NPASS drugs

Drug Information

Drug ID:	NPD2919
Drug Name:
Molecular Formula:	C18H20N2O3
Canonical SMILES:	ONC(=O)c1ccc(cc1)NC(=O)[C@H](c1ccccc1)C(C)C
Standard InCHI:	InChI=1S/C18H20N2O3/c1-12(2)16(13-6-4-3-5-7-13)18(22)19-15-10-8-14(9-11-15)17(21)20-23/h3-12,16,23H,1-2H3,(H,19,22)(H,20,21)/t16-/m0/s1
Standard InCHIKey:	LAMIXXKAWNLXOC-INIZCTEOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2919

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	153
0.1-0.2	1527
0.2-0.3	6937
0.3-0.4	12017
0.4-0.5	7953
0.5-0.6	1946
0.6-0.7	315
0.7-0.8	37
0.8-0.85	5
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	0.8413	NPC226143
Intermediate Similarity	0.8092	NPC192533
Intermediate Similarity	0.806	NPC314431
Intermediate Similarity	0.806	NPC280807
Intermediate Similarity	0.806	NPC472245
Intermediate Similarity	0.7939	NPC39818
Intermediate Similarity	0.7923	NPC279385
Intermediate Similarity	0.7923	NPC179605
Intermediate Similarity	0.7895	NPC472244
Intermediate Similarity	0.7895	NPC470343
Intermediate Similarity	0.7863	NPC103292
Intermediate Similarity	0.7852	NPC150863
Intermediate Similarity	0.7836	NPC322433
Intermediate Similarity	0.7803	NPC268534
Intermediate Similarity	0.7721	NPC209389
Intermediate Similarity	0.7656	NPC57051
Intermediate Similarity	0.7655	NPC472242
Intermediate Similarity	0.7612	NPC254698
Intermediate Similarity	0.7569	NPC472241
Intermediate Similarity	0.7552	NPC242933
Intermediate Similarity	0.7483	NPC83214
Intermediate Similarity	0.7463	NPC257490
Intermediate Similarity	0.7444	NPC291962
Intermediate Similarity	0.7444	NPC177684
Intermediate Similarity	0.7431	NPC472243
Intermediate Similarity	0.7388	NPC258531
Intermediate Similarity	0.7388	NPC112373
Intermediate Similarity	0.7388	NPC161956
Intermediate Similarity	0.7379	NPC2823
Intermediate Similarity	0.7379	NPC471164
Intermediate Similarity	0.736	NPC38262
Intermediate Similarity	0.7324	NPC162417
Intermediate Similarity	0.7324	NPC316104
Intermediate Similarity	0.7188	NPC172170
Intermediate Similarity	0.7163	NPC187231
Intermediate Similarity	0.7163	NPC194562
Intermediate Similarity	0.7162	NPC478040
Intermediate Similarity	0.7153	NPC300299
Intermediate Similarity	0.7122	NPC474926
Intermediate Similarity	0.7114	NPC314186
Intermediate Similarity	0.702	NPC478039
Intermediate Similarity	0.7007	NPC469560
Remote Similarity	0.6993	NPC126458
Remote Similarity	0.6993	NPC473329
Remote Similarity	0.6993	NPC314098
Remote Similarity	0.6986	NPC471123
Remote Similarity	0.6968	NPC295021
Remote Similarity	0.6959	NPC130251
Remote Similarity	0.6959	NPC207554
Remote Similarity	0.6959	NPC315051
Remote Similarity	0.6939	NPC287358
Remote Similarity	0.6928	NPC300596
Remote Similarity	0.6928	NPC237649
Remote Similarity	0.6923	NPC434
Remote Similarity	0.6913	NPC301760
Remote Similarity	0.6905	NPC75496
Remote Similarity	0.6903	NPC117032
Remote Similarity	0.6887	NPC190945
Remote Similarity	0.6849	NPC253476
Remote Similarity	0.6846	NPC473498
Remote Similarity	0.6839	NPC314223
Remote Similarity	0.6835	NPC76982
Remote Similarity	0.6821	NPC469537
Remote Similarity	0.6813	NPC176983
Remote Similarity	0.6813	NPC286871
Remote Similarity	0.6813	NPC35510
Remote Similarity	0.6813	NPC253667
Remote Similarity	0.6803	NPC191444
Remote Similarity	0.6792	NPC36495
Remote Similarity	0.679	NPC279527
Remote Similarity	0.679	NPC214960
Remote Similarity	0.6776	NPC136002
Remote Similarity	0.6763	NPC150323
Remote Similarity	0.6761	NPC79698
Remote Similarity	0.673	NPC222029
Remote Similarity	0.6727	NPC177261
Remote Similarity	0.6721	NPC176858
Remote Similarity	0.6712	NPC40364
Remote Similarity	0.6707	NPC14849
Remote Similarity	0.6707	NPC474081
Remote Similarity	0.6689	NPC173295
Remote Similarity	0.6687	NPC193410
Remote Similarity	0.6687	NPC276085
Remote Similarity	0.6687	NPC328611
Remote Similarity	0.6687	NPC248862
Remote Similarity	0.6667	NPC319645
Remote Similarity	0.6667	NPC63370
Remote Similarity	0.6667	NPC36836
Remote Similarity	0.6667	NPC133003
Remote Similarity	0.6667	NPC79618
Remote Similarity	0.6647	NPC475607
Remote Similarity	0.6647	NPC470317
Remote Similarity	0.6646	NPC248117
Remote Similarity	0.6646	NPC309531
Remote Similarity	0.6646	NPC472102
Remote Similarity	0.6644	NPC316746
Remote Similarity	0.6643	NPC205946
Remote Similarity	0.6626	NPC71132
Remote Similarity	0.6626	NPC115232
Remote Similarity	0.6625	NPC123241
Remote Similarity	0.6625	NPC61013
Remote Similarity	0.6617	NPC302790
Remote Similarity	0.6606	NPC472118
Remote Similarity	0.6587	NPC475594
Remote Similarity	0.6579	NPC471574
Remote Similarity	0.6579	NPC43477
Remote Similarity	0.6568	NPC147298
Remote Similarity	0.6568	NPC182057
Remote Similarity	0.6568	NPC475761
Remote Similarity	0.6568	NPC131450
Remote Similarity	0.6566	NPC355
Remote Similarity	0.6564	NPC189116
Remote Similarity	0.6562	NPC29285
Remote Similarity	0.6558	NPC470822
Remote Similarity	0.6558	NPC130797
Remote Similarity	0.6554	NPC130655
Remote Similarity	0.6548	NPC151635
Remote Similarity	0.6541	NPC55529
Remote Similarity	0.6538	NPC291610
Remote Similarity	0.6522	NPC104345
Remote Similarity	0.6519	NPC66936
Remote Similarity	0.6515	NPC167336
Remote Similarity	0.6514	NPC324091
Remote Similarity	0.6506	NPC471943
Remote Similarity	0.6504	NPC30445
Remote Similarity	0.6503	NPC293458
Remote Similarity	0.6503	NPC99632
Remote Similarity	0.6503	NPC282339
Remote Similarity	0.6503	NPC469741
Remote Similarity	0.6488	NPC470548
Remote Similarity	0.6486	NPC53044
Remote Similarity	0.6486	NPC207428
Remote Similarity	0.6486	NPC473962
Remote Similarity	0.6485	NPC182131
Remote Similarity	0.6483	NPC314278
Remote Similarity	0.6479	NPC475915
Remote Similarity	0.6471	NPC470301
Remote Similarity	0.6471	NPC474041
Remote Similarity	0.6471	NPC316202
Remote Similarity	0.6471	NPC475094
Remote Similarity	0.6467	NPC318183
Remote Similarity	0.646	NPC84317
Remote Similarity	0.6456	NPC144691
Remote Similarity	0.6453	NPC470205
Remote Similarity	0.6446	NPC167724
Remote Similarity	0.6446	NPC224970
Remote Similarity	0.6446	NPC475248
Remote Similarity	0.6446	NPC223595
Remote Similarity	0.6446	NPC63047
Remote Similarity	0.6442	NPC143457
Remote Similarity	0.6442	NPC315368
Remote Similarity	0.6439	NPC275467
Remote Similarity	0.6438	NPC307437
Remote Similarity	0.6438	NPC72473
Remote Similarity	0.6438	NPC58827
Remote Similarity	0.6429	NPC73280
Remote Similarity	0.642	NPC313293
Remote Similarity	0.642	NPC113946
Remote Similarity	0.6416	NPC471742
Remote Similarity	0.6416	NPC477003
Remote Similarity	0.6415	NPC154602
Remote Similarity	0.641	NPC313850
Remote Similarity	0.6402	NPC214106
Remote Similarity	0.64	NPC474473
Remote Similarity	0.6395	NPC122235
Remote Similarity	0.6393	NPC229477
Remote Similarity	0.6392	NPC242000
Remote Similarity	0.6387	NPC101130
Remote Similarity	0.6387	NPC58268
Remote Similarity	0.6387	NPC308197
Remote Similarity	0.6387	NPC114033
Remote Similarity	0.6387	NPC129412
Remote Similarity	0.6386	NPC471652
Remote Similarity	0.6384	NPC476460
Remote Similarity	0.6383	NPC228515
Remote Similarity	0.6383	NPC229353
Remote Similarity	0.6382	NPC122553
Remote Similarity	0.638	NPC154478
Remote Similarity	0.6375	NPC285381
Remote Similarity	0.637	NPC119326
Remote Similarity	0.6369	NPC292265
Remote Similarity	0.6369	NPC6982
Remote Similarity	0.6364	NPC113056
Remote Similarity	0.6364	NPC473666
Remote Similarity	0.6364	NPC138293
Remote Similarity	0.6364	NPC328270
Remote Similarity	0.6364	NPC284706
Remote Similarity	0.6364	NPC22082
Remote Similarity	0.6364	NPC186284
Remote Similarity	0.6358	NPC477159
Remote Similarity	0.6353	NPC471743
Remote Similarity	0.6351	NPC477432
Remote Similarity	0.6347	NPC470971
Remote Similarity	0.6345	NPC226794
Remote Similarity	0.6343	NPC141612
Remote Similarity	0.6343	NPC17273
Remote Similarity	0.6343	NPC135601
Remote Similarity	0.6341	NPC474058
Remote Similarity	0.6341	NPC225319
Remote Similarity	0.6337	NPC88110

Drug Structure

NPD2919 OpenBabel08211702562D 26 27 0 0 1 0 0 0 0 0999 V2000 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 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 4.3301 -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 -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 0.0000 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 -1.5000 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 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 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 1 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 13 2 0 0 0 0 7 13 1 0 0 0 0 8 10 1 0 0 0 0 8 14 2 0 0 0 0 9 11 2 0 0 0 0 9 14 1 0 0 0 0 10 15 2 0 0 0 0 11 15 1 0 0 0 0 13 16 1 0 0 0 0 14 17 1 0 0 0 0 15 19 1 0 0 0 0 16 12 1 6 0 0 0 16 18 1 0 0 0 0 17 20 1 0 0 0 0 17 21 2 0 0 0 0 18 19 1 0 0 0 0 18 22 2 0 0 0 0 19 24 1 0 0 0 0 20 23 1 0 0 0 0 20 25 1 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002558
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918848
ChEBI
CAS Number

Drug Properties

Molecular Weight	312.15
ALogP	-1.3017
MLogP	2.89
XLogP	5.161
HDA	3
HBD	3
Rotatable Bonds	10
TPSA	78.43
RO5 Violation	1