NPASS drugs

Drug Information

Drug ID:	NPD5195
Drug Name:	banoxantrone
Molecular Formula:	C22H28N4O6
Canonical SMILES:	O=C1c2c(NCCN(=O)(C)C)ccc(c2C(=O)c2c1c(O)ccc2O)NCCN(=O)(C)C
Standard InCHI:	InChI=1S/C22H28N4O6/c1-25(2,31)11-9-23-13-5-6-14(24-10-12-26(3,4)32)18-17(13)21(29)19-15(27)7-8-16(28)20(19)22(18)30/h5-8,23-24,27-28H,9-12H2,1-4H3
Standard InCHIKey:	YZBAXVICWUUHGG-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5195

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	269
0.1-0.2	1361
0.2-0.3	6041
0.3-0.4	7014
0.4-0.5	9998
0.5-0.6	5761
0.6-0.7	437
0.7-0.8	9
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	0.7677	NPC317727
Intermediate Similarity	0.7394	NPC471778
Intermediate Similarity	0.7366	NPC204867
Intermediate Similarity	0.7317	NPC133156
Intermediate Similarity	0.7263	NPC112336
Intermediate Similarity	0.7263	NPC474814
Intermediate Similarity	0.7104	NPC144691
Intermediate Similarity	0.701	NPC170333
Intermediate Similarity	0.7	NPC478075
Remote Similarity	0.6995	NPC126676
Remote Similarity	0.6995	NPC469671
Remote Similarity	0.6954	NPC298320
Remote Similarity	0.6947	NPC199737
Remote Similarity	0.6931	NPC5630
Remote Similarity	0.6923	NPC469732
Remote Similarity	0.6893	NPC316282
Remote Similarity	0.6888	NPC471743
Remote Similarity	0.6847	NPC474059
Remote Similarity	0.6834	NPC291305
Remote Similarity	0.6831	NPC297322
Remote Similarity	0.6822	NPC25961
Remote Similarity	0.6818	NPC474815
Remote Similarity	0.6796	NPC238108
Remote Similarity	0.6771	NPC285254
Remote Similarity	0.6763	NPC303214
Remote Similarity	0.6754	NPC313720
Remote Similarity	0.6754	NPC17160
Remote Similarity	0.6738	NPC241392
Remote Similarity	0.6732	NPC203628
Remote Similarity	0.6716	NPC470317
Remote Similarity	0.6699	NPC218733
Remote Similarity	0.6699	NPC138615
Remote Similarity	0.6699	NPC265642
Remote Similarity	0.6699	NPC132874
Remote Similarity	0.6697	NPC298449
Remote Similarity	0.6682	NPC212123
Remote Similarity	0.6682	NPC232600
Remote Similarity	0.6667	NPC295531
Remote Similarity	0.6651	NPC90185
Remote Similarity	0.6651	NPC207873
Remote Similarity	0.6651	NPC100573
Remote Similarity	0.6636	NPC220337
Remote Similarity	0.6632	NPC93653
Remote Similarity	0.6632	NPC27904
Remote Similarity	0.6631	NPC476444
Remote Similarity	0.6619	NPC17677
Remote Similarity	0.6618	NPC206109
Remote Similarity	0.6618	NPC114039
Remote Similarity	0.6606	NPC134702
Remote Similarity	0.6602	NPC313293
Remote Similarity	0.6599	NPC472118
Remote Similarity	0.659	NPC474366
Remote Similarity	0.6584	NPC472163
Remote Similarity	0.6578	NPC146370
Remote Similarity	0.6575	NPC114468
Remote Similarity	0.6573	NPC15987
Remote Similarity	0.6573	NPC288759
Remote Similarity	0.657	NPC1820
Remote Similarity	0.656	NPC295479
Remote Similarity	0.656	NPC220241
Remote Similarity	0.6554	NPC306765
Remote Similarity	0.6552	NPC469973
Remote Similarity	0.6545	NPC148391
Remote Similarity	0.6537	NPC150308
Remote Similarity	0.653	NPC305542
Remote Similarity	0.6528	NPC222561
Remote Similarity	0.6528	NPC198160
Remote Similarity	0.6526	NPC471489
Remote Similarity	0.6519	NPC253476
Remote Similarity	0.6518	NPC118189
Remote Similarity	0.6518	NPC7560
Remote Similarity	0.6517	NPC471530
Remote Similarity	0.6513	NPC475983
Remote Similarity	0.6512	NPC301292
Remote Similarity	0.6512	NPC313112
Remote Similarity	0.6509	NPC107828
Remote Similarity	0.6509	NPC90358
Remote Similarity	0.6507	NPC45850
Remote Similarity	0.65	NPC30749
Remote Similarity	0.6492	NPC68967
Remote Similarity	0.6486	NPC43477
Remote Similarity	0.6484	NPC218303
Remote Similarity	0.6483	NPC208522
Remote Similarity	0.6482	NPC292265
Remote Similarity	0.6471	NPC2905
Remote Similarity	0.6471	NPC176113
Remote Similarity	0.6455	NPC2672
Remote Similarity	0.6455	NPC116178
Remote Similarity	0.6453	NPC70092
Remote Similarity	0.6452	NPC308943
Remote Similarity	0.6449	NPC136573
Remote Similarity	0.6449	NPC176371
Remote Similarity	0.6444	NPC76478
Remote Similarity	0.6443	NPC469428
Remote Similarity	0.6441	NPC470001
Remote Similarity	0.6441	NPC470002
Remote Similarity	0.6436	NPC472242
Remote Similarity	0.6425	NPC321166
Remote Similarity	0.6425	NPC217903
Remote Similarity	0.6419	NPC1464
Remote Similarity	0.6413	NPC469727
Remote Similarity	0.6411	NPC92803
Remote Similarity	0.6409	NPC9894
Remote Similarity	0.6408	NPC49184
Remote Similarity	0.6405	NPC185172
Remote Similarity	0.6398	NPC230313
Remote Similarity	0.6398	NPC21483
Remote Similarity	0.6398	NPC198205
Remote Similarity	0.6394	NPC18890
Remote Similarity	0.6394	NPC477998
Remote Similarity	0.639	NPC314659
Remote Similarity	0.6385	NPC112752
Remote Similarity	0.6385	NPC311054
Remote Similarity	0.6385	NPC39528
Remote Similarity	0.6384	NPC182853
Remote Similarity	0.638	NPC119722
Remote Similarity	0.6377	NPC87391
Remote Similarity	0.6376	NPC13249
Remote Similarity	0.6364	NPC299582
Remote Similarity	0.6364	NPC269449
Remote Similarity	0.636	NPC122886
Remote Similarity	0.636	NPC115588
Remote Similarity	0.6359	NPC471742
Remote Similarity	0.6355	NPC241263
Remote Similarity	0.6351	NPC268223
Remote Similarity	0.635	NPC314693
Remote Similarity	0.6347	NPC330683
Remote Similarity	0.6347	NPC329567
Remote Similarity	0.6346	NPC206186
Remote Similarity	0.6346	NPC21425
Remote Similarity	0.6344	NPC251071
Remote Similarity	0.6341	NPC197335
Remote Similarity	0.6339	NPC110609
Remote Similarity	0.6339	NPC246693
Remote Similarity	0.6339	NPC242358
Remote Similarity	0.6338	NPC198390
Remote Similarity	0.6337	NPC329338
Remote Similarity	0.6337	NPC469726
Remote Similarity	0.6333	NPC22476
Remote Similarity	0.633	NPC225400
Remote Similarity	0.6327	NPC36495
Remote Similarity	0.6324	NPC316574
Remote Similarity	0.6321	NPC243626
Remote Similarity	0.6321	NPC469815
Remote Similarity	0.6321	NPC469816
Remote Similarity	0.6318	NPC477160
Remote Similarity	0.6316	NPC329790
Remote Similarity	0.6316	NPC183805
Remote Similarity	0.6313	NPC189116
Remote Similarity	0.6308	NPC234933
Remote Similarity	0.6308	NPC100863
Remote Similarity	0.6301	NPC270918
Remote Similarity	0.6301	NPC471155
Remote Similarity	0.6301	NPC472538
Remote Similarity	0.6301	NPC470786
Remote Similarity	0.6298	NPC33902
Remote Similarity	0.6298	NPC276674
Remote Similarity	0.6298	NPC288854
Remote Similarity	0.6296	NPC323798
Remote Similarity	0.6295	NPC234772
Remote Similarity	0.6293	NPC283810
Remote Similarity	0.6293	NPC166169
Remote Similarity	0.6293	NPC85613
Remote Similarity	0.6286	NPC45389
Remote Similarity	0.6284	NPC87714
Remote Similarity	0.6278	NPC1991
Remote Similarity	0.6278	NPC96915
Remote Similarity	0.6277	NPC472241
Remote Similarity	0.6273	NPC270241
Remote Similarity	0.6271	NPC151171
Remote Similarity	0.6267	NPC126556
Remote Similarity	0.6267	NPC96730
Remote Similarity	0.6266	NPC49547
Remote Similarity	0.6264	NPC146647
Remote Similarity	0.6264	NPC34414
Remote Similarity	0.6262	NPC470021
Remote Similarity	0.6257	NPC305060
Remote Similarity	0.6256	NPC276657
Remote Similarity	0.6256	NPC477161
Remote Similarity	0.6255	NPC154922
Remote Similarity	0.625	NPC182131
Remote Similarity	0.625	NPC55470
Remote Similarity	0.625	NPC132751
Remote Similarity	0.6239	NPC41216
Remote Similarity	0.6238	NPC318183
Remote Similarity	0.6238	NPC320088
Remote Similarity	0.6237	NPC43218
Remote Similarity	0.6237	NPC159722
Remote Similarity	0.6237	NPC281513
Remote Similarity	0.6237	NPC22222
Remote Similarity	0.6233	NPC23080
Remote Similarity	0.6233	NPC219087
Remote Similarity	0.6233	NPC193906
Remote Similarity	0.6232	NPC477159
Remote Similarity	0.6231	NPC139506
Remote Similarity	0.6231	NPC292143
Remote Similarity	0.623	NPC55949
Remote Similarity	0.623	NPC470579
Remote Similarity	0.6228	NPC329830
Remote Similarity	0.6225	NPC132385

Drug Structure

NPD5195 OpenBabel08211706322D 36 38 0 0 0 0 0 0 0 0999 V2000 1.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 -3.0000 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 8.4282 -4.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 26 1 0 0 0 0 4 26 1 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 11 1 0 0 0 0 9 23 1 0 0 0 0 10 12 1 0 0 0 0 10 24 1 0 0 0 0 11 25 1 0 0 0 0 12 26 1 0 0 0 0 13 17 2 0 0 0 0 13 23 1 0 0 0 0 14 18 2 0 0 0 0 14 24 1 0 0 0 0 15 19 2 0 0 0 0 15 27 1 0 0 0 0 16 20 2 0 0 0 0 16 28 1 0 0 0 0 17 18 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 21 29 2 0 0 0 0 22 30 2 0 0 0 0 23 33 1 0 0 0 0 24 34 1 0 0 0 0 25 31 2 0 0 0 0 26 32 2 0 0 0 0 27 35 1 0 0 0 0 28 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004657
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	444.20
ALogP
MLogP	2.78
XLogP
HDA	6
HBD	4
Rotatable Bonds	14
TPSA	132.8
RO5 Violation	0