NPASS drugs

Drug Information

Drug ID:	NPD6218
Drug Name:	EXP-6803
Molecular Formula:	C25H26ClN3O5
Canonical SMILES:	CCCCc1nc(c(n1Cc1ccc(cc1)NC(=O)c1ccccc1C(=O)[O-])CC(=O)OC)Cl
Standard InCHI:	InChI=1S/C25H26ClN3O5/c1-3-4-9-21-28-23(26)20(14-22(30)34-2)29(21)15-16-10-12-17(13-11-16)27-24(31)18-7-5-6-8-19(18)25(32)33/h5-8,10-13H,3-4,9,14-15H2,1-2H3,(H,27,31)(H,32,33)/p-1
Standard InCHIKey:	VPGBXMVPAQLPJI-UHFFFAOYSA-M
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6218

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	326
0.1-0.2	2409
0.2-0.3	9919
0.3-0.4	12405
0.4-0.5	3218
0.5-0.6	2257
0.6-0.7	354
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	0.7689	NPC243850
Intermediate Similarity	0.7013	NPC187145
Remote Similarity	0.6953	NPC116622
Remote Similarity	0.6947	NPC147983
Remote Similarity	0.6947	NPC177996
Remote Similarity	0.6818	NPC471944
Remote Similarity	0.6798	NPC62995
Remote Similarity	0.6792	NPC476341
Remote Similarity	0.6758	NPC474916
Remote Similarity	0.6754	NPC477979
Remote Similarity	0.6751	NPC328924
Remote Similarity	0.6742	NPC54537
Remote Similarity	0.6713	NPC138370
Remote Similarity	0.6711	NPC282247
Remote Similarity	0.6698	NPC243058
Remote Similarity	0.6696	NPC471197
Remote Similarity	0.6682	NPC90415
Remote Similarity	0.6667	NPC471198
Remote Similarity	0.6653	NPC323244
Remote Similarity	0.6637	NPC266249
Remote Similarity	0.6623	NPC242923
Remote Similarity	0.6605	NPC135601
Remote Similarity	0.6605	NPC17273
Remote Similarity	0.6605	NPC160381
Remote Similarity	0.6605	NPC141612
Remote Similarity	0.6597	NPC472844
Remote Similarity	0.6589	NPC203635
Remote Similarity	0.6589	NPC21429
Remote Similarity	0.6582	NPC257851
Remote Similarity	0.6582	NPC157931
Remote Similarity	0.6579	NPC123839
Remote Similarity	0.6564	NPC71238
Remote Similarity	0.6564	NPC285192
Remote Similarity	0.6558	NPC282103
Remote Similarity	0.6557	NPC256268
Remote Similarity	0.6555	NPC471762
Remote Similarity	0.6552	NPC267811
Remote Similarity	0.6549	NPC225400
Remote Similarity	0.6542	NPC470205
Remote Similarity	0.6526	NPC88110
Remote Similarity	0.652	NPC470786
Remote Similarity	0.652	NPC471155
Remote Similarity	0.652	NPC472538
Remote Similarity	0.6516	NPC79356
Remote Similarity	0.6516	NPC102592
Remote Similarity	0.6509	NPC219848
Remote Similarity	0.6498	NPC278434
Remote Similarity	0.6491	NPC270241
Remote Similarity	0.6485	NPC66777
Remote Similarity	0.6482	NPC63109
Remote Similarity	0.6478	NPC54981
Remote Similarity	0.6471	NPC280638
Remote Similarity	0.6468	NPC272174
Remote Similarity	0.6457	NPC74619
Remote Similarity	0.645	NPC6865
Remote Similarity	0.645	NPC153980
Remote Similarity	0.645	NPC118940
Remote Similarity	0.6449	NPC471614
Remote Similarity	0.6446	NPC323198
Remote Similarity	0.6445	NPC1203
Remote Similarity	0.6441	NPC474896
Remote Similarity	0.6441	NPC245916
Remote Similarity	0.6432	NPC315062
Remote Similarity	0.6432	NPC314648
Remote Similarity	0.6432	NPC132539
Remote Similarity	0.6426	NPC308906
Remote Similarity	0.6426	NPC107836
Remote Similarity	0.6422	NPC473815
Remote Similarity	0.6422	NPC31700
Remote Similarity	0.642	NPC316411
Remote Similarity	0.6419	NPC116555
Remote Similarity	0.6417	NPC472843
Remote Similarity	0.6416	NPC57398
Remote Similarity	0.6414	NPC220851
Remote Similarity	0.6414	NPC31097
Remote Similarity	0.6413	NPC141454
Remote Similarity	0.641	NPC312645
Remote Similarity	0.641	NPC244425
Remote Similarity	0.641	NPC238945
Remote Similarity	0.641	NPC15384
Remote Similarity	0.6407	NPC72956
Remote Similarity	0.6404	NPC313796
Remote Similarity	0.6404	NPC315638
Remote Similarity	0.6404	NPC471191
Remote Similarity	0.6404	NPC313345
Remote Similarity	0.6404	NPC314855
Remote Similarity	0.6398	NPC323969
Remote Similarity	0.6388	NPC165599
Remote Similarity	0.6376	NPC314297
Remote Similarity	0.6376	NPC315545
Remote Similarity	0.6376	NPC244741
Remote Similarity	0.6368	NPC472539
Remote Similarity	0.6368	NPC470787
Remote Similarity	0.6368	NPC471192
Remote Similarity	0.6368	NPC472293
Remote Similarity	0.6368	NPC322064
Remote Similarity	0.6368	NPC472540
Remote Similarity	0.6364	NPC329858
Remote Similarity	0.6364	NPC267853
Remote Similarity	0.6364	NPC324091
Remote Similarity	0.6359	NPC285923
Remote Similarity	0.6356	NPC48317
Remote Similarity	0.6356	NPC81535
Remote Similarity	0.6352	NPC89508
Remote Similarity	0.6349	NPC156003
Remote Similarity	0.6339	NPC472541
Remote Similarity	0.6339	NPC472542
Remote Similarity	0.6337	NPC114209
Remote Similarity	0.6337	NPC244897
Remote Similarity	0.6332	NPC82053
Remote Similarity	0.6331	NPC295452
Remote Similarity	0.6331	NPC171393
Remote Similarity	0.633	NPC133003
Remote Similarity	0.6316	NPC189116
Remote Similarity	0.6316	NPC295548
Remote Similarity	0.6314	NPC248601
Remote Similarity	0.6309	NPC471193
Remote Similarity	0.6309	NPC471194
Remote Similarity	0.6308	NPC84347
Remote Similarity	0.6307	NPC192712
Remote Similarity	0.6306	NPC55493
Remote Similarity	0.6306	NPC472292
Remote Similarity	0.6296	NPC475685
Remote Similarity	0.6296	NPC472842
Remote Similarity	0.6293	NPC314834
Remote Similarity	0.6291	NPC177261
Remote Similarity	0.6286	NPC471130
Remote Similarity	0.6284	NPC46895
Remote Similarity	0.6284	NPC472119
Remote Similarity	0.6283	NPC472296
Remote Similarity	0.6283	NPC472297
Remote Similarity	0.6278	NPC269886
Remote Similarity	0.6278	NPC247735
Remote Similarity	0.6278	NPC81802
Remote Similarity	0.6278	NPC472295
Remote Similarity	0.6278	NPC472210
Remote Similarity	0.6268	NPC88970
Remote Similarity	0.6262	NPC317054
Remote Similarity	0.6261	NPC277350
Remote Similarity	0.6255	NPC69843
Remote Similarity	0.625	NPC229893
Remote Similarity	0.625	NPC300238
Remote Similarity	0.625	NPC135950
Remote Similarity	0.625	NPC472207
Remote Similarity	0.6244	NPC196251
Remote Similarity	0.6244	NPC63199
Remote Similarity	0.6244	NPC111602
Remote Similarity	0.6244	NPC102338
Remote Similarity	0.6239	NPC67288
Remote Similarity	0.6239	NPC102008
Remote Similarity	0.6233	NPC475607
Remote Similarity	0.623	NPC119006
Remote Similarity	0.6229	NPC36405
Remote Similarity	0.6222	NPC472116
Remote Similarity	0.6217	NPC473376
Remote Similarity	0.6216	NPC314333
Remote Similarity	0.6216	NPC83111
Remote Similarity	0.6211	NPC303374
Remote Similarity	0.6211	NPC103361
Remote Similarity	0.6205	NPC198673
Remote Similarity	0.6204	NPC935
Remote Similarity	0.6204	NPC267078
Remote Similarity	0.6204	NPC474081
Remote Similarity	0.6201	NPC162730
Remote Similarity	0.6198	NPC24370
Remote Similarity	0.6198	NPC319232
Remote Similarity	0.6192	NPC472099
Remote Similarity	0.619	NPC300156
Remote Similarity	0.6186	NPC475594
Remote Similarity	0.6179	NPC474357
Remote Similarity	0.6179	NPC284888
Remote Similarity	0.6178	NPC19692
Remote Similarity	0.6178	NPC198401
Remote Similarity	0.6178	NPC220151
Remote Similarity	0.6175	NPC474041
Remote Similarity	0.6173	NPC476491
Remote Similarity	0.6167	NPC168911
Remote Similarity	0.6165	NPC77101
Remote Similarity	0.6164	NPC4687
Remote Similarity	0.6161	NPC476118
Remote Similarity	0.616	NPC152768
Remote Similarity	0.616	NPC148183
Remote Similarity	0.6157	NPC151635
Remote Similarity	0.6154	NPC62749
Remote Similarity	0.6147	NPC73994
Remote Similarity	0.6147	NPC61011
Remote Similarity	0.6144	NPC234078
Remote Similarity	0.6144	NPC54744
Remote Similarity	0.6144	NPC221100
Remote Similarity	0.6141	NPC478141
Remote Similarity	0.614	NPC477633
Remote Similarity	0.614	NPC191310
Remote Similarity	0.614	NPC293917
Remote Similarity	0.6138	NPC132329
Remote Similarity	0.6138	NPC89987
Remote Similarity	0.6137	NPC39679
Remote Similarity	0.6136	NPC471742
Remote Similarity	0.6134	NPC27041
Remote Similarity	0.613	NPC474116
Remote Similarity	0.6129	NPC14849

Drug Structure

NPD6218 OpenBabel08211709092D 35 37 0 0 0 0 0 0 0 0999 V2000 -2.5385 -1.0563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6974 0.2308 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7953 -0.3872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0032 0.5909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 4.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0032 0.5909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 4.5388 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 0.5000 1.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7953 -0.3872 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 4.5388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 4.0388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 2.5388 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 3.9543 0.9000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 5.5388 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 34 1 0 0 0 0 3 4 1 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 18 2 0 0 0 0 8 19 2 0 0 0 0 9 21 1 0 0 0 0 10 12 1 0 0 0 0 10 16 2 0 0 0 0 11 13 2 0 0 0 0 11 16 1 0 0 0 0 12 17 2 0 0 0 0 13 17 1 0 0 0 0 14 20 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 29 1 0 0 0 0 17 27 1 0 0 0 0 18 19 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 23 2 0 0 0 0 20 29 1 0 0 0 0 21 28 2 0 0 0 0 21 29 1 0 0 0 0 22 30 2 0 0 0 0 22 34 1 0 0 0 0 23 26 1 0 0 0 0 23 28 1 0 0 0 0 24 27 1 0 0 0 0 24 31 2 0 0 0 0 25 32 2 0 0 0 0 25 33 1 0 0 0 0 27 35 1 0 0 0 0 M CHG 1 33 -1 M END $$$$

External Identifiers

TTD	DIB004490
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	482.15
ALogP	-1.7606
MLogP	3.22
XLogP	5.386
HDA	8
HBD	1
Rotatable Bonds	16
TPSA	113.35
RO5 Violation	2