NPASS drugs

Drug Information

Drug ID:	NPD2373
Drug Name:
Molecular Formula:	C17H16ClN3O
Canonical SMILES:	CCc1ccc2c(n1)n(CC)c(=O)nc2c1cccc(c1)Cl
Standard InCHI:	InChI=1S/C17H16ClN3O/c1-3-13-8-9-14-15(11-6-5-7-12(18)10-11)20-17(22)21(4-2)16(14)19-13/h5-10H,3-4H2,1-2H3
Standard InCHIKey:	MNHXYNNKDDXKNP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2373

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	534
0.1-0.2	7851
0.2-0.3	14449
0.3-0.4	4404
0.4-0.5	2014
0.5-0.6	1314
0.6-0.7	317
0.7-0.8	7
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	0.7692	NPC32002
Intermediate Similarity	0.7692	NPC315348
Intermediate Similarity	0.7633	NPC116961
Intermediate Similarity	0.7018	NPC477591
Intermediate Similarity	0.7	NPC476464
Intermediate Similarity	0.7	NPC81561
Intermediate Similarity	0.7	NPC325599
Remote Similarity	0.6994	NPC238499
Remote Similarity	0.6961	NPC471609
Remote Similarity	0.6933	NPC104483
Remote Similarity	0.6933	NPC148140
Remote Similarity	0.6928	NPC470440
Remote Similarity	0.6918	NPC101165
Remote Similarity	0.6914	NPC314102
Remote Similarity	0.6914	NPC251722
Remote Similarity	0.6914	NPC471312
Remote Similarity	0.691	NPC317054
Remote Similarity	0.6909	NPC20144
Remote Similarity	0.6842	NPC162689
Remote Similarity	0.6842	NPC54102
Remote Similarity	0.6842	NPC476219
Remote Similarity	0.6826	NPC204141
Remote Similarity	0.68	NPC478182
Remote Similarity	0.6795	NPC122718
Remote Similarity	0.6786	NPC478186
Remote Similarity	0.6753	NPC215519
Remote Similarity	0.6744	NPC476297
Remote Similarity	0.6739	NPC21429
Remote Similarity	0.6739	NPC285923
Remote Similarity	0.6727	NPC316811
Remote Similarity	0.6711	NPC476566
Remote Similarity	0.6708	NPC256893
Remote Similarity	0.6708	NPC471322
Remote Similarity	0.6707	NPC125746
Remote Similarity	0.6687	NPC198988
Remote Similarity	0.6687	NPC59084
Remote Similarity	0.6687	NPC2949
Remote Similarity	0.6686	NPC281094
Remote Similarity	0.6667	NPC16659
Remote Similarity	0.6667	NPC141612
Remote Similarity	0.6667	NPC471402
Remote Similarity	0.6667	NPC17273
Remote Similarity	0.6667	NPC135601
Remote Similarity	0.6667	NPC297486
Remote Similarity	0.6667	NPC240136
Remote Similarity	0.6648	NPC194881
Remote Similarity	0.6647	NPC473868
Remote Similarity	0.6647	NPC120070
Remote Similarity	0.6647	NPC277157
Remote Similarity	0.6647	NPC63157
Remote Similarity	0.6646	NPC22079
Remote Similarity	0.6629	NPC293487
Remote Similarity	0.6627	NPC88097
Remote Similarity	0.6624	NPC290094
Remote Similarity	0.6624	NPC46358
Remote Similarity	0.6623	NPC91958
Remote Similarity	0.6615	NPC471617
Remote Similarity	0.6612	NPC265710
Remote Similarity	0.6582	NPC476322
Remote Similarity	0.6579	NPC288232
Remote Similarity	0.6573	NPC2165
Remote Similarity	0.6573	NPC195507
Remote Similarity	0.6557	NPC28848
Remote Similarity	0.6557	NPC14325
Remote Similarity	0.655	NPC114209
Remote Similarity	0.655	NPC21605
Remote Similarity	0.6548	NPC476454
Remote Similarity	0.6545	NPC325252
Remote Similarity	0.6543	NPC69914
Remote Similarity	0.6536	NPC478183
Remote Similarity	0.6529	NPC469525
Remote Similarity	0.6522	NPC89490
Remote Similarity	0.6517	NPC478184
Remote Similarity	0.6514	NPC51054
Remote Similarity	0.6506	NPC150259
Remote Similarity	0.6506	NPC65408
Remote Similarity	0.65	NPC202957
Remote Similarity	0.65	NPC169625
Remote Similarity	0.6497	NPC182570
Remote Similarity	0.6497	NPC48564
Remote Similarity	0.6497	NPC265605
Remote Similarity	0.6494	NPC200214
Remote Similarity	0.6491	NPC143872
Remote Similarity	0.6486	NPC314919
Remote Similarity	0.6484	NPC161861
Remote Similarity	0.6481	NPC329896
Remote Similarity	0.6481	NPC475105
Remote Similarity	0.6481	NPC475090
Remote Similarity	0.6481	NPC476131
Remote Similarity	0.6474	NPC33421
Remote Similarity	0.6474	NPC40070
Remote Similarity	0.6467	NPC240088
Remote Similarity	0.6467	NPC473380
Remote Similarity	0.6464	NPC91895
Remote Similarity	0.6461	NPC225018
Remote Similarity	0.6461	NPC470203
Remote Similarity	0.6461	NPC478185
Remote Similarity	0.646	NPC278451
Remote Similarity	0.6441	NPC6436
Remote Similarity	0.6441	NPC475990
Remote Similarity	0.6437	NPC117032
Remote Similarity	0.6437	NPC470233
Remote Similarity	0.6429	NPC476688
Remote Similarity	0.6429	NPC476686
Remote Similarity	0.6429	NPC105758
Remote Similarity	0.6425	NPC271797
Remote Similarity	0.6425	NPC21174
Remote Similarity	0.6416	NPC37548
Remote Similarity	0.641	NPC143603
Remote Similarity	0.6409	NPC278874
Remote Similarity	0.6404	NPC470204
Remote Similarity	0.6404	NPC122141
Remote Similarity	0.6404	NPC255229
Remote Similarity	0.6404	NPC81229
Remote Similarity	0.6398	NPC476140
Remote Similarity	0.6393	NPC208060
Remote Similarity	0.6387	NPC192209
Remote Similarity	0.6384	NPC129721
Remote Similarity	0.6384	NPC477887
Remote Similarity	0.6383	NPC470003
Remote Similarity	0.6374	NPC242556
Remote Similarity	0.6374	NPC32534
Remote Similarity	0.6374	NPC65080
Remote Similarity	0.6369	NPC169433
Remote Similarity	0.6358	NPC471313
Remote Similarity	0.6358	NPC470111
Remote Similarity	0.6358	NPC471311
Remote Similarity	0.6354	NPC49217
Remote Similarity	0.6352	NPC329825
Remote Similarity	0.6349	NPC476341
Remote Similarity	0.6345	NPC213774
Remote Similarity	0.6341	NPC282398
Remote Similarity	0.634	NPC314141
Remote Similarity	0.634	NPC187036
Remote Similarity	0.6335	NPC166424
Remote Similarity	0.6335	NPC245244
Remote Similarity	0.6335	NPC146373
Remote Similarity	0.6333	NPC247987
Remote Similarity	0.6331	NPC73767
Remote Similarity	0.6323	NPC84268
Remote Similarity	0.6322	NPC187951
Remote Similarity	0.6318	NPC243850
Remote Similarity	0.6316	NPC311858
Remote Similarity	0.6316	NPC27802
Remote Similarity	0.6313	NPC469308
Remote Similarity	0.6303	NPC475450
Remote Similarity	0.6294	NPC469761
Remote Similarity	0.6294	NPC469767
Remote Similarity	0.6294	NPC469768
Remote Similarity	0.6294	NPC469784
Remote Similarity	0.6294	NPC469783
Remote Similarity	0.6294	NPC469780
Remote Similarity	0.6294	NPC115611
Remote Similarity	0.6294	NPC469779
Remote Similarity	0.6292	NPC299594
Remote Similarity	0.6282	NPC313449
Remote Similarity	0.6277	NPC477891
Remote Similarity	0.6271	NPC470507
Remote Similarity	0.6271	NPC38736
Remote Similarity	0.6266	NPC317564
Remote Similarity	0.6264	NPC56233
Remote Similarity	0.6264	NPC477974
Remote Similarity	0.6257	NPC221786
Remote Similarity	0.6257	NPC469766
Remote Similarity	0.6257	NPC318065
Remote Similarity	0.6257	NPC56765
Remote Similarity	0.6257	NPC206819
Remote Similarity	0.6257	NPC12649
Remote Similarity	0.6257	NPC248462
Remote Similarity	0.6257	NPC474880
Remote Similarity	0.625	NPC469975
Remote Similarity	0.625	NPC41174
Remote Similarity	0.625	NPC218268
Remote Similarity	0.6243	NPC133306
Remote Similarity	0.6243	NPC86288
Remote Similarity	0.6243	NPC314372
Remote Similarity	0.6237	NPC314058
Remote Similarity	0.6237	NPC316359
Remote Similarity	0.6237	NPC316018
Remote Similarity	0.6237	NPC315617
Remote Similarity	0.6237	NPC288785
Remote Similarity	0.6236	NPC285469
Remote Similarity	0.6235	NPC110126
Remote Similarity	0.6234	NPC296163
Remote Similarity	0.6229	NPC124005
Remote Similarity	0.6228	NPC300299
Remote Similarity	0.6223	NPC91179
Remote Similarity	0.6222	NPC229173
Remote Similarity	0.6221	NPC190296
Remote Similarity	0.6215	NPC232798
Remote Similarity	0.6213	NPC84911
Remote Similarity	0.6207	NPC71238
Remote Similarity	0.6203	NPC326575
Remote Similarity	0.6196	NPC164664
Remote Similarity	0.6196	NPC194411
Remote Similarity	0.6196	NPC250361
Remote Similarity	0.6193	NPC105818
Remote Similarity	0.6193	NPC24678
Remote Similarity	0.619	NPC144114
Remote Similarity	0.6188	NPC224632

Drug Structure

NPD2373 OpenBabel08211702172D 22 24 0 0 0 0 0 0 0 0999 V2000 -1.7321 4.0000 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 3.0000 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 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 2.5981 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 3.4641 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 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 0.0000 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 3.4641 4.0000 0.0000 Cl 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 1.7321 -0.0000 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 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 13 1 0 0 0 0 4 21 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 8 9 2 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 11 2 0 0 0 0 10 12 1 0 0 0 0 11 15 1 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 14 15 1 0 0 0 0 14 16 2 0 0 0 0 15 20 2 0 0 0 0 16 19 1 0 0 0 0 16 21 1 0 0 0 0 17 20 1 0 0 0 0 17 21 1 0 0 0 0 17 22 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008134
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6604918
ChEBI
CAS Number

Drug Properties

Molecular Weight	313.10
ALogP	-0.0079
MLogP	2.78
XLogP	4.202
HDA	4
HBD	0
Rotatable Bonds	6
TPSA	45.56
RO5 Violation	0