NPASS drugs

Drug Information

Drug ID:	NPD5349
Drug Name:
Molecular Formula:	C22H35NO2
Canonical SMILES:	C[C@@H]1OC(=O)[C@@H]2[C@H]1[C@H](/C=C/[C@H]1CCC[C@@H](N1C)C)[C@H]1CCCC[C@@H]1C2
Standard InCHI:	InChI=1S/C22H35NO2/c1-14-7-6-9-17(23(14)3)11-12-19-18-10-5-4-8-16(18)13-20-21(19)15(2)25-22(20)24/h11-12,14-21H,4-10,13H2,1-3H3/b12-11+/t14-,15-,16+,17+,18-,19+,20-,21+/m0/s1
Standard InCHIKey:	FMPNFDSPHNUFOS-LPJDIUFZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5349

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	52
0.1-0.2	348
0.2-0.3	1817
0.3-0.4	13311
0.4-0.5	7779
0.5-0.6	6436
0.6-0.7	1122
0.7-0.8	22
0.8-0.85	3
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	0.8269	NPC63511
Intermediate Similarity	0.8058	NPC233256
Intermediate Similarity	0.8058	NPC195841
Intermediate Similarity	0.7788	NPC119329
Intermediate Similarity	0.7745	NPC128698
Intermediate Similarity	0.7745	NPC239768
Intermediate Similarity	0.7547	NPC86906
Intermediate Similarity	0.729	NPC475239
Intermediate Similarity	0.7217	NPC35037
Intermediate Similarity	0.7207	NPC79238
Intermediate Similarity	0.717	NPC474348
Intermediate Similarity	0.7157	NPC93027
Intermediate Similarity	0.7143	NPC470223
Intermediate Similarity	0.7143	NPC75810
Intermediate Similarity	0.7117	NPC472313
Intermediate Similarity	0.7105	NPC470538
Intermediate Similarity	0.71	NPC28227
Intermediate Similarity	0.71	NPC474845
Intermediate Similarity	0.7097	NPC41017
Intermediate Similarity	0.7083	NPC474955
Intermediate Similarity	0.7071	NPC264127
Intermediate Similarity	0.7048	NPC476344
Intermediate Similarity	0.7041	NPC100391
Intermediate Similarity	0.7041	NPC139566
Intermediate Similarity	0.7018	NPC135431
Remote Similarity	0.6991	NPC474452
Remote Similarity	0.6972	NPC133420
Remote Similarity	0.6957	NPC209252
Remote Similarity	0.6952	NPC476449
Remote Similarity	0.6947	NPC35574
Remote Similarity	0.6931	NPC472220
Remote Similarity	0.6931	NPC97884
Remote Similarity	0.6903	NPC474459
Remote Similarity	0.69	NPC195640
Remote Similarity	0.6893	NPC218301
Remote Similarity	0.6882	NPC166797
Remote Similarity	0.6857	NPC150041
Remote Similarity	0.6842	NPC80834
Remote Similarity	0.6842	NPC469968
Remote Similarity	0.6832	NPC167877
Remote Similarity	0.6827	NPC63118
Remote Similarity	0.6827	NPC49776
Remote Similarity	0.6827	NPC474436
Remote Similarity	0.6827	NPC470224
Remote Similarity	0.6822	NPC91604
Remote Similarity	0.6818	NPC212874
Remote Similarity	0.6813	NPC199557
Remote Similarity	0.68	NPC323765
Remote Similarity	0.68	NPC329738
Remote Similarity	0.6796	NPC312637
Remote Similarity	0.6796	NPC84171
Remote Similarity	0.6792	NPC322063
Remote Similarity	0.6789	NPC476755
Remote Similarity	0.6771	NPC4827
Remote Similarity	0.6765	NPC477128
Remote Similarity	0.6759	NPC477964
Remote Similarity	0.6748	NPC478136
Remote Similarity	0.6737	NPC92489
Remote Similarity	0.6735	NPC475665
Remote Similarity	0.6733	NPC10005
Remote Similarity	0.6733	NPC325594
Remote Similarity	0.6733	NPC9892
Remote Similarity	0.6733	NPC329943
Remote Similarity	0.6733	NPC91525
Remote Similarity	0.6731	NPC49420
Remote Similarity	0.6729	NPC140300
Remote Similarity	0.6729	NPC241426
Remote Similarity	0.6729	NPC10057
Remote Similarity	0.6727	NPC98765
Remote Similarity	0.6726	NPC470536
Remote Similarity	0.6726	NPC274895
Remote Similarity	0.6726	NPC218602
Remote Similarity	0.6724	NPC145501
Remote Similarity	0.67	NPC312660
Remote Similarity	0.6697	NPC77703
Remote Similarity	0.6667	NPC472300
Remote Similarity	0.6667	NPC234617
Remote Similarity	0.6667	NPC46912
Remote Similarity	0.6667	NPC277721
Remote Similarity	0.6667	NPC477000
Remote Similarity	0.6667	NPC474185
Remote Similarity	0.6667	NPC100297
Remote Similarity	0.6667	NPC162107
Remote Similarity	0.6667	NPC477001
Remote Similarity	0.6667	NPC124703
Remote Similarity	0.6667	NPC87919
Remote Similarity	0.6667	NPC267266
Remote Similarity	0.6667	NPC470656
Remote Similarity	0.6638	NPC478137
Remote Similarity	0.6637	NPC476918
Remote Similarity	0.6637	NPC470535
Remote Similarity	0.6636	NPC58052
Remote Similarity	0.6636	NPC111684
Remote Similarity	0.6635	NPC469595
Remote Similarity	0.6635	NPC76286
Remote Similarity	0.6635	NPC474842
Remote Similarity	0.6635	NPC212679
Remote Similarity	0.6635	NPC220454
Remote Similarity	0.6635	NPC475965
Remote Similarity	0.6635	NPC471896
Remote Similarity	0.6634	NPC311769
Remote Similarity	0.6634	NPC474971
Remote Similarity	0.6634	NPC182106
Remote Similarity	0.6633	NPC170038
Remote Similarity	0.6633	NPC267517
Remote Similarity	0.6633	NPC195424
Remote Similarity	0.6604	NPC159410
Remote Similarity	0.6604	NPC56525
Remote Similarity	0.6604	NPC294266
Remote Similarity	0.6602	NPC224145
Remote Similarity	0.6602	NPC215831
Remote Similarity	0.6602	NPC226863
Remote Similarity	0.66	NPC470948
Remote Similarity	0.6574	NPC292133
Remote Similarity	0.6574	NPC475894
Remote Similarity	0.6574	NPC474164
Remote Similarity	0.6571	NPC154101
Remote Similarity	0.6569	NPC470050
Remote Similarity	0.6569	NPC73038
Remote Similarity	0.6569	NPC470051
Remote Similarity	0.6569	NPC6979
Remote Similarity	0.6569	NPC155011
Remote Similarity	0.6566	NPC475951
Remote Similarity	0.6566	NPC327002
Remote Similarity	0.6562	NPC476601
Remote Similarity	0.6562	NPC899
Remote Similarity	0.6549	NPC176773
Remote Similarity	0.6549	NPC271562
Remote Similarity	0.6549	NPC46981
Remote Similarity	0.6545	NPC235142
Remote Similarity	0.6542	NPC469599
Remote Similarity	0.6542	NPC84383
Remote Similarity	0.6542	NPC33473
Remote Similarity	0.6538	NPC474679
Remote Similarity	0.6538	NPC73995
Remote Similarity	0.6538	NPC474570
Remote Similarity	0.6538	NPC475049
Remote Similarity	0.6535	NPC109512
Remote Similarity	0.6532	NPC317654
Remote Similarity	0.6532	NPC96010
Remote Similarity	0.6531	NPC471475
Remote Similarity	0.6531	NPC118987
Remote Similarity	0.6531	NPC327674
Remote Similarity	0.6531	NPC44083
Remote Similarity	0.6531	NPC153987
Remote Similarity	0.6531	NPC216090
Remote Similarity	0.6529	NPC470277
Remote Similarity	0.6526	NPC470994
Remote Similarity	0.6518	NPC476921
Remote Similarity	0.6514	NPC164349
Remote Similarity	0.6514	NPC153792
Remote Similarity	0.6514	NPC271387
Remote Similarity	0.6509	NPC79117
Remote Similarity	0.6509	NPC107674
Remote Similarity	0.6509	NPC141497
Remote Similarity	0.6509	NPC170220
Remote Similarity	0.6505	NPC474684
Remote Similarity	0.6505	NPC142361
Remote Similarity	0.6504	NPC169485
Remote Similarity	0.6504	NPC84281
Remote Similarity	0.6504	NPC291027
Remote Similarity	0.6504	NPC213126
Remote Similarity	0.6504	NPC317474
Remote Similarity	0.65	NPC240302
Remote Similarity	0.65	NPC142683
Remote Similarity	0.65	NPC178676
Remote Similarity	0.6496	NPC477963
Remote Similarity	0.6491	NPC476276
Remote Similarity	0.6486	NPC176012
Remote Similarity	0.6481	NPC289140
Remote Similarity	0.6481	NPC307164
Remote Similarity	0.6481	NPC471775
Remote Similarity	0.6476	NPC175628
Remote Similarity	0.6476	NPC120840
Remote Similarity	0.6476	NPC328141
Remote Similarity	0.6476	NPC8062
Remote Similarity	0.6476	NPC113989
Remote Similarity	0.6476	NPC474728
Remote Similarity	0.6476	NPC111585
Remote Similarity	0.6476	NPC148414
Remote Similarity	0.6476	NPC469372
Remote Similarity	0.6471	NPC52628
Remote Similarity	0.6471	NPC76333
Remote Similarity	0.6471	NPC476602
Remote Similarity	0.6471	NPC76283
Remote Similarity	0.6471	NPC2709
Remote Similarity	0.6465	NPC476265
Remote Similarity	0.6465	NPC274522
Remote Similarity	0.6465	NPC104545
Remote Similarity	0.6465	NPC474956
Remote Similarity	0.646	NPC476926
Remote Similarity	0.6458	NPC279666
Remote Similarity	0.6458	NPC201027
Remote Similarity	0.6458	NPC324762
Remote Similarity	0.6458	NPC192540
Remote Similarity	0.6455	NPC135799
Remote Similarity	0.6452	NPC296522
Remote Similarity	0.6452	NPC144511
Remote Similarity	0.6449	NPC269729
Remote Similarity	0.6449	NPC473280

Drug Structure

NPD5349 OpenBabel08211706322D 25 28 0 0 1 0 0 0 0 0999 V2000 -3.1277 5.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 1.1215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3956 4.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9345 4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0685 4.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9937 3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9937 4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9345 3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1277 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2024 4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3956 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5296 3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0685 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1277 4.5827 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.0685 2.5827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.2617 3.0827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2024 3.0827 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3364 2.5827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2024 1.0827 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3364 1.5827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2617 4.0827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6637 -0.6386 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 3 23 1 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 10 1 0 0 0 0 6 7 1 0 0 0 0 6 9 1 0 0 0 0 7 14 1 0 0 0 0 9 17 1 0 0 0 0 11 12 2 0 0 0 0 13 16 1 0 0 0 0 14 1 1 6 0 0 0 14 23 1 0 0 0 0 15 2 1 1 0 0 0 15 21 1 0 0 0 0 15 25 1 0 0 0 0 16 8 1 6 0 0 0 16 18 1 0 0 0 0 17 11 1 1 0 0 0 17 23 1 0 0 0 0 18 10 1 1 0 0 0 18 19 1 0 0 0 0 19 12 1 6 0 0 0 19 21 1 0 0 0 0 20 13 1 6 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 22 24 2 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004995
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6436265
ChEBI
CAS Number

Drug Properties

Molecular Weight	345.27
ALogP	-1.5201
MLogP	3.55
XLogP	5.431
HDA	3
HBD	0
Rotatable Bonds	5
TPSA	29.54
RO5 Violation	1