NPASS drugs

Drug Information

Drug ID:	NPD4561
Drug Name:	teloxantrone
Molecular Formula:	C21H25N5O4
Canonical SMILES:	OCCNCCn1nc2c3c1ccc(c3c(=O)c1c2c(O)ccc1O)NCCNC
Standard InCHI:	InChI=1S/C21H25N5O4/c1-22-6-7-24-12-2-3-13-17-16(12)21(30)19-15(29)5-4-14(28)18(19)20(17)25-26(13)10-8-23-9-11-27/h2-5,22-24,27-29H,6-11H2,1H3
Standard InCHIKey:	XASBSYHEEHVCSJ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4561

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	339
0.1-0.2	1753
0.2-0.3	8594
0.3-0.4	6284
0.4-0.5	10357
0.5-0.6	2638
0.6-0.7	906
0.7-0.8	19
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	0.7534	NPC472193
Intermediate Similarity	0.7304	NPC9894
Intermediate Similarity	0.7247	NPC208522
Intermediate Similarity	0.7172	NPC473187
Intermediate Similarity	0.716	NPC132385
Intermediate Similarity	0.7159	NPC45048
Intermediate Similarity	0.7155	NPC23294
Intermediate Similarity	0.7124	NPC219087
Intermediate Similarity	0.7121	NPC279589
Intermediate Similarity	0.7112	NPC303951
Intermediate Similarity	0.708	NPC178858
Intermediate Similarity	0.7076	NPC293151
Intermediate Similarity	0.7076	NPC469727
Intermediate Similarity	0.7059	NPC276657
Intermediate Similarity	0.7049	NPC49547
Intermediate Similarity	0.7033	NPC477549
Intermediate Similarity	0.7026	NPC210828
Intermediate Similarity	0.7026	NPC86834
Intermediate Similarity	0.7004	NPC6786
Remote Similarity	0.698	NPC207686
Remote Similarity	0.698	NPC132329
Remote Similarity	0.6974	NPC317727
Remote Similarity	0.6971	NPC51388
Remote Similarity	0.6966	NPC234999
Remote Similarity	0.6966	NPC309845
Remote Similarity	0.6953	NPC171787
Remote Similarity	0.6917	NPC150239
Remote Similarity	0.691	NPC183777
Remote Similarity	0.691	NPC270918
Remote Similarity	0.6891	NPC469928
Remote Similarity	0.689	NPC63971
Remote Similarity	0.689	NPC91868
Remote Similarity	0.689	NPC270515
Remote Similarity	0.6885	NPC74575
Remote Similarity	0.6875	NPC128751
Remote Similarity	0.687	NPC474701
Remote Similarity	0.687	NPC477112
Remote Similarity	0.6864	NPC294375
Remote Similarity	0.686	NPC478083
Remote Similarity	0.6853	NPC476098
Remote Similarity	0.6846	NPC89549
Remote Similarity	0.6844	NPC319232
Remote Similarity	0.6844	NPC469497
Remote Similarity	0.6844	NPC24370
Remote Similarity	0.6844	NPC106833
Remote Similarity	0.6838	NPC160898
Remote Similarity	0.6838	NPC283117
Remote Similarity	0.6836	NPC67401
Remote Similarity	0.6836	NPC473188
Remote Similarity	0.6835	NPC475778
Remote Similarity	0.6835	NPC12344
Remote Similarity	0.6833	NPC247803
Remote Similarity	0.6831	NPC322482
Remote Similarity	0.682	NPC322064
Remote Similarity	0.682	NPC3207
Remote Similarity	0.6815	NPC329631
Remote Similarity	0.6813	NPC41501
Remote Similarity	0.6812	NPC153042
Remote Similarity	0.6805	NPC74360
Remote Similarity	0.6802	NPC14288
Remote Similarity	0.68	NPC246700
Remote Similarity	0.6798	NPC276517
Remote Similarity	0.6793	NPC220337
Remote Similarity	0.679	NPC220851
Remote Similarity	0.6789	NPC274640
Remote Similarity	0.6784	NPC107836
Remote Similarity	0.6784	NPC218388
Remote Similarity	0.6781	NPC134848
Remote Similarity	0.6778	NPC237740
Remote Similarity	0.6778	NPC118228
Remote Similarity	0.6776	NPC214142
Remote Similarity	0.6766	NPC53344
Remote Similarity	0.6761	NPC326363
Remote Similarity	0.6761	NPC95240
Remote Similarity	0.6752	NPC314648
Remote Similarity	0.6751	NPC5145
Remote Similarity	0.675	NPC203614
Remote Similarity	0.675	NPC204491
Remote Similarity	0.675	NPC330009
Remote Similarity	0.6748	NPC261251
Remote Similarity	0.6747	NPC284888
Remote Similarity	0.6733	NPC184225
Remote Similarity	0.6733	NPC15801
Remote Similarity	0.6731	NPC472589
Remote Similarity	0.6724	NPC249040
Remote Similarity	0.6722	NPC27041
Remote Similarity	0.6721	NPC100547
Remote Similarity	0.6721	NPC253580
Remote Similarity	0.6718	NPC472588
Remote Similarity	0.6708	NPC174760
Remote Similarity	0.6707	NPC470018
Remote Similarity	0.6707	NPC321592
Remote Similarity	0.6707	NPC54803
Remote Similarity	0.6705	NPC181081
Remote Similarity	0.6695	NPC478075
Remote Similarity	0.6694	NPC46561
Remote Similarity	0.6694	NPC322135
Remote Similarity	0.6694	NPC264285
Remote Similarity	0.6694	NPC223409
Remote Similarity	0.6692	NPC478080
Remote Similarity	0.6681	NPC470020
Remote Similarity	0.6681	NPC45850
Remote Similarity	0.668	NPC74969
Remote Similarity	0.668	NPC124920
Remote Similarity	0.668	NPC118559
Remote Similarity	0.668	NPC34580
Remote Similarity	0.668	NPC478078
Remote Similarity	0.668	NPC280799
Remote Similarity	0.668	NPC470126
Remote Similarity	0.668	NPC323752
Remote Similarity	0.668	NPC304307
Remote Similarity	0.668	NPC157931
Remote Similarity	0.6667	NPC156704
Remote Similarity	0.6667	NPC316282
Remote Similarity	0.6667	NPC179287
Remote Similarity	0.6667	NPC39679
Remote Similarity	0.6654	NPC475844
Remote Similarity	0.6654	NPC244543
Remote Similarity	0.6654	NPC227824
Remote Similarity	0.6653	NPC144452
Remote Similarity	0.6653	NPC39370
Remote Similarity	0.6653	NPC194740
Remote Similarity	0.6653	NPC97902
Remote Similarity	0.6653	NPC325976
Remote Similarity	0.6652	NPC213308
Remote Similarity	0.664	NPC41679
Remote Similarity	0.664	NPC82472
Remote Similarity	0.664	NPC101350
Remote Similarity	0.6639	NPC225279
Remote Similarity	0.6632	NPC179896
Remote Similarity	0.6627	NPC17160
Remote Similarity	0.6627	NPC313720
Remote Similarity	0.6626	NPC184408
Remote Similarity	0.6625	NPC310211
Remote Similarity	0.6625	NPC87856
Remote Similarity	0.6625	NPC308137
Remote Similarity	0.6625	NPC151976
Remote Similarity	0.6625	NPC110182
Remote Similarity	0.6624	NPC88008
Remote Similarity	0.6624	NPC315545
Remote Similarity	0.6624	NPC314297
Remote Similarity	0.6624	NPC193777
Remote Similarity	0.6623	NPC474059
Remote Similarity	0.6623	NPC194967
Remote Similarity	0.6615	NPC469734
Remote Similarity	0.6612	NPC132211
Remote Similarity	0.6612	NPC198503
Remote Similarity	0.6612	NPC477110
Remote Similarity	0.6611	NPC471304
Remote Similarity	0.661	NPC133156
Remote Similarity	0.6602	NPC134637
Remote Similarity	0.6601	NPC470022
Remote Similarity	0.6601	NPC235685
Remote Similarity	0.66	NPC119006
Remote Similarity	0.66	NPC316065
Remote Similarity	0.66	NPC289905
Remote Similarity	0.66	NPC474688
Remote Similarity	0.6599	NPC476818
Remote Similarity	0.6598	NPC31700
Remote Similarity	0.6598	NPC267965
Remote Similarity	0.6596	NPC328318
Remote Similarity	0.6596	NPC328596
Remote Similarity	0.6595	NPC90229
Remote Similarity	0.659	NPC329982
Remote Similarity	0.6587	NPC182222
Remote Similarity	0.6586	NPC471762
Remote Similarity	0.6585	NPC16352
Remote Similarity	0.6585	NPC478141
Remote Similarity	0.6584	NPC169402
Remote Similarity	0.6582	NPC314855
Remote Similarity	0.6582	NPC313345
Remote Similarity	0.6582	NPC315638
Remote Similarity	0.6582	NPC313796
Remote Similarity	0.6581	NPC315491
Remote Similarity	0.6581	NPC45459
Remote Similarity	0.6578	NPC63109
Remote Similarity	0.6577	NPC471743
Remote Similarity	0.6574	NPC473186
Remote Similarity	0.6574	NPC474192
Remote Similarity	0.6574	NPC475720
Remote Similarity	0.6573	NPC112547
Remote Similarity	0.6571	NPC472099
Remote Similarity	0.6567	NPC306376
Remote Similarity	0.6567	NPC478010
Remote Similarity	0.6565	NPC99666
Remote Similarity	0.6562	NPC473540
Remote Similarity	0.6559	NPC122436
Remote Similarity	0.6559	NPC147446
Remote Similarity	0.6559	NPC229893
Remote Similarity	0.6556	NPC294620
Remote Similarity	0.6553	NPC74619
Remote Similarity	0.6552	NPC189079
Remote Similarity	0.655	NPC154339
Remote Similarity	0.6548	NPC323198
Remote Similarity	0.6546	NPC257851
Remote Similarity	0.6545	NPC471778
Remote Similarity	0.6543	NPC152768
Remote Similarity	0.6543	NPC62995
Remote Similarity	0.6543	NPC148183
Remote Similarity	0.6542	NPC124086

Drug Structure

NPD4561 OpenBabel08211705262D 36 39 0 0 0 0 0 0 0 0999 V2000 -2.7849 -4.0281 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8093 -2.3345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8091 -1.4007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0431 -1.4016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0430 -2.3354 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3075 -4.6857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9279 -3.8328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0724 1.3859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3290 2.4039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6601 0.6604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6635 3.2756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0005 -2.8015 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 -0.9337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2346 -0.9346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2343 -2.8021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8081 -2.3348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8082 -1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4259 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4257 -2.3351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6172 -0.9340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6168 -2.8018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2360 -4.7834 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4068 2.2576 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 -3.7351 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6173 -0.0003 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 1.0757 4.0012 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2348 0.0480 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2341 -3.7847 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6166 -3.7586 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6157 -5.6363 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1809 2.9832 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5495 -4.4903 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4102 4.8729 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0859 0.5392 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0850 -4.2762 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 3 2 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 5 2 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 7 1 0 0 0 0 6 22 1 0 0 0 0 7 24 1 0 0 0 0 8 10 1 0 0 0 0 8 23 1 0 0 0 0 9 11 1 0 0 0 0 9 23 1 0 0 0 0 10 26 1 0 0 0 0 11 27 1 0 0 0 0 12 16 2 0 0 0 0 12 24 1 0 0 0 0 13 17 2 0 0 0 0 13 26 1 0 0 0 0 14 18 2 0 0 0 0 14 28 1 0 0 0 0 15 19 2 0 0 0 0 15 29 1 0 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 17 20 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 20 25 2 0 0 0 0 21 30 2 0 0 0 0 22 31 1 0 0 0 0 23 32 1 0 0 0 0 24 33 1 0 0 0 0 25 26 1 0 0 0 0 27 34 1 0 0 0 0 28 35 1 0 0 0 0 29 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012664
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	411.19
ALogP	-2.7208
MLogP	2.78
XLogP	-1.265
HDA	7
HBD	6
Rotatable Bonds	13
TPSA	131.67
RO5 Violation	1