NPASS drugs

Drug Information

Drug ID:	NPD5504
Drug Name:	MF-5137
Molecular Formula:	C23H23N3O3
Canonical SMILES:	Nc1cc2c(c(c1N1CCc3c(C1)cccc3)C)n(cc(c2=O)C(=O)O)C1CC1
Standard InCHI:	InChI=1S/C23H23N3O3/c1-13-20-17(22(27)18(23(28)29)12-26(20)16-6-7-16)10-19(24)21(13)25-9-8-14-4-2-3-5-15(14)11-25/h2-5,10,12,16H,6-9,11,24H2,1H3,(H,28,29)
Standard InCHIKey:	LLVLMYRWABCVEU-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5504

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	237
0.1-0.2	1174
0.2-0.3	6129
0.3-0.4	12233
0.4-0.5	8729
0.5-0.6	2004
0.6-0.7	364
0.7-0.8	17
0.8-0.85	1
0.85-0.9	2
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
High Similarity	0.8563	NPC292265
High Similarity	0.8563	NPC318183
Intermediate Similarity	0.8087	NPC470317
Intermediate Similarity	0.7831	NPC313293
Intermediate Similarity	0.7619	NPC316141
Intermediate Similarity	0.7474	NPC471742
Intermediate Similarity	0.7403	NPC36495
Intermediate Similarity	0.7268	NPC27904
Intermediate Similarity	0.7249	NPC471743
Intermediate Similarity	0.7228	NPC293458
Intermediate Similarity	0.7219	NPC472118
Intermediate Similarity	0.7081	NPC248117
Intermediate Similarity	0.7074	NPC223595
Intermediate Similarity	0.7074	NPC167724
Intermediate Similarity	0.7074	NPC224970
Intermediate Similarity	0.7065	NPC123241
Intermediate Similarity	0.7065	NPC61013
Intermediate Similarity	0.7043	NPC282339
Intermediate Similarity	0.7043	NPC99632
Intermediate Similarity	0.7027	NPC193410
Remote Similarity	0.699	NPC52262
Remote Similarity	0.6939	NPC97584
Remote Similarity	0.6931	NPC182131
Remote Similarity	0.6907	NPC99043
Remote Similarity	0.6907	NPC218594
Remote Similarity	0.689	NPC330683
Remote Similarity	0.689	NPC329567
Remote Similarity	0.6809	NPC225319
Remote Similarity	0.6808	NPC471741
Remote Similarity	0.6804	NPC264482
Remote Similarity	0.6804	NPC203202
Remote Similarity	0.6793	NPC154602
Remote Similarity	0.6753	NPC469726
Remote Similarity	0.6753	NPC470548
Remote Similarity	0.6753	NPC329338
Remote Similarity	0.675	NPC473815
Remote Similarity	0.6746	NPC314648
Remote Similarity	0.6739	NPC144691
Remote Similarity	0.6737	NPC204867
Remote Similarity	0.6734	NPC49184
Remote Similarity	0.6725	NPC472244
Remote Similarity	0.6725	NPC470343
Remote Similarity	0.6724	NPC314098
Remote Similarity	0.672	NPC474058
Remote Similarity	0.6718	NPC475607
Remote Similarity	0.6716	NPC202812
Remote Similarity	0.6704	NPC472243
Remote Similarity	0.6686	NPC257490
Remote Similarity	0.6684	NPC474081
Remote Similarity	0.6684	NPC186669
Remote Similarity	0.6684	NPC469741
Remote Similarity	0.6684	NPC472117
Remote Similarity	0.6683	NPC5630
Remote Similarity	0.6683	NPC303214
Remote Similarity	0.6667	NPC478039
Remote Similarity	0.6667	NPC285381
Remote Similarity	0.6667	NPC214960
Remote Similarity	0.6667	NPC472115
Remote Similarity	0.6667	NPC475594
Remote Similarity	0.6667	NPC279527
Remote Similarity	0.6667	NPC472114
Remote Similarity	0.6667	NPC14994
Remote Similarity	0.6667	NPC471164
Remote Similarity	0.6652	NPC115588
Remote Similarity	0.665	NPC90967
Remote Similarity	0.665	NPC474041
Remote Similarity	0.665	NPC6974
Remote Similarity	0.665	NPC203628
Remote Similarity	0.6635	NPC314855
Remote Similarity	0.6635	NPC313345
Remote Similarity	0.6635	NPC315638
Remote Similarity	0.6635	NPC313796
Remote Similarity	0.6633	NPC159963
Remote Similarity	0.663	NPC472241
Remote Similarity	0.6629	NPC316746
Remote Similarity	0.661	NPC253476
Remote Similarity	0.6604	NPC314297
Remote Similarity	0.6604	NPC478075
Remote Similarity	0.6604	NPC315545
Remote Similarity	0.6596	NPC473297
Remote Similarity	0.6571	NPC194562
Remote Similarity	0.6571	NPC472245
Remote Similarity	0.6568	NPC291962
Remote Similarity	0.6568	NPC226143
Remote Similarity	0.6568	NPC177684
Remote Similarity	0.6566	NPC475761
Remote Similarity	0.6562	NPC189116
Remote Similarity	0.6553	NPC34717
Remote Similarity	0.655	NPC151171
Remote Similarity	0.655	NPC268534
Remote Similarity	0.655	NPC243058
Remote Similarity	0.6548	NPC476441
Remote Similarity	0.6543	NPC478076
Remote Similarity	0.6529	NPC112373
Remote Similarity	0.6529	NPC279385
Remote Similarity	0.6529	NPC258531
Remote Similarity	0.6529	NPC179605
Remote Similarity	0.6529	NPC161956
Remote Similarity	0.6524	NPC232600
Remote Similarity	0.6522	NPC470787
Remote Similarity	0.6522	NPC472539
Remote Similarity	0.6522	NPC472242
Remote Similarity	0.6522	NPC472540
Remote Similarity	0.6519	NPC242933
Remote Similarity	0.6517	NPC203635
Remote Similarity	0.6515	NPC14849
Remote Similarity	0.6512	NPC314834
Remote Similarity	0.651	NPC476231
Remote Similarity	0.6509	NPC133156
Remote Similarity	0.6502	NPC181928
Remote Similarity	0.6491	NPC103292
Remote Similarity	0.649	NPC472541
Remote Similarity	0.649	NPC472542
Remote Similarity	0.6488	NPC25401
Remote Similarity	0.6484	NPC43477
Remote Similarity	0.6477	NPC113056
Remote Similarity	0.6477	NPC314431
Remote Similarity	0.6477	NPC138293
Remote Similarity	0.6473	NPC221687
Remote Similarity	0.6467	NPC314186
Remote Similarity	0.6458	NPC309531
Remote Similarity	0.6458	NPC472102
Remote Similarity	0.6457	NPC307437
Remote Similarity	0.6457	NPC58827
Remote Similarity	0.6457	NPC72473
Remote Similarity	0.6456	NPC272458
Remote Similarity	0.6453	NPC90415
Remote Similarity	0.6447	NPC214626
Remote Similarity	0.6447	NPC177261
Remote Similarity	0.6447	NPC139085
Remote Similarity	0.6447	NPC96901
Remote Similarity	0.6447	NPC251212
Remote Similarity	0.6443	NPC471130
Remote Similarity	0.6442	NPC472116
Remote Similarity	0.6442	NPC97100
Remote Similarity	0.6442	NPC473375
Remote Similarity	0.6439	NPC473298
Remote Similarity	0.6436	NPC285923
Remote Similarity	0.6436	NPC243756
Remote Similarity	0.6432	NPC329833
Remote Similarity	0.6429	NPC130251
Remote Similarity	0.6422	NPC21425
Remote Similarity	0.642	NPC150863
Remote Similarity	0.6417	NPC237649
Remote Similarity	0.6417	NPC300596
Remote Similarity	0.6414	NPC475097
Remote Similarity	0.6414	NPC328611
Remote Similarity	0.6402	NPC225400
Remote Similarity	0.64	NPC182057
Remote Similarity	0.64	NPC147298
Remote Similarity	0.64	NPC131450
Remote Similarity	0.6398	NPC313985
Remote Similarity	0.6398	NPC81654
Remote Similarity	0.6398	NPC249150
Remote Similarity	0.6398	NPC264589
Remote Similarity	0.6398	NPC79129
Remote Similarity	0.6398	NPC49196
Remote Similarity	0.6398	NPC195461
Remote Similarity	0.6394	NPC19692
Remote Similarity	0.6394	NPC220151
Remote Similarity	0.639	NPC477998
Remote Similarity	0.6384	NPC280807
Remote Similarity	0.6381	NPC138615
Remote Similarity	0.6381	NPC50503
Remote Similarity	0.6381	NPC218733
Remote Similarity	0.6381	NPC265642
Remote Similarity	0.6381	NPC132874
Remote Similarity	0.6379	NPC192533
Remote Similarity	0.6374	NPC83214
Remote Similarity	0.6372	NPC471155
Remote Similarity	0.6372	NPC470786
Remote Similarity	0.6372	NPC472538
Remote Similarity	0.6368	NPC298320
Remote Similarity	0.6368	NPC471944
Remote Similarity	0.6364	NPC476425
Remote Similarity	0.6359	NPC25961
Remote Similarity	0.6358	NPC39818
Remote Similarity	0.6355	NPC301292
Remote Similarity	0.6355	NPC313112
Remote Similarity	0.6354	NPC113946
Remote Similarity	0.6351	NPC106118
Remote Similarity	0.635	NPC219848
Remote Similarity	0.6343	NPC270241
Remote Similarity	0.634	NPC199737
Remote Similarity	0.634	NPC88970
Remote Similarity	0.6329	NPC22476
Remote Similarity	0.6318	NPC256268
Remote Similarity	0.6318	NPC475094
Remote Similarity	0.6316	NPC122106
Remote Similarity	0.6313	NPC355
Remote Similarity	0.6311	NPC175474
Remote Similarity	0.6304	NPC301760
Remote Similarity	0.6294	NPC473484
Remote Similarity	0.6291	NPC471512
Remote Similarity	0.629	NPC136002
Remote Similarity	0.6287	NPC475685
Remote Similarity	0.628	NPC105055
Remote Similarity	0.628	NPC22689
Remote Similarity	0.6276	NPC470069
Remote Similarity	0.6276	NPC52059

Drug Structure

NPD5504 OpenBabel08211708292D 32 36 0 0 0 0 0 0 0 0999 V2000 1.7321 -1.0000 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 6.9282 0.0000 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 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.8660 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 1.7321 2.0000 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 -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 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 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 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 2.5981 1.5000 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 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 3.4641 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 -0.0000 3.0000 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 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 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 -3.4641 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 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 14 2 0 0 0 0 5 15 2 0 0 0 0 6 7 1 0 0 0 0 6 16 1 0 0 0 0 7 16 1 0 0 0 0 8 9 1 0 0 0 0 8 14 1 0 0 0 0 9 25 1 0 0 0 0 10 17 2 0 0 0 0 10 19 1 0 0 0 0 11 15 1 0 0 0 0 11 25 1 0 0 0 0 12 18 2 0 0 0 0 12 26 1 0 0 0 0 13 20 2 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 16 26 1 0 0 0 0 17 20 1 0 0 0 0 17 22 1 0 0 0 0 18 22 1 0 0 0 0 18 23 1 0 0 0 0 19 21 2 0 0 0 0 19 24 1 0 0 0 0 20 26 1 0 0 0 0 21 25 1 0 0 0 0 22 27 2 0 0 0 0 23 28 2 0 0 0 0 23 29 1 0 0 0 0 24 30 1 0 0 0 0 24 31 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013303
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	389.17
ALogP	-1.1815
MLogP	3.33
XLogP	4.452
HDA	6
HBD	2
Rotatable Bonds	6
TPSA	86.87
RO5 Violation	0