NPASS drugs

Drug Information

Drug ID:	NPD1580
Drug Name:
Molecular Formula:	C15H14ClN3O3
Canonical SMILES:	CCOC(=O)c1ncn2c1CN(C)C(=O)c1c2ccc(c1)Cl
Standard InCHI:	InChI=1S/C15H14ClN3O3/c1-3-22-15(21)13-12-7-18(2)14(20)10-6-9(16)4-5-11(10)19(12)8-17-13/h4-6,8H,3,7H2,1-2H3
Standard InCHIKey:	QORLMYYHZLDYOR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1580

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	479
0.1-0.2	5946
0.2-0.3	11179
0.3-0.4	9446
0.4-0.5	1988
0.5-0.6	1653
0.6-0.7	196
0.7-0.8	3
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	0.7111	NPC243850
Intermediate Similarity	0.7093	NPC123839
Intermediate Similarity	0.7004	NPC266249
Remote Similarity	0.6866	NPC282103
Remote Similarity	0.6846	NPC315062
Remote Similarity	0.6824	NPC477979
Remote Similarity	0.681	NPC118940
Remote Similarity	0.6792	NPC192712
Remote Similarity	0.6789	NPC476341
Remote Similarity	0.6774	NPC471609
Remote Similarity	0.6762	NPC316411
Remote Similarity	0.673	NPC114637
Remote Similarity	0.6712	NPC138370
Remote Similarity	0.671	NPC116555
Remote Similarity	0.6708	NPC267853
Remote Similarity	0.668	NPC244897
Remote Similarity	0.6653	NPC147983
Remote Similarity	0.6653	NPC177996
Remote Similarity	0.6638	NPC57398
Remote Similarity	0.6608	NPC474916
Remote Similarity	0.6593	NPC79356
Remote Similarity	0.6593	NPC102592
Remote Similarity	0.658	NPC132539
Remote Similarity	0.6573	NPC104712
Remote Similarity	0.6555	NPC267811
Remote Similarity	0.6507	NPC81535
Remote Similarity	0.6504	NPC198673
Remote Similarity	0.6498	NPC469529
Remote Similarity	0.6463	NPC116622
Remote Similarity	0.6462	NPC74619
Remote Similarity	0.6444	NPC62995
Remote Similarity	0.644	NPC240384
Remote Similarity	0.6438	NPC28848
Remote Similarity	0.6438	NPC14325
Remote Similarity	0.6437	NPC260434
Remote Similarity	0.6426	NPC182222
Remote Similarity	0.6425	NPC47596
Remote Similarity	0.6391	NPC168911
Remote Similarity	0.6391	NPC239954
Remote Similarity	0.638	NPC73994
Remote Similarity	0.6379	NPC471944
Remote Similarity	0.6376	NPC472116
Remote Similarity	0.6368	NPC472259
Remote Similarity	0.636	NPC89508
Remote Similarity	0.636	NPC282247
Remote Similarity	0.6355	NPC242116
Remote Similarity	0.6349	NPC471197
Remote Similarity	0.6349	NPC312645
Remote Similarity	0.6349	NPC244425
Remote Similarity	0.6349	NPC15384
Remote Similarity	0.634	NPC82053
Remote Similarity	0.6332	NPC135950
Remote Similarity	0.6324	NPC471614
Remote Similarity	0.6323	NPC102755
Remote Similarity	0.6322	NPC471198
Remote Similarity	0.6318	NPC471194
Remote Similarity	0.6318	NPC471193
Remote Similarity	0.6316	NPC257851
Remote Similarity	0.6311	NPC17273
Remote Similarity	0.6311	NPC135601
Remote Similarity	0.6311	NPC90415
Remote Similarity	0.6311	NPC141612
Remote Similarity	0.6307	NPC471192
Remote Similarity	0.63	NPC469489
Remote Similarity	0.6295	NPC477003
Remote Similarity	0.6295	NPC21429
Remote Similarity	0.6293	NPC103361
Remote Similarity	0.629	NPC219848
Remote Similarity	0.6287	NPC287208
Remote Similarity	0.6283	NPC278434
Remote Similarity	0.628	NPC196718
Remote Similarity	0.628	NPC102593
Remote Similarity	0.6278	NPC191415
Remote Similarity	0.6277	NPC134657
Remote Similarity	0.6271	NPC471191
Remote Similarity	0.6267	NPC133003
Remote Similarity	0.6262	NPC477591
Remote Similarity	0.6261	NPC256268
Remote Similarity	0.625	NPC153980
Remote Similarity	0.625	NPC6865
Remote Similarity	0.625	NPC243058
Remote Similarity	0.6239	NPC311858
Remote Similarity	0.6233	NPC61011
Remote Similarity	0.6233	NPC88110
Remote Similarity	0.6228	NPC324091
Remote Similarity	0.6224	NPC54744
Remote Similarity	0.6223	NPC123395
Remote Similarity	0.6222	NPC203635
Remote Similarity	0.6221	NPC233380
Remote Similarity	0.6218	NPC285192
Remote Similarity	0.6216	NPC83774
Remote Similarity	0.6215	NPC267078
Remote Similarity	0.6215	NPC935
Remote Similarity	0.6208	NPC72956
Remote Similarity	0.6204	NPC323969
Remote Similarity	0.62	NPC69843
Remote Similarity	0.6194	NPC229893
Remote Similarity	0.6193	NPC470509
Remote Similarity	0.6193	NPC41717
Remote Similarity	0.619	NPC474357
Remote Similarity	0.6189	NPC248601
Remote Similarity	0.6188	NPC265710
Remote Similarity	0.6188	NPC12649
Remote Similarity	0.6186	NPC165599
Remote Similarity	0.6186	NPC317701
Remote Similarity	0.6185	NPC157931
Remote Similarity	0.6182	NPC249614
Remote Similarity	0.618	NPC212213
Remote Similarity	0.6179	NPC472260
Remote Similarity	0.6175	NPC470323
Remote Similarity	0.6174	NPC63109
Remote Similarity	0.6173	NPC36405
Remote Similarity	0.6172	NPC148889
Remote Similarity	0.6171	NPC151635
Remote Similarity	0.6164	NPC109922
Remote Similarity	0.6164	NPC470894
Remote Similarity	0.6161	NPC24864
Remote Similarity	0.6161	NPC16659
Remote Similarity	0.616	NPC66777
Remote Similarity	0.616	NPC471762
Remote Similarity	0.6151	NPC71238
Remote Similarity	0.615	NPC107287
Remote Similarity	0.615	NPC207851
Remote Similarity	0.615	NPC46895
Remote Similarity	0.6143	NPC473380
Remote Similarity	0.6143	NPC240088
Remote Similarity	0.6137	NPC141454
Remote Similarity	0.6134	NPC315638
Remote Similarity	0.6134	NPC314855
Remote Similarity	0.6134	NPC313796
Remote Similarity	0.6134	NPC313345
Remote Similarity	0.6133	NPC470677
Remote Similarity	0.613	NPC129909
Remote Similarity	0.6129	NPC64216
Remote Similarity	0.6129	NPC122436
Remote Similarity	0.6123	NPC311282
Remote Similarity	0.6119	NPC56233
Remote Similarity	0.6115	NPC161801
Remote Similarity	0.6109	NPC315545
Remote Similarity	0.6109	NPC314297
Remote Similarity	0.6109	NPC244741
Remote Similarity	0.6102	NPC54537
Remote Similarity	0.6094	NPC245916
Remote Similarity	0.6092	NPC473376
Remote Similarity	0.6089	NPC314281
Remote Similarity	0.6089	NPC40530
Remote Similarity	0.6087	NPC89987
Remote Similarity	0.6085	NPC295452
Remote Similarity	0.6085	NPC171393
Remote Similarity	0.6083	NPC322644
Remote Similarity	0.6079	NPC285923
Remote Similarity	0.6079	NPC284678
Remote Similarity	0.6078	NPC326422
Remote Similarity	0.6078	NPC192306
Remote Similarity	0.6074	NPC146418
Remote Similarity	0.6074	NPC54981
Remote Similarity	0.6073	NPC42372
Remote Similarity	0.6071	NPC234987
Remote Similarity	0.6067	NPC238457
Remote Similarity	0.6067	NPC472287
Remote Similarity	0.6067	NPC472286
Remote Similarity	0.6063	NPC323198
Remote Similarity	0.6063	NPC172222
Remote Similarity	0.6061	NPC476460
Remote Similarity	0.6056	NPC187145
Remote Similarity	0.6054	NPC293216
Remote Similarity	0.6054	NPC469938
Remote Similarity	0.6052	NPC198401
Remote Similarity	0.6049	NPC318299
Remote Similarity	0.6049	NPC244856
Remote Similarity	0.6043	NPC61435
Remote Similarity	0.6037	NPC293487
Remote Similarity	0.6036	NPC273532
Remote Similarity	0.6035	NPC143533
Remote Similarity	0.6034	NPC179896
Remote Similarity	0.6033	NPC314834
Remote Similarity	0.6032	NPC313804
Remote Similarity	0.6032	NPC156003
Remote Similarity	0.6032	NPC315804
Remote Similarity	0.6032	NPC74360
Remote Similarity	0.6027	NPC478182
Remote Similarity	0.6027	NPC84347
Remote Similarity	0.6027	NPC478184
Remote Similarity	0.6025	NPC306644
Remote Similarity	0.6025	NPC317752
Remote Similarity	0.6025	NPC236424
Remote Similarity	0.6009	NPC470003
Remote Similarity	0.6009	NPC230403
Remote Similarity	0.6009	NPC472119
Remote Similarity	0.6008	NPC477588
Remote Similarity	0.6008	NPC477586
Remote Similarity	0.6008	NPC477590
Remote Similarity	0.6008	NPC477585
Remote Similarity	0.6008	NPC242923
Remote Similarity	0.6	NPC281094
Remote Similarity	0.6	NPC40455
Remote Similarity	0.6	NPC274842
Remote Similarity	0.6	NPC220852
Remote Similarity	0.6	NPC141053
Remote Similarity	0.5992	NPC174672

Drug Structure

NPD1580 OpenBabel08211701082D 22 24 0 0 0 0 0 0 0 0999 V2000 -4.3102 1.5028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3514 0.9362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7170 0.5893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5867 -3.7135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2867 -3.2265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4302 -2.2007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9960 -0.0896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0469 -2.4631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4452 -3.2006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5568 -1.7137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3016 -2.2266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5469 -0.9242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5469 -0.9242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6911 -0.7228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1347 -0.1152 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3186 -3.6876 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.8559 -1.8753 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 -1.2379 -1.8753 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6421 -0.4138 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7279 0.7983 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1292 -0.2197 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 18 1 0 0 0 0 3 22 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 11 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 12 1 0 0 0 0 7 18 1 0 0 0 0 8 17 2 0 0 0 0 8 19 1 0 0 0 0 9 16 1 0 0 0 0 10 11 2 0 0 0 0 10 14 1 0 0 0 0 11 19 1 0 0 0 0 12 13 2 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 14 20 2 0 0 0 0 15 21 2 0 0 0 0 15 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC014568
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	114888
ChEBI
CAS Number

Drug Properties

Molecular Weight	319.07
ALogP	0.4982
MLogP	2.34
XLogP	1.96
HDA	6
HBD	0
Rotatable Bonds	6
TPSA	63.91
RO5 Violation	0