NPASS drugs

Drug Information

Drug ID:	NPD3239
Drug Name:
Molecular Formula:	C19H14N2O2
Canonical SMILES:	Cn1c(cc2c(c1=O)c(no2)c1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C19H14N2O2/c1-21-15(13-8-4-2-5-9-13)12-16-17(19(21)22)18(20-23-16)14-10-6-3-7-11-14/h2-12H,1H3
Standard InCHIKey:	LCNDUGHNYMJGIW-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3239

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	311
0.1-0.2	2092
0.2-0.3	8817
0.3-0.4	5029
0.4-0.5	11208
0.5-0.6	2992
0.6-0.7	437
0.7-0.8	4
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	0.7283	NPC264400
Intermediate Similarity	0.7053	NPC150308
Intermediate Similarity	0.7027	NPC475594
Intermediate Similarity	0.702	NPC471944
Remote Similarity	0.6989	NPC475607
Remote Similarity	0.6952	NPC220851
Remote Similarity	0.6952	NPC474081
Remote Similarity	0.6948	NPC471762
Remote Similarity	0.6915	NPC474041
Remote Similarity	0.6869	NPC66777
Remote Similarity	0.6836	NPC144691
Remote Similarity	0.6831	NPC204867
Remote Similarity	0.6827	NPC322064
Remote Similarity	0.6825	NPC475761
Remote Similarity	0.6822	NPC157931
Remote Similarity	0.6774	NPC471943
Remote Similarity	0.6744	NPC257851
Remote Similarity	0.6736	NPC282103
Remote Similarity	0.6733	NPC295898
Remote Similarity	0.6731	NPC207866
Remote Similarity	0.6703	NPC471130
Remote Similarity	0.6698	NPC323969
Remote Similarity	0.6685	NPC476231
Remote Similarity	0.6685	NPC88970
Remote Similarity	0.6667	NPC470548
Remote Similarity	0.6633	NPC221873
Remote Similarity	0.663	NPC93653
Remote Similarity	0.6617	NPC474916
Remote Similarity	0.6613	NPC299582
Remote Similarity	0.6602	NPC243850
Remote Similarity	0.6598	NPC21429
Remote Similarity	0.6597	NPC14325
Remote Similarity	0.6597	NPC28848
Remote Similarity	0.6587	NPC85273
Remote Similarity	0.6582	NPC473815
Remote Similarity	0.6579	NPC469529
Remote Similarity	0.6571	NPC471574
Remote Similarity	0.6571	NPC74562
Remote Similarity	0.6571	NPC151781
Remote Similarity	0.6571	NPC316181
Remote Similarity	0.6566	NPC92803
Remote Similarity	0.6564	NPC133003
Remote Similarity	0.6555	NPC146418
Remote Similarity	0.655	NPC198401
Remote Similarity	0.6548	NPC18890
Remote Similarity	0.6541	NPC27904
Remote Similarity	0.6538	NPC61038
Remote Similarity	0.6532	NPC477549
Remote Similarity	0.6528	NPC271792
Remote Similarity	0.6515	NPC45389
Remote Similarity	0.6514	NPC207554
Remote Similarity	0.6513	NPC470003
Remote Similarity	0.6509	NPC274982
Remote Similarity	0.6508	NPC65080
Remote Similarity	0.6507	NPC269367
Remote Similarity	0.6507	NPC303951
Remote Similarity	0.6505	NPC472259
Remote Similarity	0.6502	NPC81535
Remote Similarity	0.6495	NPC269270
Remote Similarity	0.6485	NPC78767
Remote Similarity	0.6485	NPC473814
Remote Similarity	0.6484	NPC194740
Remote Similarity	0.6479	NPC27041
Remote Similarity	0.6476	NPC23294
Remote Similarity	0.6473	NPC175602
Remote Similarity	0.6468	NPC93390
Remote Similarity	0.6465	NPC128115
Remote Similarity	0.6465	NPC14686
Remote Similarity	0.6462	NPC243058
Remote Similarity	0.6461	NPC136002
Remote Similarity	0.6458	NPC471743
Remote Similarity	0.6456	NPC134848
Remote Similarity	0.645	NPC56170
Remote Similarity	0.6448	NPC281094
Remote Similarity	0.6447	NPC141612
Remote Similarity	0.6447	NPC311858
Remote Similarity	0.6447	NPC17273
Remote Similarity	0.6447	NPC135601
Remote Similarity	0.6443	NPC85613
Remote Similarity	0.6443	NPC298320
Remote Similarity	0.6442	NPC270918
Remote Similarity	0.6441	NPC238499
Remote Similarity	0.6432	NPC471196
Remote Similarity	0.6432	NPC324091
Remote Similarity	0.6432	NPC471195
Remote Similarity	0.6429	NPC203635
Remote Similarity	0.6417	NPC191863
Remote Similarity	0.6417	NPC133470
Remote Similarity	0.6417	NPC289776
Remote Similarity	0.6414	NPC206186
Remote Similarity	0.6411	NPC86834
Remote Similarity	0.6411	NPC210828
Remote Similarity	0.6409	NPC300596
Remote Similarity	0.6409	NPC242000
Remote Similarity	0.6409	NPC237649
Remote Similarity	0.6404	NPC308197
Remote Similarity	0.6404	NPC470021
Remote Similarity	0.6404	NPC277157
Remote Similarity	0.6402	NPC114637
Remote Similarity	0.64	NPC1820
Remote Similarity	0.6395	NPC207428
Remote Similarity	0.6394	NPC471191
Remote Similarity	0.6387	NPC471648
Remote Similarity	0.6386	NPC257490
Remote Similarity	0.6386	NPC276517
Remote Similarity	0.6385	NPC16066
Remote Similarity	0.6383	NPC189116
Remote Similarity	0.6379	NPC300299
Remote Similarity	0.6377	NPC53144
Remote Similarity	0.6377	NPC200836
Remote Similarity	0.6377	NPC41216
Remote Similarity	0.6368	NPC310211
Remote Similarity	0.6368	NPC308137
Remote Similarity	0.6368	NPC110182
Remote Similarity	0.6368	NPC141053
Remote Similarity	0.6368	NPC471651
Remote Similarity	0.6364	NPC90415
Remote Similarity	0.6359	NPC73994
Remote Similarity	0.6359	NPC295021
Remote Similarity	0.6359	NPC198503
Remote Similarity	0.6359	NPC88110
Remote Similarity	0.6359	NPC475685
Remote Similarity	0.6344	NPC477887
Remote Similarity	0.6344	NPC26850
Remote Similarity	0.634	NPC219848
Remote Similarity	0.6337	NPC198673
Remote Similarity	0.6337	NPC473821
Remote Similarity	0.6333	NPC287208
Remote Similarity	0.633	NPC177404
Remote Similarity	0.633	NPC242116
Remote Similarity	0.633	NPC199737
Remote Similarity	0.6326	NPC169402
Remote Similarity	0.6325	NPC303374
Remote Similarity	0.6324	NPC74153
Remote Similarity	0.6324	NPC90229
Remote Similarity	0.6323	NPC196718
Remote Similarity	0.6321	NPC303225
Remote Similarity	0.6318	NPC129909
Remote Similarity	0.6318	NPC138370
Remote Similarity	0.6313	NPC276657
Remote Similarity	0.6308	NPC116238
Remote Similarity	0.6308	NPC237740
Remote Similarity	0.6308	NPC256268
Remote Similarity	0.6304	NPC117032
Remote Similarity	0.6303	NPC174672
Remote Similarity	0.6303	NPC174758
Remote Similarity	0.6301	NPC122436
Remote Similarity	0.6301	NPC314633
Remote Similarity	0.63	NPC473666
Remote Similarity	0.6296	NPC303658
Remote Similarity	0.6293	NPC168911
Remote Similarity	0.6293	NPC306376
Remote Similarity	0.6293	NPC102008
Remote Similarity	0.6291	NPC153980
Remote Similarity	0.6291	NPC264176
Remote Similarity	0.6291	NPC6865
Remote Similarity	0.629	NPC478078
Remote Similarity	0.6287	NPC472292
Remote Similarity	0.6286	NPC4687
Remote Similarity	0.6286	NPC249583
Remote Similarity	0.6286	NPC16249
Remote Similarity	0.6283	NPC184225
Remote Similarity	0.6283	NPC470022
Remote Similarity	0.6279	NPC3207
Remote Similarity	0.6279	NPC330009
Remote Similarity	0.6279	NPC62995
Remote Similarity	0.6276	NPC5167
Remote Similarity	0.6276	NPC39822
Remote Similarity	0.6275	NPC472293
Remote Similarity	0.6275	NPC472539
Remote Similarity	0.6275	NPC472540
Remote Similarity	0.6275	NPC470787
Remote Similarity	0.6274	NPC471304
Remote Similarity	0.6273	NPC473449
Remote Similarity	0.6267	NPC298436
Remote Similarity	0.6264	NPC254798
Remote Similarity	0.6263	NPC46895
Remote Similarity	0.6263	NPC477003
Remote Similarity	0.6256	NPC478141
Remote Similarity	0.6256	NPC39679
Remote Similarity	0.625	NPC211813
Remote Similarity	0.625	NPC278434
Remote Similarity	0.625	NPC305984
Remote Similarity	0.625	NPC102593
Remote Similarity	0.625	NPC477516
Remote Similarity	0.6244	NPC472541
Remote Similarity	0.6244	NPC72956
Remote Similarity	0.6244	NPC472542
Remote Similarity	0.6244	NPC270301
Remote Similarity	0.6243	NPC316746
Remote Similarity	0.6243	NPC231382
Remote Similarity	0.6239	NPC473187
Remote Similarity	0.6239	NPC150239
Remote Similarity	0.6238	NPC476460
Remote Similarity	0.6236	NPC315051
Remote Similarity	0.6231	NPC295158
Remote Similarity	0.6229	NPC184437
Remote Similarity	0.6229	NPC266425
Remote Similarity	0.6225	NPC202812
Remote Similarity	0.6224	NPC67659

Drug Structure

NPD3239 OpenBabel08211703112D 23 26 0 0 0 0 0 0 0 0999 V2000 0.2079 -3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 -3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3357 -1.4328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 -4.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0267 -0.4817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6666 -2.1759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 -3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0485 -0.2738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6884 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -2.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5241 -2.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 13 2 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 11 14 1 0 0 0 0 12 15 2 0 0 0 0 12 16 1 0 0 0 0 13 15 1 0 0 0 0 14 18 1 0 0 0 0 15 21 1 0 0 0 0 16 17 2 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 2 0 0 0 0 19 21 1 0 0 0 0 19 22 2 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009740
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	4250909
ChEBI
CAS Number

Drug Properties

Molecular Weight	302.11
ALogP	-0.6656
MLogP	3.11
XLogP	6.177
HDA	2
HBD	0
Rotatable Bonds	3
TPSA	46.34
RO5 Violation	1