20 2 0 0 0 0 7 21 1 0 0 0 0 8 9 3 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 11 19 1 0 0 0 0 12 26 2 0 0 0 0 13 28 2 0 0 0 0 14 17 2 0 0 0 0 14 20 1 0 0 0 0 15 18 2 0 0 0 0 15 28 1 0 0 0 0 16 22 2 0 0 0 0 16 29 1 0 0 0 0 19 27 1 0 0 0 0 20 29 1 0 0 0 0 21 23 1 0 0 0 0 21 24 2 0 0 0 0 22 23 1 0 0 0 0 22 25 1 0 0 0 0 23 30 2 0 0 0 0 24 26 1 0 0 0 0 24 29 1 0 0 0 0 25 27 2 3 0 0 0 25 31 1 0 0 0 0 28 32 2 0 0 0 0 31 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014984
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	422.14
ALogP	-0.7524
MLogP	3.44
XLogP	5.313
HDA	5
HBD	1
Rotatable Bonds	4
TPSA	91.25
RO5 Violation	1