NPASS drugs

Drug Information

Drug ID:	NPD2010
Drug Name:	Amonafide
Molecular Formula:	C16H17N3O2
Canonical SMILES:	CN(CCn1c(=O)c2cc(N)cc3c2c(c1=O)ccc3)C
Standard InCHI:	InChI=1S/C16H17N3O2/c1-18(2)6-7-19-15(20)12-5-3-4-10-8-11(17)9-13(14(10)12)16(19)21/h3-5,8-9H,6-7,17H2,1-2H3
Standard InCHIKey:	UPALIKSFLSVKIS-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2010

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	1716
0.2-0.3	8190
0.3-0.4	11530
0.4-0.5	7016
0.5-0.6	1901
0.6-0.7	282
0.7-0.8	18
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	0.7664	NPC226143
Intermediate Similarity	0.7413	NPC322433
Intermediate Similarity	0.7394	NPC192533
Intermediate Similarity	0.7329	NPC126458
Intermediate Similarity	0.7222	NPC79698
Intermediate Similarity	0.7181	NPC162417
Intermediate Similarity	0.7181	NPC316104
Intermediate Similarity	0.7162	NPC473962
Intermediate Similarity	0.7143	NPC472245
Intermediate Similarity	0.7135	NPC470205
Intermediate Similarity	0.7135	NPC470317
Intermediate Similarity	0.7133	NPC268534
Intermediate Similarity	0.7124	NPC471164
Intermediate Similarity	0.7105	NPC83214
Intermediate Similarity	0.7063	NPC257490
Intermediate Similarity	0.7037	NPC55529
Intermediate Similarity	0.7037	NPC222029
Intermediate Similarity	0.7015	NPC473418
Remote Similarity	0.6993	NPC27833
Remote Similarity	0.6993	NPC469560
Remote Similarity	0.6986	NPC472244
Remote Similarity	0.6986	NPC470343
Remote Similarity	0.6978	NPC57051
Remote Similarity	0.6959	NPC150863
Remote Similarity	0.6954	NPC133003
Remote Similarity	0.6948	NPC130251
Remote Similarity	0.6937	NPC66936
Remote Similarity	0.6923	NPC177684
Remote Similarity	0.6923	NPC291962
Remote Similarity	0.6913	NPC280807
Remote Similarity	0.6913	NPC314431
Remote Similarity	0.6894	NPC117032
Remote Similarity	0.6893	NPC313293
Remote Similarity	0.689	NPC276085
Remote Similarity	0.6889	NPC167336
Remote Similarity	0.6875	NPC161956
Remote Similarity	0.6875	NPC258531
Remote Similarity	0.6875	NPC279385
Remote Similarity	0.6875	NPC112373
Remote Similarity	0.6875	NPC179605
Remote Similarity	0.6828	NPC103292
Remote Similarity	0.68	NPC471742
Remote Similarity	0.6797	NPC300299
Remote Similarity	0.6795	NPC2823
Remote Similarity	0.677	NPC473329
Remote Similarity	0.6753	NPC471123
Remote Similarity	0.6746	NPC475248
Remote Similarity	0.6746	NPC63047
Remote Similarity	0.6735	NPC254698
Remote Similarity	0.6733	NPC209389
Remote Similarity	0.6731	NPC472243
Remote Similarity	0.6712	NPC475915
Remote Similarity	0.6708	NPC109787
Remote Similarity	0.6707	NPC469741
Remote Similarity	0.6705	NPC14849
Remote Similarity	0.6691	NPC38262
Remote Similarity	0.6688	NPC301760
Remote Similarity	0.6686	NPC279527
Remote Similarity	0.6686	NPC214960
Remote Similarity	0.6667	NPC84317
Remote Similarity	0.6667	NPC434
Remote Similarity	0.6667	NPC172170
Remote Similarity	0.6667	NPC189116
Remote Similarity	0.6646	NPC472241
Remote Similarity	0.6629	NPC141612
Remote Similarity	0.6629	NPC135601
Remote Similarity	0.6629	NPC17273
Remote Similarity	0.6624	NPC315051
Remote Similarity	0.6611	NPC324091
Remote Similarity	0.6608	NPC472118
Remote Similarity	0.6604	NPC469537
Remote Similarity	0.6601	NPC207428
Remote Similarity	0.659	NPC328611
Remote Similarity	0.6587	NPC154478
Remote Similarity	0.6584	NPC478039
Remote Similarity	0.6579	NPC179224
Remote Similarity	0.6571	NPC182057
Remote Similarity	0.6571	NPC147298
Remote Similarity	0.6571	NPC131450
Remote Similarity	0.6568	NPC113056
Remote Similarity	0.6568	NPC138293
Remote Similarity	0.6566	NPC63370
Remote Similarity	0.6566	NPC36836
Remote Similarity	0.6561	NPC319645
Remote Similarity	0.6554	NPC39818
Remote Similarity	0.6552	NPC471743
Remote Similarity	0.6548	NPC248117
Remote Similarity	0.6544	NPC291610
Remote Similarity	0.6544	NPC239854
Remote Similarity	0.6533	NPC474926
Remote Similarity	0.6532	NPC161861
Remote Similarity	0.6532	NPC242269
Remote Similarity	0.6527	NPC61013
Remote Similarity	0.6527	NPC104345
Remote Similarity	0.6522	NPC472242
Remote Similarity	0.6517	NPC21429
Remote Similarity	0.6509	NPC99632
Remote Similarity	0.6509	NPC282339
Remote Similarity	0.6507	NPC220698
Remote Similarity	0.65	NPC478040
Remote Similarity	0.6494	NPC470548
Remote Similarity	0.6494	NPC53044
Remote Similarity	0.6491	NPC182131
Remote Similarity	0.6488	NPC36495
Remote Similarity	0.6488	NPC193410
Remote Similarity	0.6478	NPC470301
Remote Similarity	0.6474	NPC318183
Remote Similarity	0.6466	NPC256452
Remote Similarity	0.646	NPC136002
Remote Similarity	0.6453	NPC473484
Remote Similarity	0.645	NPC225319
Remote Similarity	0.645	NPC472102
Remote Similarity	0.645	NPC309531
Remote Similarity	0.6441	NPC286994
Remote Similarity	0.6437	NPC96901
Remote Similarity	0.6429	NPC113946
Remote Similarity	0.6429	NPC79618
Remote Similarity	0.6415	NPC242933
Remote Similarity	0.6415	NPC207554
Remote Similarity	0.6414	NPC473573
Remote Similarity	0.6412	NPC194881
Remote Similarity	0.6412	NPC191444
Remote Similarity	0.641	NPC474473
Remote Similarity	0.641	NPC313352
Remote Similarity	0.64	NPC248862
Remote Similarity	0.6392	NPC122553
Remote Similarity	0.6387	NPC40364
Remote Similarity	0.6384	NPC475094
Remote Similarity	0.6375	NPC471574
Remote Similarity	0.6375	NPC22082
Remote Similarity	0.6375	NPC186284
Remote Similarity	0.6374	NPC271797
Remote Similarity	0.6374	NPC21174
Remote Similarity	0.6364	NPC187231
Remote Similarity	0.6364	NPC470926
Remote Similarity	0.6358	NPC167724
Remote Similarity	0.6358	NPC314186
Remote Similarity	0.6358	NPC223595
Remote Similarity	0.6358	NPC70949
Remote Similarity	0.6358	NPC224970
Remote Similarity	0.6357	NPC473498
Remote Similarity	0.6353	NPC315368
Remote Similarity	0.6353	NPC201424
Remote Similarity	0.6347	NPC295021
Remote Similarity	0.6345	NPC246904
Remote Similarity	0.6343	NPC329430
Remote Similarity	0.6343	NPC177261
Remote Similarity	0.6339	NPC473298
Remote Similarity	0.6337	NPC71132
Remote Similarity	0.6336	NPC176858
Remote Similarity	0.6331	NPC123241
Remote Similarity	0.6331	NPC477887
Remote Similarity	0.6325	NPC243756
Remote Similarity	0.6325	NPC154602
Remote Similarity	0.6323	NPC314098
Remote Similarity	0.6319	NPC313850
Remote Similarity	0.6316	NPC176983
Remote Similarity	0.6316	NPC108800
Remote Similarity	0.631	NPC473297
Remote Similarity	0.6286	NPC292265
Remote Similarity	0.6286	NPC355
Remote Similarity	0.6284	NPC228515
Remote Similarity	0.628	NPC470579
Remote Similarity	0.628	NPC470440
Remote Similarity	0.6277	NPC75496
Remote Similarity	0.6275	NPC119326
Remote Similarity	0.6272	NPC29285
Remote Similarity	0.6269	NPC308943
Remote Similarity	0.625	NPC139085
Remote Similarity	0.625	NPC214626
Remote Similarity	0.625	NPC251212
Remote Similarity	0.6241	NPC45033
Remote Similarity	0.6236	NPC237188
Remote Similarity	0.6235	NPC76982
Remote Similarity	0.6221	NPC472117
Remote Similarity	0.6221	NPC472120
Remote Similarity	0.6221	NPC472101
Remote Similarity	0.6221	NPC293458
Remote Similarity	0.6209	NPC49184
Remote Similarity	0.62	NPC316582
Remote Similarity	0.6198	NPC317701
Remote Similarity	0.6196	NPC308197
Remote Similarity	0.6188	NPC287358
Remote Similarity	0.6186	NPC222561
Remote Similarity	0.6185	NPC265100
Remote Similarity	0.6184	NPC2982
Remote Similarity	0.6183	NPC17497
Remote Similarity	0.6183	NPC305602
Remote Similarity	0.6182	NPC324445
Remote Similarity	0.618	NPC151635
Remote Similarity	0.618	NPC264482
Remote Similarity	0.618	NPC203202
Remote Similarity	0.6174	NPC229353
Remote Similarity	0.617	NPC472540
Remote Similarity	0.617	NPC472539
Remote Similarity	0.617	NPC470787
Remote Similarity	0.6169	NPC252794
Remote Similarity	0.6163	NPC474058
Remote Similarity	0.6163	NPC27904
Remote Similarity	0.6154	NPC194562

Drug Structure

NPD2010 OpenBabel08211701392D 23 25 0 0 0 0 0 0 0 0999 V2000 -3.3178 -0.0171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4809 -1.4494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3397 0.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3355 0.9856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5094 -0.4601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6589 -0.0085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8270 -0.4831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4879 2.4365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8230 2.4265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4950 1.4709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6533 2.9116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6650 0.0097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8174 1.4606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6647 0.9859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8298 -0.4783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0178 0.9726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 3.8719 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4859 -0.4917 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 0.8326 -1.4416 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8577 1.4444 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4769 4.3568 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8135 4.3474 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 12 2 0 0 0 0 6 7 1 0 0 0 0 6 18 1 0 0 0 0 7 19 1 0 0 0 0 8 10 2 0 0 0 0 8 11 1 0 0 0 0 9 11 2 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 13 14 2 0 0 0 0 13 16 1 0 0 0 0 15 19 1 0 0 0 0 15 20 2 0 0 0 0 16 19 1 0 0 0 0 16 21 2 0 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002681
DrugBank	DB05022
ChEMBL	CHEMBL428676
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	50515
ChEBI	94661
CAS Number	69408-81-7

Drug Properties

Molecular Weight	283.13
ALogP	-1.2672
MLogP	2.67
XLogP	1.429
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	66.64
RO5 Violation	0