NPASS drugs

Drug Information

Drug ID:	NPD3868
Drug Name:	Kw-2449
Molecular Formula:	C20H20N4O
Canonical SMILES:	O=C(c1ccc(cc1)/C=C/c1n[nH]c2c1cccc2)N1CCNCC1
Standard InCHI:	InChI=1S/C20H20N4O/c25-20(24-13-11-21-12-14-24)16-8-5-15(6-9-16)7-10-19-17-3-1-2-4-18(17)22-23-19/h1-10,21H,11-14H2,(H,22,23)/b10-7+
Standard InCHIKey:	YYLKKYCXAOBSRM-JXMROGBWSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3868

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	444
0.1-0.2	3659
0.2-0.3	11312
0.3-0.4	11147
0.4-0.5	2272
0.5-0.6	1575
0.6-0.7	460
0.7-0.8	21
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	0.7821	NPC133003
Intermediate Similarity	0.7809	NPC470205
Intermediate Similarity	0.768	NPC135601
Intermediate Similarity	0.768	NPC17273
Intermediate Similarity	0.768	NPC141612
Intermediate Similarity	0.7667	NPC21429
Intermediate Similarity	0.7647	NPC477887
Intermediate Similarity	0.7459	NPC324091
Intermediate Similarity	0.7318	NPC252572
Intermediate Similarity	0.7222	NPC161861
Intermediate Similarity	0.7219	NPC470440
Intermediate Similarity	0.7207	NPC471943
Intermediate Similarity	0.7151	NPC308931
Intermediate Similarity	0.7151	NPC99939
Intermediate Similarity	0.7097	NPC477003
Intermediate Similarity	0.7092	NPC317701
Intermediate Similarity	0.7079	NPC21174
Intermediate Similarity	0.7079	NPC271797
Intermediate Similarity	0.7027	NPC88110
Intermediate Similarity	0.7016	NPC272458
Intermediate Similarity	0.7011	NPC117032
Remote Similarity	0.6995	NPC471579
Remote Similarity	0.6963	NPC476460
Remote Similarity	0.6959	NPC167710
Remote Similarity	0.6957	NPC151635
Remote Similarity	0.6919	NPC284775
Remote Similarity	0.6907	NPC79356
Remote Similarity	0.6907	NPC102592
Remote Similarity	0.6891	NPC326422
Remote Similarity	0.6867	NPC162417
Remote Similarity	0.6867	NPC316104
Remote Similarity	0.6859	NPC473666
Remote Similarity	0.6854	NPC76982
Remote Similarity	0.685	NPC471191
Remote Similarity	0.6847	NPC72956
Remote Similarity	0.6833	NPC194881
Remote Similarity	0.6818	NPC471944
Remote Similarity	0.6814	NPC6865
Remote Similarity	0.6814	NPC153980
Remote Similarity	0.6809	NPC191415
Remote Similarity	0.6802	NPC136002
Remote Similarity	0.6791	NPC11126
Remote Similarity	0.6772	NPC102755
Remote Similarity	0.6755	NPC91179
Remote Similarity	0.6754	NPC94752
Remote Similarity	0.6737	NPC467063
Remote Similarity	0.6737	NPC228835
Remote Similarity	0.6732	NPC471194
Remote Similarity	0.6732	NPC471193
Remote Similarity	0.6725	NPC88097
Remote Similarity	0.6718	NPC304203
Remote Similarity	0.6715	NPC471192
Remote Similarity	0.6703	NPC478182
Remote Similarity	0.6703	NPC478184
Remote Similarity	0.6686	NPC198988
Remote Similarity	0.6686	NPC238499
Remote Similarity	0.6686	NPC284635
Remote Similarity	0.6686	NPC478186
Remote Similarity	0.6684	NPC117027
Remote Similarity	0.6667	NPC42372
Remote Similarity	0.6667	NPC216550
Remote Similarity	0.6647	NPC207428
Remote Similarity	0.6647	NPC325252
Remote Similarity	0.6635	NPC322064
Remote Similarity	0.6633	NPC268744
Remote Similarity	0.6633	NPC475914
Remote Similarity	0.6633	NPC220797
Remote Similarity	0.6633	NPC477004
Remote Similarity	0.6633	NPC474318
Remote Similarity	0.6633	NPC153123
Remote Similarity	0.6633	NPC201266
Remote Similarity	0.6632	NPC17059
Remote Similarity	0.663	NPC221786
Remote Similarity	0.663	NPC293487
Remote Similarity	0.663	NPC475990
Remote Similarity	0.663	NPC474880
Remote Similarity	0.663	NPC56233
Remote Similarity	0.6628	NPC471574
Remote Similarity	0.66	NPC77241
Remote Similarity	0.66	NPC166209
Remote Similarity	0.66	NPC13456
Remote Similarity	0.66	NPC269203
Remote Similarity	0.6598	NPC63199
Remote Similarity	0.6598	NPC102338
Remote Similarity	0.6598	NPC196251
Remote Similarity	0.6598	NPC111602
Remote Similarity	0.659	NPC115611
Remote Similarity	0.659	NPC59084
Remote Similarity	0.6579	NPC16659
Remote Similarity	0.6564	NPC472112
Remote Similarity	0.6561	NPC14325
Remote Similarity	0.6561	NPC28848
Remote Similarity	0.6552	NPC473868
Remote Similarity	0.6552	NPC63157
Remote Similarity	0.6543	NPC293216
Remote Similarity	0.6543	NPC469529
Remote Similarity	0.6541	NPC114637
Remote Similarity	0.6541	NPC478183
Remote Similarity	0.6534	NPC204141
Remote Similarity	0.6532	NPC2823
Remote Similarity	0.6532	NPC471164
Remote Similarity	0.6526	NPC265710
Remote Similarity	0.6522	NPC317105
Remote Similarity	0.6515	NPC220151
Remote Similarity	0.6515	NPC19692
Remote Similarity	0.6509	NPC323969
Remote Similarity	0.6503	NPC229173
Remote Similarity	0.65	NPC325903
Remote Similarity	0.65	NPC295021
Remote Similarity	0.65	NPC281094
Remote Similarity	0.6497	NPC472113
Remote Similarity	0.6494	NPC2949
Remote Similarity	0.6492	NPC469896
Remote Similarity	0.6486	NPC115232
Remote Similarity	0.648	NPC329858
Remote Similarity	0.648	NPC33421
Remote Similarity	0.6478	NPC317031
Remote Similarity	0.6474	NPC240088
Remote Similarity	0.6474	NPC15573
Remote Similarity	0.6474	NPC183662
Remote Similarity	0.6474	NPC217372
Remote Similarity	0.6474	NPC237188
Remote Similarity	0.6474	NPC473380
Remote Similarity	0.6467	NPC478185
Remote Similarity	0.6465	NPC269886
Remote Similarity	0.6465	NPC472210
Remote Similarity	0.6465	NPC472295
Remote Similarity	0.6465	NPC247735
Remote Similarity	0.6465	NPC81802
Remote Similarity	0.6464	NPC476219
Remote Similarity	0.6461	NPC21605
Remote Similarity	0.6453	NPC218268
Remote Similarity	0.645	NPC134657
Remote Similarity	0.6449	NPC220851
Remote Similarity	0.644	NPC219336
Remote Similarity	0.6433	NPC300299
Remote Similarity	0.6432	NPC272174
Remote Similarity	0.6432	NPC294693
Remote Similarity	0.6429	NPC175474
Remote Similarity	0.6429	NPC477979
Remote Similarity	0.6429	NPC84317
Remote Similarity	0.6429	NPC103119
Remote Similarity	0.6418	NPC34837
Remote Similarity	0.6414	NPC47190
Remote Similarity	0.6414	NPC471386
Remote Similarity	0.6409	NPC200214
Remote Similarity	0.6408	NPC270918
Remote Similarity	0.64	NPC245916
Remote Similarity	0.6396	NPC314333
Remote Similarity	0.6393	NPC299594
Remote Similarity	0.6392	NPC470003
Remote Similarity	0.6387	NPC157583
Remote Similarity	0.6387	NPC234987
Remote Similarity	0.6386	NPC237414
Remote Similarity	0.6386	NPC192674
Remote Similarity	0.6383	NPC32534
Remote Similarity	0.6378	NPC214106
Remote Similarity	0.6377	NPC116555
Remote Similarity	0.6374	NPC476297
Remote Similarity	0.6373	NPC470677
Remote Similarity	0.6369	NPC469811
Remote Similarity	0.6364	NPC277157
Remote Similarity	0.6364	NPC470509
Remote Similarity	0.6359	NPC56765
Remote Similarity	0.6358	NPC122553
Remote Similarity	0.6349	NPC6982
Remote Similarity	0.6345	NPC213629
Remote Similarity	0.6344	NPC189116
Remote Similarity	0.6333	NPC321911
Remote Similarity	0.6332	NPC472292
Remote Similarity	0.633	NPC257851
Remote Similarity	0.633	NPC317430
Remote Similarity	0.633	NPC157931
Remote Similarity	0.6329	NPC54420
Remote Similarity	0.6327	NPC311858
Remote Similarity	0.6326	NPC474896
Remote Similarity	0.6324	NPC300183
Remote Similarity	0.6322	NPC125746
Remote Similarity	0.6321	NPC470732
Remote Similarity	0.6321	NPC470731
Remote Similarity	0.6318	NPC128244
Remote Similarity	0.6318	NPC472293
Remote Similarity	0.6316	NPC475450
Remote Similarity	0.6313	NPC63545
Remote Similarity	0.631	NPC71132
Remote Similarity	0.631	NPC250361
Remote Similarity	0.6308	NPC472294
Remote Similarity	0.6303	NPC268534
Remote Similarity	0.6301	NPC471762
Remote Similarity	0.6301	NPC66777
Remote Similarity	0.6296	NPC474897
Remote Similarity	0.6296	NPC31097
Remote Similarity	0.6296	NPC91895
Remote Similarity	0.6291	NPC267811
Remote Similarity	0.629	NPC470203
Remote Similarity	0.6289	NPC113626
Remote Similarity	0.6287	NPC227582
Remote Similarity	0.6286	NPC207554
Remote Similarity	0.6279	NPC473930
Remote Similarity	0.6278	NPC201380

Drug Structure

NPD3868 OpenBabel08211704332D 27 30 0 0 0 0 0 0 0 0999 V2000 2.0962 -2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7653 -1.8171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1180 -2.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4563 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -4.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0327 -3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -4.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -4.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0327 -2.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 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 -5.3007 -3.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -5.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.8988 -2.4945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3849 1.1215 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 17 2 0 0 0 0 4 18 2 0 0 0 0 5 8 1 0 0 0 0 5 15 2 0 0 0 0 6 9 2 0 0 0 0 6 15 1 0 0 0 0 7 10 2 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 19 1 0 0 0 0 11 13 1 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 12 21 1 0 0 0 0 13 24 1 0 0 0 0 14 24 1 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 22 1 0 0 0 0 19 23 2 0 0 0 0 20 24 1 0 0 0 0 20 25 2 0 0 0 0 21 26 1 0 0 0 0 22 23 1 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013009
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11427553
ChEBI
CAS Number

Drug Properties

Molecular Weight	332.16
ALogP	-0.9614
MLogP	3.11
XLogP	4.739
HDA	5
HBD	2
Rotatable Bonds	4
TPSA	61.02
RO5 Violation	0