NPASS drugs

Drug Information

Drug ID:	NPD1250
Drug Name:
Molecular Formula:	C14H13ClN4O2
Canonical SMILES:	CCCn1c(=O)n(c2ccc(cc2)Cl)c2c(c1=O)nc[nH]2
Standard InCHI:	InChI=1S/C14H13ClN4O2/c1-2-7-18-13(20)11-12(17-8-16-11)19(14(18)21)10-5-3-9(15)4-6-10/h3-6,8H,2,7H2,1H3,(H,16,17)
Standard InCHIKey:	GVTLDPJNRVMCAL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1250

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	1257
0.1-0.2	11179
0.2-0.3	13653
0.3-0.4	1879
0.4-0.5	1805
0.5-0.6	1015
0.6-0.7	100
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	0.7039	NPC116555
Intermediate Similarity	0.7033	NPC120070
Remote Similarity	0.6794	NPC71238
Remote Similarity	0.6761	NPC216159
Remote Similarity	0.6753	NPC240088
Remote Similarity	0.6753	NPC473380
Remote Similarity	0.6718	NPC265710
Remote Similarity	0.6698	NPC54981
Remote Similarity	0.6698	NPC267811
Remote Similarity	0.6684	NPC16659
Remote Similarity	0.6649	NPC317054
Remote Similarity	0.6632	NPC54214
Remote Similarity	0.663	NPC42483
Remote Similarity	0.6599	NPC40530
Remote Similarity	0.6599	NPC314281
Remote Similarity	0.6541	NPC282531
Remote Similarity	0.6527	NPC252603
Remote Similarity	0.6474	NPC300238
Remote Similarity	0.6468	NPC133003
Remote Similarity	0.6436	NPC135601
Remote Similarity	0.6436	NPC141612
Remote Similarity	0.6436	NPC17273
Remote Similarity	0.6418	NPC21429
Remote Similarity	0.6406	NPC282247
Remote Similarity	0.64	NPC191415
Remote Similarity	0.6398	NPC114209
Remote Similarity	0.6393	NPC197068
Remote Similarity	0.639	NPC210123
Remote Similarity	0.6368	NPC317701
Remote Similarity	0.6355	NPC476527
Remote Similarity	0.6354	NPC470204
Remote Similarity	0.6347	NPC177996
Remote Similarity	0.6347	NPC147983
Remote Similarity	0.6344	NPC470323
Remote Similarity	0.6341	NPC324091
Remote Similarity	0.6329	NPC188821
Remote Similarity	0.6329	NPC474180
Remote Similarity	0.6321	NPC470203
Remote Similarity	0.6318	NPC47596
Remote Similarity	0.6316	NPC935
Remote Similarity	0.6316	NPC267078
Remote Similarity	0.63	NPC69843
Remote Similarity	0.6298	NPC76544
Remote Similarity	0.6298	NPC167285
Remote Similarity	0.6298	NPC226184
Remote Similarity	0.6296	NPC469975
Remote Similarity	0.6294	NPC227489
Remote Similarity	0.6294	NPC226835
Remote Similarity	0.6294	NPC28096
Remote Similarity	0.6294	NPC476421
Remote Similarity	0.629	NPC470440
Remote Similarity	0.6289	NPC206148
Remote Similarity	0.6288	NPC474357
Remote Similarity	0.6287	NPC148385
Remote Similarity	0.6287	NPC471609
Remote Similarity	0.6287	NPC102755
Remote Similarity	0.6218	NPC477591
Remote Similarity	0.621	NPC471193
Remote Similarity	0.621	NPC471194
Remote Similarity	0.6209	NPC474389
Remote Similarity	0.6207	NPC270834
Remote Similarity	0.6205	NPC478184
Remote Similarity	0.62	NPC151635
Remote Similarity	0.62	NPC136441
Remote Similarity	0.6197	NPC469308
Remote Similarity	0.6186	NPC122141
Remote Similarity	0.6176	NPC477003
Remote Similarity	0.6173	NPC233380
Remote Similarity	0.6171	NPC238945
Remote Similarity	0.6161	NPC475286
Remote Similarity	0.6161	NPC174281
Remote Similarity	0.6154	NPC253687
Remote Similarity	0.6136	NPC6865
Remote Similarity	0.6136	NPC153980
Remote Similarity	0.6126	NPC472260
Remote Similarity	0.6117	NPC204141
Remote Similarity	0.6114	NPC102592
Remote Similarity	0.6114	NPC79356
Remote Similarity	0.6103	NPC470680
Remote Similarity	0.6103	NPC100104
Remote Similarity	0.6103	NPC136957
Remote Similarity	0.6103	NPC19696
Remote Similarity	0.6095	NPC326422
Remote Similarity	0.6091	NPC72956
Remote Similarity	0.6085	NPC134657
Remote Similarity	0.6082	NPC158847
Remote Similarity	0.6071	NPC256849
Remote Similarity	0.607	NPC97106
Remote Similarity	0.6068	NPC476341
Remote Similarity	0.6059	NPC11126
Remote Similarity	0.6043	NPC156003
Remote Similarity	0.6039	NPC94752
Remote Similarity	0.6039	NPC63571
Remote Similarity	0.6038	NPC476526
Remote Similarity	0.6038	NPC329765
Remote Similarity	0.6038	NPC48117
Remote Similarity	0.6023	NPC278549
Remote Similarity	0.6021	NPC321911
Remote Similarity	0.602	NPC161861
Remote Similarity	0.601	NPC310633
Remote Similarity	0.6009	NPC50511
Remote Similarity	0.6	NPC109322
Remote Similarity	0.5991	NPC471603
Remote Similarity	0.599	NPC225018
Remote Similarity	0.5982	NPC471192
Remote Similarity	0.598	NPC49217
Remote Similarity	0.5979	NPC476297
Remote Similarity	0.5979	NPC229055
Remote Similarity	0.5979	NPC476219
Remote Similarity	0.5978	NPC291517
Remote Similarity	0.5969	NPC474492
Remote Similarity	0.5969	NPC293487
Remote Similarity	0.5969	NPC201380
Remote Similarity	0.5969	NPC179787
Remote Similarity	0.5969	NPC469811
Remote Similarity	0.5966	NPC180493
Remote Similarity	0.5963	NPC473376
Remote Similarity	0.5962	NPC111566
Remote Similarity	0.596	NPC476418
Remote Similarity	0.596	NPC478182
Remote Similarity	0.5953	NPC237414
Remote Similarity	0.5951	NPC88110
Remote Similarity	0.5951	NPC73994
Remote Similarity	0.5949	NPC169586
Remote Similarity	0.5943	NPC19342
Remote Similarity	0.5942	NPC228835
Remote Similarity	0.5942	NPC469814
Remote Similarity	0.5941	NPC252572
Remote Similarity	0.5941	NPC314557
Remote Similarity	0.5924	NPC476460
Remote Similarity	0.5922	NPC307191
Remote Similarity	0.5916	NPC143872
Remote Similarity	0.5916	NPC63545
Remote Similarity	0.5911	NPC74619
Remote Similarity	0.5911	NPC470731
Remote Similarity	0.5911	NPC469529
Remote Similarity	0.5911	NPC470732
Remote Similarity	0.5909	NPC243850
Remote Similarity	0.5904	NPC115611
Remote Similarity	0.5896	NPC125416
Remote Similarity	0.5894	NPC470205
Remote Similarity	0.5885	NPC112489
Remote Similarity	0.5882	NPC315715
Remote Similarity	0.5879	NPC73687
Remote Similarity	0.587	NPC63109
Remote Similarity	0.587	NPC64216
Remote Similarity	0.5867	NPC476464
Remote Similarity	0.5864	NPC471191
Remote Similarity	0.5864	NPC467188
Remote Similarity	0.5862	NPC323244
Remote Similarity	0.586	NPC167710
Remote Similarity	0.5859	NPC473706
Remote Similarity	0.5854	NPC284775
Remote Similarity	0.5846	NPC251391
Remote Similarity	0.5846	NPC325903
Remote Similarity	0.5846	NPC200214
Remote Similarity	0.5846	NPC281094
Remote Similarity	0.5845	NPC184932
Remote Similarity	0.5845	NPC472861
Remote Similarity	0.5842	NPC32534
Remote Similarity	0.5842	NPC91895
Remote Similarity	0.5838	NPC236711
Remote Similarity	0.5833	NPC171393
Remote Similarity	0.5833	NPC295452
Remote Similarity	0.583	NPC328924
Remote Similarity	0.5829	NPC125746
Remote Similarity	0.5829	NPC478185
Remote Similarity	0.5829	NPC213629
Remote Similarity	0.5821	NPC478183
Remote Similarity	0.5821	NPC56233
Remote Similarity	0.5813	NPC469976
Remote Similarity	0.5811	NPC266249
Remote Similarity	0.5811	NPC476525
Remote Similarity	0.581	NPC46022
Remote Similarity	0.5806	NPC477004
Remote Similarity	0.5806	NPC198988
Remote Similarity	0.5806	NPC23215
Remote Similarity	0.5804	NPC320968
Remote Similarity	0.5804	NPC242923
Remote Similarity	0.5803	NPC105811
Remote Similarity	0.5799	NPC469716
Remote Similarity	0.5798	NPC8590
Remote Similarity	0.5797	NPC314919
Remote Similarity	0.5789	NPC475736
Remote Similarity	0.5789	NPC303899
Remote Similarity	0.5782	NPC17059
Remote Similarity	0.5778	NPC473218
Remote Similarity	0.5778	NPC470702
Remote Similarity	0.5777	NPC83774
Remote Similarity	0.5775	NPC325252
Remote Similarity	0.5773	NPC102664
Remote Similarity	0.5769	NPC470677
Remote Similarity	0.5767	NPC315348
Remote Similarity	0.5767	NPC32002
Remote Similarity	0.5767	NPC110126
Remote Similarity	0.5764	NPC116961
Remote Similarity	0.5764	NPC471943
Remote Similarity	0.5762	NPC311282
Remote Similarity	0.5762	NPC308931
Remote Similarity	0.5762	NPC99939

Drug Structure

NPD1250 OpenBabel08211700192D 22 24 0 0 0 0 0 0 0 0999 V2000 0.0000 4.0000 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 1.7321 -2.0000 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 0.8660 -1.5000 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 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 -1.5827 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 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 -0.5000 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 3.4641 -2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -0.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 N 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 -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 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4048 -2.2213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 7 1 0 0 0 0 3 5 1 0 0 0 0 3 9 2 0 0 0 0 4 6 2 0 0 0 0 4 9 1 0 0 0 0 5 10 2 0 0 0 0 6 10 1 0 0 0 0 7 18 1 0 0 0 0 8 16 2 0 0 0 0 8 17 1 0 0 0 0 9 15 1 0 0 0 0 10 19 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 12 19 1 0 0 0 0 13 18 1 0 0 0 0 13 20 2 0 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 14 21 2 0 0 0 0 17 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000700
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	166553
ChEBI
CAS Number

Drug Properties

Molecular Weight	304.07
ALogP	-0.6524
MLogP	2.23
XLogP	2.345
HDA	6
HBD	1
Rotatable Bonds	5
TPSA	69.3
RO5 Violation	0