NPASS drugs

Drug Information

Drug ID:	NPD1271
Drug Name:
Molecular Formula:	C14H14N2O4
Canonical SMILES:	CC(=O)CCC1C(=NC(=O)N(C1=O)c1ccccc1)O
Standard InCHI:	InChI=1S/C14H14N2O4/c1-9(17)7-8-11-12(18)15-14(20)16(13(11)19)10-5-3-2-4-6-10/h2-6,11H,7-8H2,1H3,(H,15,18,20)
Standard InCHIKey:	WTMIEMJOWOUDNF-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1271

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	135
0.1-0.2	1375
0.2-0.3	8645
0.3-0.4	14593
0.4-0.5	4576
0.5-0.6	1435
0.6-0.7	131
0.7-0.8	0
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
Remote Similarity	0.6923	NPC314431
Remote Similarity	0.6879	NPC474926
Remote Similarity	0.675	NPC68650
Remote Similarity	0.6712	NPC476685
Remote Similarity	0.6712	NPC476687
Remote Similarity	0.6712	NPC476689
Remote Similarity	0.6641	NPC75496
Remote Similarity	0.6621	NPC150863
Remote Similarity	0.6607	NPC474081
Remote Similarity	0.6605	NPC476231
Remote Similarity	0.6587	NPC475594
Remote Similarity	0.6581	NPC478039
Remote Similarity	0.6548	NPC475607
Remote Similarity	0.6531	NPC316746
Remote Similarity	0.6524	NPC471124
Remote Similarity	0.6513	NPC207554
Remote Similarity	0.649	NPC287358
Remote Similarity	0.6481	NPC471122
Remote Similarity	0.6471	NPC475761
Remote Similarity	0.6467	NPC300299
Remote Similarity	0.6463	NPC472245
Remote Similarity	0.6463	NPC280807
Remote Similarity	0.6452	NPC314186
Remote Similarity	0.6438	NPC471132
Remote Similarity	0.6424	NPC471130
Remote Similarity	0.6424	NPC471123
Remote Similarity	0.642	NPC104345
Remote Similarity	0.6405	NPC204156
Remote Similarity	0.6405	NPC315051
Remote Similarity	0.6405	NPC472243
Remote Similarity	0.6402	NPC88970
Remote Similarity	0.64	NPC184437
Remote Similarity	0.638	NPC154478
Remote Similarity	0.6378	NPC476483
Remote Similarity	0.6375	NPC117032
Remote Similarity	0.6374	NPC474041
Remote Similarity	0.637	NPC250476
Remote Similarity	0.6369	NPC324445
Remote Similarity	0.6369	NPC355
Remote Similarity	0.6364	NPC470301
Remote Similarity	0.6364	NPC15839
Remote Similarity	0.634	NPC469560
Remote Similarity	0.634	NPC83214
Remote Similarity	0.6338	NPC177684
Remote Similarity	0.6338	NPC291962
Remote Similarity	0.6331	NPC205652
Remote Similarity	0.6331	NPC33742
Remote Similarity	0.6329	NPC254798
Remote Similarity	0.6319	NPC39818
Remote Similarity	0.6316	NPC14849
Remote Similarity	0.6309	NPC231382
Remote Similarity	0.6294	NPC112373
Remote Similarity	0.6294	NPC248862
Remote Similarity	0.6294	NPC161956
Remote Similarity	0.6294	NPC258531
Remote Similarity	0.6289	NPC242000
Remote Similarity	0.6286	NPC307396
Remote Similarity	0.6282	NPC308197
Remote Similarity	0.6275	NPC122553
Remote Similarity	0.6267	NPC207428
Remote Similarity	0.6259	NPC314141
Remote Similarity	0.6258	NPC84317
Remote Similarity	0.625	NPC257490
Remote Similarity	0.6242	NPC143457
Remote Similarity	0.6242	NPC27904
Remote Similarity	0.6241	NPC471317
Remote Similarity	0.6233	NPC317758
Remote Similarity	0.6224	NPC226143
Remote Similarity	0.6218	NPC472241
Remote Similarity	0.6215	NPC473815
Remote Similarity	0.6203	NPC472242
Remote Similarity	0.6199	NPC328611
Remote Similarity	0.6199	NPC470548
Remote Similarity	0.6198	NPC307456
Remote Similarity	0.619	NPC470343
Remote Similarity	0.619	NPC472244
Remote Similarity	0.6185	NPC147298
Remote Similarity	0.6185	NPC131450
Remote Similarity	0.6185	NPC182057
Remote Similarity	0.6181	NPC279385
Remote Similarity	0.6181	NPC179605
Remote Similarity	0.6178	NPC478040
Remote Similarity	0.6164	NPC328683
Remote Similarity	0.6164	NPC283130
Remote Similarity	0.6159	NPC53044
Remote Similarity	0.6154	NPC316202
Remote Similarity	0.6145	NPC315368
Remote Similarity	0.6142	NPC78154
Remote Similarity	0.6138	NPC103292
Remote Similarity	0.6136	NPC285923
Remote Similarity	0.6136	NPC245741
Remote Similarity	0.6133	NPC226662
Remote Similarity	0.6119	NPC202613
Remote Similarity	0.6108	NPC472117
Remote Similarity	0.6093	NPC314098
Remote Similarity	0.609	NPC47986
Remote Similarity	0.609	NPC326792
Remote Similarity	0.6087	NPC300596
Remote Similarity	0.6087	NPC237649
Remote Similarity	0.6084	NPC470545
Remote Similarity	0.6081	NPC205946
Remote Similarity	0.6076	NPC314287
Remote Similarity	0.6074	NPC275467
Remote Similarity	0.6067	NPC282092
Remote Similarity	0.6067	NPC150308
Remote Similarity	0.6051	NPC471164
Remote Similarity	0.6051	NPC471574
Remote Similarity	0.6051	NPC2823
Remote Similarity	0.6042	NPC470546
Remote Similarity	0.6037	NPC295021
Remote Similarity	0.6033	NPC472541
Remote Similarity	0.6033	NPC472542
Remote Similarity	0.6028	NPC57051
Remote Similarity	0.6028	NPC296163
Remote Similarity	0.6028	NPC35850
Remote Similarity	0.6028	NPC276949
Remote Similarity	0.6026	NPC187231
Remote Similarity	0.6024	NPC113946
Remote Similarity	0.6022	NPC276430
Remote Similarity	0.6014	NPC315276
Remote Similarity	0.6014	NPC470544
Remote Similarity	0.6014	NPC285926
Remote Similarity	0.6014	NPC14672
Remote Similarity	0.6012	NPC13367
Remote Similarity	0.6012	NPC253667
Remote Similarity	0.6012	NPC289776
Remote Similarity	0.6012	NPC66936
Remote Similarity	0.6012	NPC191863
Remote Similarity	0.6012	NPC35510
Remote Similarity	0.6012	NPC133470
Remote Similarity	0.6	NPC178681
Remote Similarity	0.5987	NPC242933
Remote Similarity	0.5986	NPC470550
Remote Similarity	0.5985	NPC473498
Remote Similarity	0.5985	NPC474973
Remote Similarity	0.5985	NPC474804
Remote Similarity	0.5985	NPC130898
Remote Similarity	0.5978	NPC472540
Remote Similarity	0.5978	NPC472539
Remote Similarity	0.5978	NPC470787
Remote Similarity	0.5976	NPC189116
Remote Similarity	0.5973	NPC474479
Remote Similarity	0.5972	NPC192209
Remote Similarity	0.5966	NPC475685
Remote Similarity	0.5966	NPC15840
Remote Similarity	0.5964	NPC29285
Remote Similarity	0.5959	NPC27833
Remote Similarity	0.5952	NPC309531
Remote Similarity	0.5952	NPC472102
Remote Similarity	0.5951	NPC473329
Remote Similarity	0.5951	NPC144691
Remote Similarity	0.5946	NPC254698
Remote Similarity	0.5946	NPC175726
Remote Similarity	0.5946	NPC474082
Remote Similarity	0.5944	NPC288232
Remote Similarity	0.5942	NPC20322
Remote Similarity	0.5938	NPC136002
Remote Similarity	0.5926	NPC295548
Remote Similarity	0.5924	NPC315224
Remote Similarity	0.5921	NPC194562
Remote Similarity	0.5917	NPC472121
Remote Similarity	0.5917	NPC472120
Remote Similarity	0.5917	NPC472101
Remote Similarity	0.5916	NPC472538
Remote Similarity	0.5915	NPC154602
Remote Similarity	0.5912	NPC238499
Remote Similarity	0.5912	NPC143516
Remote Similarity	0.5906	NPC192533
Remote Similarity	0.5906	NPC214960
Remote Similarity	0.5906	NPC279527
Remote Similarity	0.5903	NPC239357
Remote Similarity	0.5899	NPC164802
Remote Similarity	0.5894	NPC476950
Remote Similarity	0.5894	NPC319766
Remote Similarity	0.5889	NPC478077
Remote Similarity	0.5879	NPC285381
Remote Similarity	0.5876	NPC91179
Remote Similarity	0.5876	NPC39822
Remote Similarity	0.5875	NPC277157
Remote Similarity	0.5871	NPC253476
Remote Similarity	0.5868	NPC94167
Remote Similarity	0.5868	NPC172937
Remote Similarity	0.5867	NPC325013
Remote Similarity	0.5866	NPC228835
Remote Similarity	0.5866	NPC470003
Remote Similarity	0.5864	NPC225400
Remote Similarity	0.5862	NPC285622
Remote Similarity	0.5862	NPC96901
Remote Similarity	0.586	NPC471199
Remote Similarity	0.5856	NPC472323
Remote Similarity	0.5855	NPC278451
Remote Similarity	0.5855	NPC469666
Remote Similarity	0.5855	NPC473322
Remote Similarity	0.585	NPC200964
Remote Similarity	0.5848	NPC52059
Remote Similarity	0.5848	NPC470069
Remote Similarity	0.5848	NPC472106
Remote Similarity	0.5847	NPC92803
Remote Similarity	0.5843	NPC281094
Remote Similarity	0.5838	NPC469915

Drug Structure

NPD1271 OpenBabel08211700192D 21 22 0 0 1 0 0 0 0 0999 V2000 5.1962 0.0000 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 -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 3.4641 0.0000 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 4.3301 -0.5000 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 3 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 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 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 4.3301 -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 0.8660 -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 2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 10 2 0 0 0 0 6 10 1 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 8 11 1 0 0 0 0 9 17 2 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 13 1 0 0 0 0 12 15 2 0 0 0 0 12 18 1 0 0 0 0 13 16 1 0 0 0 0 13 19 2 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 14 20 2 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007914
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	210096
ChEBI
CAS Number

Drug Properties

Molecular Weight	274.10
ALogP	-1.0759
MLogP	2.34
XLogP	1.345
HDA	6
HBD	1
Rotatable Bonds	6
TPSA	87.04
RO5 Violation	0