NPASS drugs

Drug Information

Drug ID:	NPD3278
Drug Name:
Molecular Formula:	C19H17ClN2O3
Canonical SMILES:	CCN(C(=O)c1c([O-])c2c(Cl)cccc2n(c1=O)C)c1ccccc1
Standard InCHI:	InChI=1S/C19H17ClN2O3/c1-3-22(12-8-5-4-6-9-12)19(25)16-17(23)15-13(20)10-7-11-14(15)21(2)18(16)24/h4-11,23H,3H2,1-2H3/p-1
Standard InCHIKey:	GKWPCEFFIHSJOE-UHFFFAOYSA-M
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3278

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	201
0.1-0.2	2058
0.2-0.3	9464
0.3-0.4	8676
0.4-0.5	8414
0.5-0.6	1873
0.6-0.7	199
0.7-0.8	5
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	0.7917	NPC231382
Intermediate Similarity	0.7887	NPC250476
Intermediate Similarity	0.7582	NPC308197
Intermediate Similarity	0.7342	NPC242000
Intermediate Similarity	0.7059	NPC184437
Remote Similarity	0.6968	NPC325599
Remote Similarity	0.6923	NPC471130
Remote Similarity	0.6919	NPC307640
Remote Similarity	0.6905	NPC88970
Remote Similarity	0.6871	NPC144691
Remote Similarity	0.6845	NPC320064
Remote Similarity	0.6824	NPC257490
Remote Similarity	0.6748	NPC254798
Remote Similarity	0.6747	NPC471132
Remote Similarity	0.673	NPC130251
Remote Similarity	0.673	NPC315051
Remote Similarity	0.6689	NPC291962
Remote Similarity	0.6689	NPC177684
Remote Similarity	0.6687	NPC301760
Remote Similarity	0.6686	NPC301163
Remote Similarity	0.6686	NPC470548
Remote Similarity	0.6648	NPC475607
Remote Similarity	0.6647	NPC27904
Remote Similarity	0.6647	NPC93653
Remote Similarity	0.6644	NPC161956
Remote Similarity	0.6644	NPC112373
Remote Similarity	0.6644	NPC258531
Remote Similarity	0.6627	NPC243756
Remote Similarity	0.6627	NPC154602
Remote Similarity	0.6622	NPC228515
Remote Similarity	0.661	NPC474081
Remote Similarity	0.6608	NPC476231
Remote Similarity	0.6603	NPC476685
Remote Similarity	0.6603	NPC476687
Remote Similarity	0.6603	NPC476689
Remote Similarity	0.6591	NPC475594
Remote Similarity	0.6588	NPC471122
Remote Similarity	0.6587	NPC285381
Remote Similarity	0.6587	NPC122106
Remote Similarity	0.6584	NPC22082
Remote Similarity	0.6584	NPC186284
Remote Similarity	0.6582	NPC300299
Remote Similarity	0.6556	NPC471785
Remote Similarity	0.6547	NPC291610
Remote Similarity	0.6532	NPC471124
Remote Similarity	0.6532	NPC299582
Remote Similarity	0.6522	NPC204156
Remote Similarity	0.6519	NPC313352
Remote Similarity	0.6519	NPC253476
Remote Similarity	0.6512	NPC472117
Remote Similarity	0.6512	NPC191863
Remote Similarity	0.6512	NPC289776
Remote Similarity	0.6512	NPC133470
Remote Similarity	0.65	NPC316906
Remote Similarity	0.648	NPC474041
Remote Similarity	0.648	NPC475761
Remote Similarity	0.6478	NPC173295
Remote Similarity	0.6474	NPC189116
Remote Similarity	0.646	NPC83214
Remote Similarity	0.6436	NPC472539
Remote Similarity	0.6436	NPC472540
Remote Similarity	0.6436	NPC470787
Remote Similarity	0.6424	NPC316582
Remote Similarity	0.6402	NPC469537
Remote Similarity	0.6402	NPC472542
Remote Similarity	0.6402	NPC472541
Remote Similarity	0.64	NPC279527
Remote Similarity	0.64	NPC214960
Remote Similarity	0.6398	NPC92803
Remote Similarity	0.6391	NPC117032
Remote Similarity	0.6383	NPC198401
Remote Similarity	0.638	NPC471164
Remote Similarity	0.638	NPC43477
Remote Similarity	0.6379	NPC204867
Remote Similarity	0.6378	NPC18890
Remote Similarity	0.6369	NPC226662
Remote Similarity	0.6364	NPC33507
Remote Similarity	0.6358	NPC469560
Remote Similarity	0.6358	NPC226143
Remote Similarity	0.6344	NPC471195
Remote Similarity	0.6344	NPC471196
Remote Similarity	0.634	NPC39818
Remote Similarity	0.6337	NPC113946
Remote Similarity	0.6329	NPC314098
Remote Similarity	0.6322	NPC199737
Remote Similarity	0.6322	NPC293458
Remote Similarity	0.6319	NPC207554
Remote Similarity	0.6316	NPC279385
Remote Similarity	0.6316	NPC179605
Remote Similarity	0.6312	NPC162417
Remote Similarity	0.6312	NPC316104
Remote Similarity	0.6304	NPC322621
Remote Similarity	0.6292	NPC471648
Remote Similarity	0.6292	NPC318183
Remote Similarity	0.6289	NPC53044
Remote Similarity	0.6286	NPC313757
Remote Similarity	0.6279	NPC29285
Remote Similarity	0.6279	NPC469536
Remote Similarity	0.6278	NPC471743
Remote Similarity	0.6275	NPC103292
Remote Similarity	0.6264	NPC85613
Remote Similarity	0.625	NPC212799
Remote Similarity	0.6243	NPC477887
Remote Similarity	0.6243	NPC471825
Remote Similarity	0.6243	NPC123241
Remote Similarity	0.6242	NPC476950
Remote Similarity	0.6237	NPC473815
Remote Similarity	0.6229	NPC472120
Remote Similarity	0.6229	NPC472101
Remote Similarity	0.6225	NPC313449
Remote Similarity	0.622	NPC472243
Remote Similarity	0.6215	NPC182131
Remote Similarity	0.6205	NPC295548
Remote Similarity	0.6203	NPC122235
Remote Similarity	0.6196	NPC470317
Remote Similarity	0.6188	NPC207428
Remote Similarity	0.6183	NPC150308
Remote Similarity	0.6182	NPC2823
Remote Similarity	0.6182	NPC471574
Remote Similarity	0.6175	NPC475685
Remote Similarity	0.6174	NPC187036
Remote Similarity	0.6174	NPC296163
Remote Similarity	0.6171	NPC309531
Remote Similarity	0.6171	NPC472102
Remote Similarity	0.617	NPC75496
Remote Similarity	0.6169	NPC471663
Remote Similarity	0.6167	NPC473743
Remote Similarity	0.6167	NPC96901
Remote Similarity	0.6158	NPC472106
Remote Similarity	0.6154	NPC14325
Remote Similarity	0.6154	NPC28848
Remote Similarity	0.6145	NPC238499
Remote Similarity	0.6142	NPC225400
Remote Similarity	0.6138	NPC1820
Remote Similarity	0.6124	NPC472114
Remote Similarity	0.6124	NPC472115
Remote Similarity	0.6121	NPC242933
Remote Similarity	0.612	NPC321211
Remote Similarity	0.6118	NPC300596
Remote Similarity	0.6118	NPC237649
Remote Similarity	0.6118	NPC192209
Remote Similarity	0.6115	NPC325013
Remote Similarity	0.6114	NPC154478
Remote Similarity	0.6114	NPC100863
Remote Similarity	0.6111	NPC470786
Remote Similarity	0.6111	NPC472538
Remote Similarity	0.6111	NPC471604
Remote Similarity	0.6111	NPC355
Remote Similarity	0.6111	NPC474473
Remote Similarity	0.6111	NPC112336
Remote Similarity	0.6111	NPC471155
Remote Similarity	0.6111	NPC266425
Remote Similarity	0.6111	NPC474814
Remote Similarity	0.6099	NPC129624
Remote Similarity	0.6096	NPC262725
Remote Similarity	0.6093	NPC288232
Remote Similarity	0.6092	NPC84317
Remote Similarity	0.6089	NPC475248
Remote Similarity	0.6089	NPC63047
Remote Similarity	0.6087	NPC5167
Remote Similarity	0.6085	NPC473569
Remote Similarity	0.6082	NPC473329
Remote Similarity	0.608	NPC225319
Remote Similarity	0.608	NPC285192
Remote Similarity	0.608	NPC270241
Remote Similarity	0.608	NPC201424
Remote Similarity	0.6077	NPC251212
Remote Similarity	0.6077	NPC214626
Remote Similarity	0.6077	NPC139085
Remote Similarity	0.6075	NPC470003
Remote Similarity	0.6071	NPC136002
Remote Similarity	0.6066	NPC186669
Remote Similarity	0.6057	NPC61013
Remote Similarity	0.6056	NPC469915
Remote Similarity	0.6054	NPC116096
Remote Similarity	0.6053	NPC22476
Remote Similarity	0.6053	NPC203628
Remote Similarity	0.6051	NPC226794
Remote Similarity	0.6048	NPC472241
Remote Similarity	0.6045	NPC176983
Remote Similarity	0.6037	NPC471123
Remote Similarity	0.6026	NPC268534
Remote Similarity	0.6023	NPC36495
Remote Similarity	0.6023	NPC193410
Remote Similarity	0.6022	NPC314659
Remote Similarity	0.6013	NPC472244
Remote Similarity	0.6013	NPC470343
Remote Similarity	0.6011	NPC311858
Remote Similarity	0.6	NPC77992
Remote Similarity	0.6	NPC224970
Remote Similarity	0.6	NPC298320
Remote Similarity	0.6	NPC223595
Remote Similarity	0.6	NPC167724
Remote Similarity	0.6	NPC313293
Remote Similarity	0.6	NPC122553
Remote Similarity	0.6	NPC5630
Remote Similarity	0.6	NPC324445
Remote Similarity	0.6	NPC209389
Remote Similarity	0.6	NPC70092
Remote Similarity	0.6	NPC259098

Drug Structure

NPD3278 OpenBabel08211703112D 25 27 0 0 0 0 0 0 0 0999 V2000 4.3301 -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 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 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 5.1962 -0.0000 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 -0.0000 -3.0000 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 4.3301 0.5000 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 -0.0000 -1.0000 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 -0.0000 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 0.8660 0.5000 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 1.7321 -3.0000 0.0000 Cl 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 3.4641 -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 5 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 2.5981 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 21 1 0 0 0 0 3 22 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 12 1 0 0 0 0 10 13 1 0 0 0 0 11 14 2 0 0 0 0 12 22 1 0 0 0 0 13 15 2 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 21 1 0 0 0 0 15 17 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 17 23 1 0 0 0 0 18 21 1 0 0 0 0 18 24 2 0 0 0 0 19 22 1 0 0 0 0 19 25 2 0 0 0 0 M CHG 1 23 -1 M END $$$$

External Identifiers

TTD	DCL000860
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	23697158
ChEBI
CAS Number

Drug Properties

Molecular Weight	355.08
ALogP	-1.039
MLogP	2.89
XLogP	4.648
HDA	5
HBD	0
Rotatable Bonds	8
TPSA	63.68
RO5 Violation	0