NPASS drugs

Drug Information

Drug ID:	NPD4549
Drug Name:	ambasilide
Molecular Formula:	C21H25N3O
Canonical SMILES:	Nc1ccc(cc1)C(=O)N1CC2CN(CC(C1)C2)Cc1ccccc1
Standard InCHI:	InChI=1S/C21H25N3O/c22-20-8-6-19(7-9-20)21(25)24-14-17-10-18(15-24)13-23(12-17)11-16-4-2-1-3-5-16/h1-9,17-18H,10-15,22H2
Standard InCHIKey:	DLNAKYFPFYUBDR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4549

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	249
0.1-0.2	1955
0.2-0.3	9513
0.3-0.4	11818
0.4-0.5	5468
0.5-0.6	1603
0.6-0.7	247
0.7-0.8	35
0.8-0.85	2
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	0.8047	NPC226143
Intermediate Similarity	0.803	NPC322433
Intermediate Similarity	0.7578	NPC57051
Intermediate Similarity	0.7517	NPC117032
Intermediate Similarity	0.75	NPC316104
Intermediate Similarity	0.75	NPC162417
Intermediate Similarity	0.7464	NPC472245
Intermediate Similarity	0.7463	NPC268534
Intermediate Similarity	0.7419	NPC38262
Intermediate Similarity	0.7413	NPC469560
Intermediate Similarity	0.7388	NPC257490
Intermediate Similarity	0.7353	NPC192533
Intermediate Similarity	0.731	NPC2823
Intermediate Similarity	0.731	NPC471164
Intermediate Similarity	0.7299	NPC470343
Intermediate Similarity	0.7299	NPC472244
Intermediate Similarity	0.7292	NPC83214
Intermediate Similarity	0.7286	NPC126458
Intermediate Similarity	0.7273	NPC471123
Intermediate Similarity	0.7266	NPC150863
Intermediate Similarity	0.7239	NPC291962
Intermediate Similarity	0.7239	NPC177684
Intermediate Similarity	0.7234	NPC207428
Intermediate Similarity	0.7214	NPC280807
Intermediate Similarity	0.7214	NPC314431
Intermediate Similarity	0.7203	NPC300299
Intermediate Similarity	0.7185	NPC112373
Intermediate Similarity	0.7185	NPC179605
Intermediate Similarity	0.7185	NPC161956
Intermediate Similarity	0.7185	NPC279385
Intermediate Similarity	0.7185	NPC258531
Intermediate Similarity	0.7174	NPC79698
Intermediate Similarity	0.7152	NPC473329
Intermediate Similarity	0.7132	NPC103292
Intermediate Similarity	0.7123	NPC130251
Intermediate Similarity	0.712	NPC291610
Intermediate Similarity	0.7021	NPC209389
Remote Similarity	0.6977	NPC172170
Remote Similarity	0.6962	NPC469741
Remote Similarity	0.6953	NPC473418
Remote Similarity	0.6953	NPC167336
Remote Similarity	0.6939	NPC319645
Remote Similarity	0.6923	NPC84317
Remote Similarity	0.6918	NPC138293
Remote Similarity	0.6918	NPC113056
Remote Similarity	0.6906	NPC254698
Remote Similarity	0.6894	NPC475248
Remote Similarity	0.6894	NPC63047
Remote Similarity	0.6892	NPC242933
Remote Similarity	0.6892	NPC472243
Remote Similarity	0.6884	NPC475915
Remote Similarity	0.6875	NPC473962
Remote Similarity	0.6871	NPC122553
Remote Similarity	0.6846	NPC301760
Remote Similarity	0.6835	NPC154478
Remote Similarity	0.6832	NPC279527
Remote Similarity	0.6832	NPC214960
Remote Similarity	0.6821	NPC136002
Remote Similarity	0.68	NPC472241
Remote Similarity	0.6795	NPC295021
Remote Similarity	0.6779	NPC207554
Remote Similarity	0.6772	NPC222029
Remote Similarity	0.6772	NPC113946
Remote Similarity	0.6765	NPC141612
Remote Similarity	0.6765	NPC17273
Remote Similarity	0.6765	NPC135601
Remote Similarity	0.6755	NPC469537
Remote Similarity	0.6755	NPC478040
Remote Similarity	0.675	NPC17497
Remote Similarity	0.675	NPC305602
Remote Similarity	0.6747	NPC14849
Remote Similarity	0.6733	NPC470301
Remote Similarity	0.6733	NPC471574
Remote Similarity	0.6727	NPC248862
Remote Similarity	0.6727	NPC328611
Remote Similarity	0.6714	NPC39818
Remote Similarity	0.6708	NPC189116
Remote Similarity	0.6707	NPC182057
Remote Similarity	0.6707	NPC318183
Remote Similarity	0.6707	NPC147298
Remote Similarity	0.6707	NPC131450
Remote Similarity	0.6706	NPC133003
Remote Similarity	0.669	NPC314098
Remote Similarity	0.6667	NPC66936
Remote Similarity	0.6667	NPC472242
Remote Similarity	0.6646	NPC472118
Remote Similarity	0.6645	NPC109787
Remote Similarity	0.6644	NPC40364
Remote Similarity	0.6641	NPC473498
Remote Similarity	0.664	NPC256452
Remote Similarity	0.6627	NPC470548
Remote Similarity	0.6625	NPC276085
Remote Similarity	0.6625	NPC36495
Remote Similarity	0.6625	NPC193410
Remote Similarity	0.6623	NPC324445
Remote Similarity	0.6623	NPC186284
Remote Similarity	0.6623	NPC22082
Remote Similarity	0.6623	NPC478039
Remote Similarity	0.6601	NPC314186
Remote Similarity	0.6591	NPC55529
Remote Similarity	0.6588	NPC470317
Remote Similarity	0.6584	NPC248117
Remote Similarity	0.6571	NPC27833
Remote Similarity	0.6571	NPC150323
Remote Similarity	0.6568	NPC286994
Remote Similarity	0.6566	NPC242269
Remote Similarity	0.6566	NPC251212
Remote Similarity	0.6566	NPC139085
Remote Similarity	0.6566	NPC214626
Remote Similarity	0.6562	NPC61013
Remote Similarity	0.655	NPC21429
Remote Similarity	0.6543	NPC99632
Remote Similarity	0.6543	NPC282339
Remote Similarity	0.6528	NPC252794
Remote Similarity	0.6509	NPC475094
Remote Similarity	0.6506	NPC292265
Remote Similarity	0.6491	NPC470205
Remote Similarity	0.6481	NPC225319
Remote Similarity	0.6481	NPC472102
Remote Similarity	0.6481	NPC309531
Remote Similarity	0.6467	NPC161861
Remote Similarity	0.6467	NPC177261
Remote Similarity	0.6463	NPC472106
Remote Similarity	0.6458	NPC474926
Remote Similarity	0.6456	NPC314223
Remote Similarity	0.6456	NPC154602
Remote Similarity	0.6456	NPC243756
Remote Similarity	0.6452	NPC191444
Remote Similarity	0.6447	NPC315051
Remote Similarity	0.6442	NPC472120
Remote Similarity	0.6442	NPC472101
Remote Similarity	0.6442	NPC194881
Remote Similarity	0.6438	NPC473297
Remote Similarity	0.6434	NPC75496
Remote Similarity	0.6429	NPC220698
Remote Similarity	0.6419	NPC53044
Remote Similarity	0.6402	NPC21174
Remote Similarity	0.6402	NPC271797
Remote Similarity	0.6395	NPC194562
Remote Similarity	0.6395	NPC187231
Remote Similarity	0.6386	NPC223595
Remote Similarity	0.6386	NPC224970
Remote Similarity	0.6386	NPC167724
Remote Similarity	0.6375	NPC478076
Remote Similarity	0.6371	NPC176858
Remote Similarity	0.637	NPC72473
Remote Similarity	0.637	NPC307437
Remote Similarity	0.637	NPC58827
Remote Similarity	0.6364	NPC275467
Remote Similarity	0.6364	NPC313293
Remote Similarity	0.6364	NPC324091
Remote Similarity	0.6358	NPC123241
Remote Similarity	0.6358	NPC104345
Remote Similarity	0.6357	NPC313449
Remote Similarity	0.6346	NPC313850
Remote Similarity	0.6345	NPC205946
Remote Similarity	0.6343	NPC434
Remote Similarity	0.6341	NPC88970
Remote Similarity	0.6341	NPC176983
Remote Similarity	0.6333	NPC253476
Remote Similarity	0.6333	NPC474473
Remote Similarity	0.6331	NPC473573
Remote Similarity	0.6325	NPC182131
Remote Similarity	0.6323	NPC308197
Remote Similarity	0.6319	NPC471122
Remote Similarity	0.6316	NPC287358
Remote Similarity	0.631	NPC355
Remote Similarity	0.6299	NPC291070
Remote Similarity	0.6299	NPC246757
Remote Similarity	0.6299	NPC43477
Remote Similarity	0.6299	NPC316202
Remote Similarity	0.6296	NPC29285
Remote Similarity	0.6296	NPC36836
Remote Similarity	0.6296	NPC302790
Remote Similarity	0.6296	NPC63370
Remote Similarity	0.6294	NPC314192
Remote Similarity	0.6291	NPC173295
Remote Similarity	0.6269	NPC45033
Remote Similarity	0.6265	NPC471130
Remote Similarity	0.6265	NPC471124
Remote Similarity	0.6264	NPC471742
Remote Similarity	0.6259	NPC246904
Remote Similarity	0.6257	NPC260075
Remote Similarity	0.625	NPC329430
Remote Similarity	0.6242	NPC472117
Remote Similarity	0.6242	NPC35510
Remote Similarity	0.6242	NPC293458
Remote Similarity	0.6242	NPC253667
Remote Similarity	0.6226	NPC237649
Remote Similarity	0.6226	NPC300596
Remote Similarity	0.6226	NPC242000
Remote Similarity	0.6225	NPC266425
Remote Similarity	0.6216	NPC122235
Remote Similarity	0.6211	NPC122106
Remote Similarity	0.6211	NPC285381
Remote Similarity	0.6199	NPC203202
Remote Similarity	0.6199	NPC471743
Remote Similarity	0.6199	NPC264482
Remote Similarity	0.6197	NPC229353
Remote Similarity	0.619	NPC119326

Drug Structure

NPD4549 OpenBabel08211705262D 27 30 0 0 1 0 0 0 0 0999 V2000 -3.4729 -3.1284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9729 -3.9944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9729 -2.2624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9729 -3.9944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9729 -2.2624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8396 1.4542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8396 1.4542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8396 0.4847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8396 0.4847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0271 -0.5303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4729 -3.1284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4729 -1.3964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0271 -2.2624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5514 0.0347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7543 -0.6598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4729 -3.1284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0271 -0.5303 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.5271 -1.3964 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 1.9389 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 -0.0000 2.9083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9694 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0271 -2.2624 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3201 -0.0229 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8396 3.3931 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8396 -1.4542 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8396 -1.4542 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 5 2 0 0 0 0 4 16 2 0 0 0 0 5 16 1 0 0 0 0 6 8 1 0 0 0 0 6 19 2 0 0 0 0 7 9 2 0 0 0 0 7 19 1 0 0 0 0 8 20 2 0 0 0 0 9 20 1 0 0 0 0 10 17 1 0 0 0 0 10 18 1 0 0 0 0 11 16 1 0 0 0 0 11 23 1 0 0 0 0 12 17 1 0 0 0 0 12 23 1 0 0 0 0 13 18 1 0 0 0 0 13 23 1 0 0 0 0 14 17 1 0 0 0 0 14 24 1 0 0 0 0 15 18 1 0 0 0 0 15 24 1 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 21 24 1 0 0 0 0 21 25 2 0 0 0 0 22 26 1 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002526
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	335.20
ALogP	-1.8633
MLogP	3.33
XLogP	4.098
HDA	4
HBD	1
Rotatable Bonds	5
TPSA	49.57
RO5 Violation	0