NPASS drugs

Drug Information

Drug ID:	NPD4045
Drug Name:	Lucanthone
Molecular Formula:	C20H24N2OS
Canonical SMILES:	CCN(CCNc1ccc(c2c1c(=O)c1c(s2)cccc1)C)CC
Standard InCHI:	InChI=1S/C20H24N2OS/c1-4-22(5-2)13-12-21-16-11-10-14(3)20-18(16)19(23)15-8-6-7-9-17(15)24-20/h6-11,21H,4-5,12-13H2,1-3H3
Standard InCHIKey:	FBQPGGIHOFZRGH-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4045

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	310
0.1-0.2	2272
0.2-0.3	10069
0.3-0.4	12441
0.4-0.5	4287
0.5-0.6	1344
0.6-0.7	146
0.7-0.8	21
0.8-0.85	0
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	0.7724	NPC268534
Intermediate Similarity	0.7655	NPC257490
Intermediate Similarity	0.7586	NPC279385
Intermediate Similarity	0.7586	NPC179605
Intermediate Similarity	0.7534	NPC103292
Intermediate Similarity	0.7517	NPC291962
Intermediate Similarity	0.7517	NPC177684
Intermediate Similarity	0.7517	NPC226143
Intermediate Similarity	0.7466	NPC258531
Intermediate Similarity	0.7466	NPC112373
Intermediate Similarity	0.7466	NPC161956
Intermediate Similarity	0.7303	NPC209389
Intermediate Similarity	0.729	NPC316104
Intermediate Similarity	0.729	NPC162417
Intermediate Similarity	0.7125	NPC2823
Intermediate Similarity	0.7125	NPC471164
Intermediate Similarity	0.7107	NPC83214
Intermediate Similarity	0.7099	NPC136002
Intermediate Similarity	0.7039	NPC192533
Intermediate Similarity	0.7039	NPC470317
Intermediate Similarity	0.702	NPC39818
Remote Similarity	0.6994	NPC470822
Remote Similarity	0.6939	NPC471741
Remote Similarity	0.6923	NPC472245
Remote Similarity	0.6923	NPC172170
Remote Similarity	0.6918	NPC300299
Remote Similarity	0.6914	NPC471574
Remote Similarity	0.6863	NPC254698
Remote Similarity	0.6818	NPC472118
Remote Similarity	0.6811	NPC313293
Remote Similarity	0.6805	NPC117032
Remote Similarity	0.6774	NPC470343
Remote Similarity	0.6774	NPC472244
Remote Similarity	0.6752	NPC150863
Remote Similarity	0.6709	NPC194562
Remote Similarity	0.6709	NPC280807
Remote Similarity	0.6709	NPC314431
Remote Similarity	0.6685	NPC318183
Remote Similarity	0.6685	NPC292265
Remote Similarity	0.6667	NPC472241
Remote Similarity	0.6667	NPC471743
Remote Similarity	0.6644	NPC57051
Remote Similarity	0.6627	NPC478040
Remote Similarity	0.6604	NPC477432
Remote Similarity	0.657	NPC295021
Remote Similarity	0.6548	NPC472242
Remote Similarity	0.6545	NPC472243
Remote Similarity	0.6545	NPC207554
Remote Similarity	0.6543	NPC253476
Remote Similarity	0.6541	NPC471742
Remote Similarity	0.6529	NPC237649
Remote Similarity	0.6529	NPC300596
Remote Similarity	0.6516	NPC475915
Remote Similarity	0.6505	NPC133003
Remote Similarity	0.6503	NPC173295
Remote Similarity	0.65	NPC473417
Remote Similarity	0.6491	NPC144691
Remote Similarity	0.6489	NPC103119
Remote Similarity	0.6455	NPC324091
Remote Similarity	0.645	NPC313850
Remote Similarity	0.6441	NPC469741
Remote Similarity	0.6441	NPC293458
Remote Similarity	0.6438	NPC167336
Remote Similarity	0.642	NPC53044
Remote Similarity	0.6415	NPC322433
Remote Similarity	0.6413	NPC475094
Remote Similarity	0.6407	NPC43477
Remote Similarity	0.6404	NPC138293
Remote Similarity	0.6404	NPC113056
Remote Similarity	0.6395	NPC473329
Remote Similarity	0.6383	NPC135601
Remote Similarity	0.6383	NPC17273
Remote Similarity	0.6383	NPC141612
Remote Similarity	0.638	NPC130655
Remote Similarity	0.6375	NPC58827
Remote Similarity	0.6375	NPC307437
Remote Similarity	0.6375	NPC72473
Remote Similarity	0.6364	NPC61013
Remote Similarity	0.6364	NPC222029
Remote Similarity	0.6347	NPC130251
Remote Similarity	0.6333	NPC214960
Remote Similarity	0.6333	NPC279527
Remote Similarity	0.6328	NPC276085
Remote Similarity	0.6319	NPC40364
Remote Similarity	0.6313	NPC189116
Remote Similarity	0.6298	NPC224970
Remote Similarity	0.6298	NPC223595
Remote Similarity	0.6298	NPC167724
Remote Similarity	0.6296	NPC187231
Remote Similarity	0.6292	NPC248117
Remote Similarity	0.6292	NPC27904
Remote Similarity	0.6287	NPC469560
Remote Similarity	0.6284	NPC252572
Remote Similarity	0.6277	NPC21429
Remote Similarity	0.6271	NPC123241
Remote Similarity	0.627	NPC284775
Remote Similarity	0.6258	NPC126458
Remote Similarity	0.6243	NPC49184
Remote Similarity	0.6236	NPC154478
Remote Similarity	0.6236	NPC36495
Remote Similarity	0.6236	NPC193410
Remote Similarity	0.6233	NPC291610
Remote Similarity	0.623	NPC255909
Remote Similarity	0.6223	NPC470205
Remote Similarity	0.6222	NPC204867
Remote Similarity	0.6222	NPC271797
Remote Similarity	0.6222	NPC21174
Remote Similarity	0.6221	NPC478039
Remote Similarity	0.622	NPC207428
Remote Similarity	0.6218	NPC272458
Remote Similarity	0.6215	NPC84317
Remote Similarity	0.6213	NPC301760
Remote Similarity	0.6213	NPC316202
Remote Similarity	0.6211	NPC252794
Remote Similarity	0.6201	NPC93653
Remote Similarity	0.6199	NPC130797
Remote Similarity	0.6199	NPC314186
Remote Similarity	0.6188	NPC115232
Remote Similarity	0.6186	NPC326422
Remote Similarity	0.6175	NPC471943
Remote Similarity	0.6171	NPC314223
Remote Similarity	0.617	NPC191415
Remote Similarity	0.6168	NPC471123
Remote Similarity	0.6167	NPC99632
Remote Similarity	0.6167	NPC282339
Remote Similarity	0.6159	NPC316746
Remote Similarity	0.6154	NPC182131
Remote Similarity	0.6154	NPC315051
Remote Similarity	0.6149	NPC328877
Remote Similarity	0.6135	NPC328590
Remote Similarity	0.6129	NPC151635
Remote Similarity	0.612	NPC70949
Remote Similarity	0.6118	NPC470301
Remote Similarity	0.6111	NPC472102
Remote Similarity	0.6111	NPC309531
Remote Similarity	0.6108	NPC177261
Remote Similarity	0.6099	NPC471130
Remote Similarity	0.6099	NPC299582
Remote Similarity	0.6093	NPC302790
Remote Similarity	0.6091	NPC272483
Remote Similarity	0.609	NPC313673
Remote Similarity	0.6089	NPC76982
Remote Similarity	0.608	NPC66936
Remote Similarity	0.6077	NPC88970
Remote Similarity	0.6075	NPC470548
Remote Similarity	0.607	NPC317701
Remote Similarity	0.6054	NPC355
Remote Similarity	0.6051	NPC192209
Remote Similarity	0.6051	NPC313449
Remote Similarity	0.6047	NPC314287
Remote Similarity	0.6047	NPC469537
Remote Similarity	0.6043	NPC264482
Remote Similarity	0.6043	NPC203202
Remote Similarity	0.6041	NPC102592
Remote Similarity	0.6041	NPC79356
Remote Similarity	0.604	NPC38262
Remote Similarity	0.604	NPC88115
Remote Similarity	0.6037	NPC122235
Remote Similarity	0.6033	NPC475248
Remote Similarity	0.6033	NPC63047
Remote Similarity	0.6032	NPC73994
Remote Similarity	0.6022	NPC242269
Remote Similarity	0.6021	NPC477003
Remote Similarity	0.602	NPC304203
Remote Similarity	0.6012	NPC119326
Remote Similarity	0.6011	NPC14849
Remote Similarity	0.6	NPC476460
Remote Similarity	0.5989	NPC469726
Remote Similarity	0.5989	NPC329338
Remote Similarity	0.5989	NPC176983
Remote Similarity	0.5989	NPC469529
Remote Similarity	0.598	NPC175916
Remote Similarity	0.5979	NPC473666
Remote Similarity	0.5976	NPC145754
Remote Similarity	0.5969	NPC117027
Remote Similarity	0.5968	NPC6982
Remote Similarity	0.5967	NPC474791
Remote Similarity	0.5966	NPC321617
Remote Similarity	0.5966	NPC109787
Remote Similarity	0.5964	NPC314098
Remote Similarity	0.5957	NPC475607
Remote Similarity	0.5956	NPC328270
Remote Similarity	0.5951	NPC79698
Remote Similarity	0.5951	NPC66699
Remote Similarity	0.595	NPC106118
Remote Similarity	0.5947	NPC283810
Remote Similarity	0.5947	NPC88110
Remote Similarity	0.5947	NPC85613
Remote Similarity	0.5943	NPC470579
Remote Similarity	0.5943	NPC467188
Remote Similarity	0.5943	NPC264589
Remote Similarity	0.5941	NPC122553
Remote Similarity	0.5941	NPC106757
Remote Similarity	0.5938	NPC467063
Remote Similarity	0.5938	NPC97584
Remote Similarity	0.5931	NPC225400
Remote Similarity	0.5928	NPC14994
Remote Similarity	0.5926	NPC186669
Remote Similarity	0.5926	NPC474081
Remote Similarity	0.5924	NPC71132

Drug Structure

NPD4045 OpenBabel08211704332D 25 27 0 0 0 0 0 0 0 0999 V2000 2.5981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 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 3.4641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 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 -2.5981 -0.5000 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 -1.7321 -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 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 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 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 -1.5000 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 -0.8660 -0.5000 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 0.0000 -2.0000 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 1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 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 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 14 1 0 0 0 0 4 22 1 0 0 0 0 5 22 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 15 2 0 0 0 0 9 17 2 0 0 0 0 10 11 2 0 0 0 0 10 14 1 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 12 21 1 0 0 0 0 13 22 1 0 0 0 0 14 20 2 0 0 0 0 15 17 1 0 0 0 0 15 19 1 0 0 0 0 16 18 2 0 0 0 0 16 21 1 0 0 0 0 17 24 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 19 23 2 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001003
DrugBank	DB04967
ChEMBL	CHEMBL279014
IUPHAR/BPS
PharmaGKB	PA164748783
KEGG Drug
PubChem CID	10180
ChEBI	51052
CAS Number	479-50-5

Drug Properties

Molecular Weight	340.16
ALogP	1.2902
MLogP	3.22
XLogP	4.216
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	57.64
RO5 Violation	0