NPASS drugs

Drug Information

Drug ID:	NPD1936
Drug Name:
Molecular Formula:	C16H15Cl2N3O2
Canonical SMILES:	CCc1cc(NCc2nc3c(o2)c(Cl)ccc3Cl)c(nc1C)O
Standard InCHI:	InChI=1S/C16H15Cl2N3O2/c1-3-9-6-12(16(22)20-8(9)2)19-7-13-21-14-10(17)4-5-11(18)15(14)23-13/h4-6,19H,3,7H2,1-2H3,(H,20,22)
Standard InCHIKey:	WHFRDXVXYMGAJD-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1936

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	494
0.1-0.2	5880
0.2-0.3	7162
0.3-0.4	11020
0.4-0.5	4314
0.5-0.6	1752
0.6-0.7	266
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	0.7244	NPC469961
Intermediate Similarity	0.7149	NPC240384
Remote Similarity	0.6992	NPC161801
Remote Similarity	0.6926	NPC323969
Remote Similarity	0.692	NPC196718
Remote Similarity	0.6853	NPC102593
Remote Similarity	0.6844	NPC258048
Remote Similarity	0.6835	NPC472259
Remote Similarity	0.6831	NPC322064
Remote Similarity	0.6816	NPC286195
Remote Similarity	0.6808	NPC165964
Remote Similarity	0.6774	NPC205372
Remote Similarity	0.6707	NPC309919
Remote Similarity	0.6707	NPC314633
Remote Similarity	0.6695	NPC230403
Remote Similarity	0.668	NPC288987
Remote Similarity	0.6667	NPC194740
Remote Similarity	0.6667	NPC182222
Remote Similarity	0.6639	NPC270918
Remote Similarity	0.663	NPC172355
Remote Similarity	0.6628	NPC477590
Remote Similarity	0.6628	NPC477585
Remote Similarity	0.6628	NPC477588
Remote Similarity	0.6628	NPC477586
Remote Similarity	0.6614	NPC260434
Remote Similarity	0.6614	NPC119006
Remote Similarity	0.6612	NPC476287
Remote Similarity	0.6602	NPC148889
Remote Similarity	0.66	NPC478141
Remote Similarity	0.6595	NPC110741
Remote Similarity	0.6585	NPC477979
Remote Similarity	0.6574	NPC122436
Remote Similarity	0.6573	NPC131885
Remote Similarity	0.6573	NPC184408
Remote Similarity	0.657	NPC321428
Remote Similarity	0.6561	NPC257851
Remote Similarity	0.6552	NPC316224
Remote Similarity	0.655	NPC477589
Remote Similarity	0.655	NPC477587
Remote Similarity	0.6543	NPC41382
Remote Similarity	0.6532	NPC312645
Remote Similarity	0.6518	NPC50562
Remote Similarity	0.6516	NPC116701
Remote Similarity	0.6515	NPC63971
Remote Similarity	0.6515	NPC91868
Remote Similarity	0.6512	NPC35042
Remote Similarity	0.6506	NPC197141
Remote Similarity	0.65	NPC314222
Remote Similarity	0.65	NPC196449
Remote Similarity	0.6495	NPC9482
Remote Similarity	0.6493	NPC53534
Remote Similarity	0.6492	NPC67658
Remote Similarity	0.6492	NPC470799
Remote Similarity	0.6492	NPC8022
Remote Similarity	0.6488	NPC132539
Remote Similarity	0.6486	NPC235685
Remote Similarity	0.6482	NPC179287
Remote Similarity	0.6478	NPC89508
Remote Similarity	0.6475	NPC287208
Remote Similarity	0.6471	NPC141454
Remote Similarity	0.6466	NPC27041
Remote Similarity	0.6463	NPC187501
Remote Similarity	0.6462	NPC101350
Remote Similarity	0.6452	NPC118228
Remote Similarity	0.6446	NPC245816
Remote Similarity	0.6446	NPC476138
Remote Similarity	0.6437	NPC41501
Remote Similarity	0.6437	NPC118940
Remote Similarity	0.6434	NPC323198
Remote Similarity	0.6434	NPC329631
Remote Similarity	0.6423	NPC269367
Remote Similarity	0.6417	NPC220408
Remote Similarity	0.6417	NPC18487
Remote Similarity	0.6417	NPC97746
Remote Similarity	0.6414	NPC168209
Remote Similarity	0.6411	NPC39500
Remote Similarity	0.6411	NPC250448
Remote Similarity	0.6397	NPC146418
Remote Similarity	0.6395	NPC473186
Remote Similarity	0.6395	NPC477516
Remote Similarity	0.6379	NPC165599
Remote Similarity	0.6375	NPC303658
Remote Similarity	0.6367	NPC140296
Remote Similarity	0.6367	NPC157931
Remote Similarity	0.635	NPC152620
Remote Similarity	0.6349	NPC476167
Remote Similarity	0.6346	NPC39370
Remote Similarity	0.6342	NPC66777
Remote Similarity	0.6342	NPC471762
Remote Similarity	0.6342	NPC274640
Remote Similarity	0.634	NPC208522
Remote Similarity	0.6339	NPC243633
Remote Similarity	0.6339	NPC175150
Remote Similarity	0.6336	NPC118776
Remote Similarity	0.6332	NPC207686
Remote Similarity	0.6327	NPC472287
Remote Similarity	0.6327	NPC472286
Remote Similarity	0.6325	NPC241025
Remote Similarity	0.6324	NPC225279
Remote Similarity	0.6322	NPC19872
Remote Similarity	0.632	NPC16066
Remote Similarity	0.6314	NPC51388
Remote Similarity	0.6311	NPC476098
Remote Similarity	0.6307	NPC192315
Remote Similarity	0.6306	NPC26543
Remote Similarity	0.6305	NPC38237
Remote Similarity	0.6304	NPC192712
Remote Similarity	0.6302	NPC291609
Remote Similarity	0.6302	NPC160100
Remote Similarity	0.6301	NPC283117
Remote Similarity	0.6298	NPC15801
Remote Similarity	0.6296	NPC470586
Remote Similarity	0.6293	NPC474701
Remote Similarity	0.629	NPC123839
Remote Similarity	0.6287	NPC144381
Remote Similarity	0.6285	NPC208084
Remote Similarity	0.6283	NPC67401
Remote Similarity	0.6275	NPC144452
Remote Similarity	0.6275	NPC266249
Remote Similarity	0.6275	NPC216612
Remote Similarity	0.627	NPC57398
Remote Similarity	0.627	NPC305984
Remote Similarity	0.6269	NPC244897
Remote Similarity	0.6266	NPC78767
Remote Similarity	0.6266	NPC473814
Remote Similarity	0.6264	NPC124300
Remote Similarity	0.6255	NPC42591
Remote Similarity	0.625	NPC229893
Remote Similarity	0.625	NPC185782
Remote Similarity	0.625	NPC93390
Remote Similarity	0.6245	NPC174576
Remote Similarity	0.6245	NPC223427
Remote Similarity	0.624	NPC26679
Remote Similarity	0.624	NPC474428
Remote Similarity	0.6237	NPC315411
Remote Similarity	0.6236	NPC184680
Remote Similarity	0.6236	NPC104712
Remote Similarity	0.6235	NPC244741
Remote Similarity	0.6235	NPC60621
Remote Similarity	0.6231	NPC267853
Remote Similarity	0.6231	NPC315062
Remote Similarity	0.6231	NPC474688
Remote Similarity	0.6226	NPC166655
Remote Similarity	0.6226	NPC475844
Remote Similarity	0.6224	NPC169716
Remote Similarity	0.6222	NPC313587
Remote Similarity	0.6222	NPC473800
Remote Similarity	0.6222	NPC315893
Remote Similarity	0.6222	NPC316110
Remote Similarity	0.6221	NPC316411
Remote Similarity	0.622	NPC298436
Remote Similarity	0.6214	NPC128823
Remote Similarity	0.6212	NPC470785
Remote Similarity	0.6212	NPC470784
Remote Similarity	0.6211	NPC220851
Remote Similarity	0.621	NPC82548
Remote Similarity	0.6208	NPC475190
Remote Similarity	0.6208	NPC473821
Remote Similarity	0.6207	NPC49547
Remote Similarity	0.6206	NPC293151
Remote Similarity	0.6204	NPC295898
Remote Similarity	0.62	NPC294375
Remote Similarity	0.62	NPC87413
Remote Similarity	0.6198	NPC74153
Remote Similarity	0.6198	NPC267928
Remote Similarity	0.6196	NPC472099
Remote Similarity	0.6194	NPC310618
Remote Similarity	0.6194	NPC58209
Remote Similarity	0.6194	NPC315061
Remote Similarity	0.6194	NPC72715
Remote Similarity	0.6185	NPC174758
Remote Similarity	0.6185	NPC174672
Remote Similarity	0.6183	NPC141053
Remote Similarity	0.6178	NPC186351
Remote Similarity	0.616	NPC34770
Remote Similarity	0.616	NPC194040
Remote Similarity	0.6157	NPC315804
Remote Similarity	0.6157	NPC213530
Remote Similarity	0.6157	NPC78609
Remote Similarity	0.6157	NPC193267
Remote Similarity	0.6157	NPC102592
Remote Similarity	0.6157	NPC313804
Remote Similarity	0.6157	NPC79356
Remote Similarity	0.6154	NPC472435
Remote Similarity	0.6151	NPC232225
Remote Similarity	0.6145	NPC200553
Remote Similarity	0.6145	NPC279189
Remote Similarity	0.6139	NPC470018
Remote Similarity	0.6137	NPC209981
Remote Similarity	0.6137	NPC283152
Remote Similarity	0.6136	NPC57453
Remote Similarity	0.6133	NPC150239
Remote Similarity	0.6133	NPC132642
Remote Similarity	0.6133	NPC128115
Remote Similarity	0.6129	NPC471736
Remote Similarity	0.6122	NPC172222
Remote Similarity	0.6121	NPC473639
Remote Similarity	0.6119	NPC142385
Remote Similarity	0.6118	NPC247803
Remote Similarity	0.6115	NPC478078

Drug Structure

NPD1936 OpenBabel08211701392D 25 27 0 0 0 0 0 0 0 0999 V2000 -1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 -0.5000 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 6.4049 2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.4049 -2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 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 4.5878 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 -0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 8 1 0 0 0 0 3 9 1 0 0 0 0 4 5 2 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 9 2 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 7 19 1 0 0 0 0 8 9 1 0 0 0 0 8 20 2 0 0 0 0 10 14 2 0 0 0 0 10 17 1 0 0 0 0 11 15 2 0 0 0 0 11 18 1 0 0 0 0 12 16 2 0 0 0 0 12 19 1 0 0 0 0 13 21 2 0 0 0 0 13 23 1 0 0 0 0 14 15 1 0 0 0 0 14 21 1 0 0 0 0 15 23 1 0 0 0 0 16 20 1 0 0 0 0 16 22 1 0 0 0 0 19 24 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000855
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	65002
ChEBI
CAS Number

Drug Properties

Molecular Weight	351.05
ALogP	1.2118
MLogP	2.45
XLogP	3.884
HDA	3
HBD	2
Rotatable Bonds	9
TPSA	71.18
RO5 Violation	0