NPASS drugs

Drug Information

Drug ID:	NPD6414
Drug Name:
Molecular Formula:	C25H39NO3
Canonical SMILES:	CCCCCCCCCCCCCCCCOc1nc2ccc(cc2c(=O)o1)C
Standard InCHI:	InChI=1S/C25H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-28-25-26-23-18-17-21(2)20-22(23)24(27)29-25/h17-18,20H,3-16,19H2,1-2H3
Standard InCHIKey:	MVCQKIKWYUURMU-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6414

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	150
0.1-0.2	1012
0.2-0.3	3112
0.3-0.4	8382
0.4-0.5	10684
0.5-0.6	7051
0.6-0.7	475
0.7-0.8	22
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	0.837	NPC226794
Intermediate Similarity	0.8261	NPC122235
Intermediate Similarity	0.7917	NPC173295
Intermediate Similarity	0.7554	NPC130931
Intermediate Similarity	0.7535	NPC205946
Intermediate Similarity	0.7517	NPC319645
Intermediate Similarity	0.7397	NPC316746
Intermediate Similarity	0.7365	NPC253476
Intermediate Similarity	0.7292	NPC325013
Intermediate Similarity	0.7188	NPC114808
Intermediate Similarity	0.7171	NPC181527
Intermediate Similarity	0.7117	NPC27904
Intermediate Similarity	0.7083	NPC39818
Intermediate Similarity	0.7076	NPC85613
Intermediate Similarity	0.707	NPC259678
Intermediate Similarity	0.7063	NPC161956
Intermediate Similarity	0.7063	NPC150323
Intermediate Similarity	0.7063	NPC258531
Intermediate Similarity	0.7063	NPC112373
Intermediate Similarity	0.7047	NPC314098
Intermediate Similarity	0.703	NPC189116
Intermediate Similarity	0.7014	NPC103292
Intermediate Similarity	0.7012	NPC93653
Intermediate Similarity	0.7	NPC84347
Remote Similarity	0.6993	NPC177684
Remote Similarity	0.6993	NPC291962
Remote Similarity	0.6987	NPC308197
Remote Similarity	0.6977	NPC283810
Remote Similarity	0.6968	NPC43477
Remote Similarity	0.6944	NPC279385
Remote Similarity	0.6944	NPC179605
Remote Similarity	0.6943	NPC190945
Remote Similarity	0.6923	NPC229353
Remote Similarity	0.6914	NPC49184
Remote Similarity	0.6905	NPC470971
Remote Similarity	0.6892	NPC250476
Remote Similarity	0.6886	NPC299582
Remote Similarity	0.6875	NPC242000
Remote Similarity	0.6861	NPC172170
Remote Similarity	0.686	NPC9475
Remote Similarity	0.6855	NPC470579
Remote Similarity	0.6839	NPC83214
Remote Similarity	0.6824	NPC470343
Remote Similarity	0.6824	NPC472244
Remote Similarity	0.6812	NPC469636
Remote Similarity	0.6796	NPC476212
Remote Similarity	0.6796	NPC476207
Remote Similarity	0.6796	NPC476205
Remote Similarity	0.6796	NPC259791
Remote Similarity	0.6796	NPC476256
Remote Similarity	0.6796	NPC476206
Remote Similarity	0.6796	NPC476257
Remote Similarity	0.6796	NPC476129
Remote Similarity	0.6784	NPC191310
Remote Similarity	0.6782	NPC475685
Remote Similarity	0.6782	NPC5167
Remote Similarity	0.6781	NPC257490
Remote Similarity	0.6779	NPC314278
Remote Similarity	0.6774	NPC159722
Remote Similarity	0.6772	NPC314287
Remote Similarity	0.6768	NPC161827
Remote Similarity	0.6767	NPC78701
Remote Similarity	0.6767	NPC35448
Remote Similarity	0.6761	NPC471742
Remote Similarity	0.6758	NPC108804
Remote Similarity	0.6758	NPC476218
Remote Similarity	0.6755	NPC194562
Remote Similarity	0.6755	NPC477432
Remote Similarity	0.6752	NPC316202
Remote Similarity	0.6735	NPC26285
Remote Similarity	0.6733	NPC72473
Remote Similarity	0.6733	NPC58827
Remote Similarity	0.6733	NPC307437
Remote Similarity	0.6728	NPC144691
Remote Similarity	0.6716	NPC146351
Remote Similarity	0.6714	NPC210089
Remote Similarity	0.6711	NPC231382
Remote Similarity	0.6705	NPC470317
Remote Similarity	0.6703	NPC198205
Remote Similarity	0.6703	NPC21483
Remote Similarity	0.6692	NPC92754
Remote Similarity	0.6692	NPC249912
Remote Similarity	0.6692	NPC276775
Remote Similarity	0.6691	NPC301943
Remote Similarity	0.6691	NPC474365
Remote Similarity	0.6688	NPC472243
Remote Similarity	0.6688	NPC242933
Remote Similarity	0.6687	NPC123241
Remote Similarity	0.6686	NPC52059
Remote Similarity	0.6686	NPC470069
Remote Similarity	0.6685	NPC160381
Remote Similarity	0.6684	NPC246983
Remote Similarity	0.6684	NPC475448
Remote Similarity	0.6667	NPC130398
Remote Similarity	0.6667	NPC42211
Remote Similarity	0.6667	NPC82899
Remote Similarity	0.6667	NPC270699
Remote Similarity	0.6667	NPC293458
Remote Similarity	0.6648	NPC473815
Remote Similarity	0.6647	NPC97380
Remote Similarity	0.6647	NPC148468
Remote Similarity	0.6647	NPC243673
Remote Similarity	0.6647	NPC63210
Remote Similarity	0.6647	NPC310403
Remote Similarity	0.6647	NPC263709
Remote Similarity	0.6643	NPC93084
Remote Similarity	0.6643	NPC251854
Remote Similarity	0.6642	NPC225060
Remote Similarity	0.6631	NPC475223
Remote Similarity	0.663	NPC198390
Remote Similarity	0.6629	NPC282103
Remote Similarity	0.662	NPC128368
Remote Similarity	0.6609	NPC8467
Remote Similarity	0.6609	NPC475607
Remote Similarity	0.6605	NPC315829
Remote Similarity	0.6604	NPC472241
Remote Similarity	0.6601	NPC314473
Remote Similarity	0.66	NPC474926
Remote Similarity	0.6596	NPC1082
Remote Similarity	0.6596	NPC474157
Remote Similarity	0.6596	NPC167504
Remote Similarity	0.6596	NPC305912
Remote Similarity	0.6595	NPC311054
Remote Similarity	0.6595	NPC112752
Remote Similarity	0.6594	NPC269457
Remote Similarity	0.6593	NPC118343
Remote Similarity	0.6593	NPC325497
Remote Similarity	0.6588	NPC471130
Remote Similarity	0.6579	NPC150863
Remote Similarity	0.6575	NPC313293
Remote Similarity	0.6571	NPC10251
Remote Similarity	0.6571	NPC17417
Remote Similarity	0.6571	NPC474081
Remote Similarity	0.6569	NPC60679
Remote Similarity	0.6568	NPC88970
Remote Similarity	0.6564	NPC237649
Remote Similarity	0.6564	NPC300596
Remote Similarity	0.6561	NPC281104
Remote Similarity	0.6561	NPC43218
Remote Similarity	0.6561	NPC287358
Remote Similarity	0.6559	NPC90358
Remote Similarity	0.6559	NPC107828
Remote Similarity	0.6552	NPC475594
Remote Similarity	0.655	NPC278887
Remote Similarity	0.6549	NPC79496
Remote Similarity	0.6544	NPC70624
Remote Similarity	0.6533	NPC317758
Remote Similarity	0.6531	NPC226143
Remote Similarity	0.6528	NPC210092
Remote Similarity	0.6525	NPC196246
Remote Similarity	0.6525	NPC214067
Remote Similarity	0.6522	NPC323798
Remote Similarity	0.6522	NPC314186
Remote Similarity	0.65	NPC90415
Remote Similarity	0.65	NPC56493
Remote Similarity	0.6496	NPC188895
Remote Similarity	0.6489	NPC136573
Remote Similarity	0.6489	NPC176371
Remote Similarity	0.6488	NPC211525
Remote Similarity	0.6488	NPC61013
Remote Similarity	0.6488	NPC153694
Remote Similarity	0.6485	NPC314223
Remote Similarity	0.6481	NPC472242
Remote Similarity	0.6477	NPC186669
Remote Similarity	0.6475	NPC209632
Remote Similarity	0.6471	NPC253667
Remote Similarity	0.6471	NPC35510
Remote Similarity	0.6471	NPC203925
Remote Similarity	0.6471	NPC101372
Remote Similarity	0.6458	NPC307651
Remote Similarity	0.6458	NPC57051
Remote Similarity	0.6454	NPC265407
Remote Similarity	0.6454	NPC83628
Remote Similarity	0.6453	NPC182131
Remote Similarity	0.6452	NPC470021
Remote Similarity	0.6448	NPC138370
Remote Similarity	0.6448	NPC1820
Remote Similarity	0.6444	NPC322621
Remote Similarity	0.6443	NPC50872
Remote Similarity	0.6442	NPC478039
Remote Similarity	0.6441	NPC474041
Remote Similarity	0.6441	NPC475761
Remote Similarity	0.6433	NPC300299
Remote Similarity	0.6429	NPC316405
Remote Similarity	0.6429	NPC36836
Remote Similarity	0.6429	NPC119271
Remote Similarity	0.6429	NPC472245
Remote Similarity	0.6429	NPC314431
Remote Similarity	0.6429	NPC280807
Remote Similarity	0.6429	NPC63370
Remote Similarity	0.6429	NPC477998
Remote Similarity	0.6425	NPC243058
Remote Similarity	0.642	NPC282578
Remote Similarity	0.6416	NPC470894
Remote Similarity	0.6415	NPC471316
Remote Similarity	0.6414	NPC306740
Remote Similarity	0.6414	NPC228936
Remote Similarity	0.6412	NPC248117
Remote Similarity	0.6412	NPC320064
Remote Similarity	0.6409	NPC194040

Drug Structure

NPD6414 OpenBabel08211709092D 29 30 0 0 0 0 0 0 0 0999 V2000 -13.8564 0.0000 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 -13.8564 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -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 -5.1962 -1.0000 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 -3.4641 -1.0000 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 3.4641 -1.0000 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 -1.0000 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 3.4641 -0.0000 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 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 0.8660 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 0.0000 -0.0000 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 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 19 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 19 28 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 23 26 1 0 0 0 0 24 27 2 0 0 0 0 24 29 1 0 0 0 0 25 26 2 0 0 0 0 25 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000294
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9952916
ChEBI
CAS Number

Drug Properties

Molecular Weight	401.29
ALogP	-2.8327
MLogP	3.77
XLogP	11.02
HDA	4
HBD	0
Rotatable Bonds	18
TPSA	47.89
RO5 Violation	2