NPASS drugs

Drug Information

Drug ID:	NPD6535
Drug Name:	Idarubicin
Molecular Formula:	C26H27NO9
Canonical SMILES:	O[C@H]1[C@@H](N)C[C@@H](O[C@H]1C)O[C@H]1C[C@@](O)(Cc2c1c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2)C(=O)C
Standard InCHI:	InChI=1S/C26H27NO9/c1-10-21(29)15(27)7-17(35-10)36-16-9-26(34,11(2)28)8-14-18(16)25(33)20-19(24(14)32)22(30)12-5-3-4-6-13(12)23(20)31/h3-6,10,15-17,21,29,32-34H,7-9,27H2,1-2H3/t10-,15-,16-,17-,21+,26-/m0/s1
Standard InCHIKey:	XDXDZDZNSLXDNA-TZNDIEGXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6535

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	211
0.1-0.2	960
0.2-0.3	2356
0.3-0.4	5682
0.4-0.5	7084
0.5-0.6	5604
0.6-0.7	6024
0.7-0.8	2866
0.8-0.85	81
0.85-0.9	15
0.9-0.95	2
0.95-1	5

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	0.9718	NPC261012
High Similarity	0.9718	NPC109403
High Similarity	0.9718	NPC314738
High Similarity	0.9605	NPC315351
High Similarity	0.9605	NPC316412
High Similarity	0.9121	NPC42286
High Similarity	0.9071	NPC313274
High Similarity	0.8936	NPC315889
High Similarity	0.8914	NPC478021
High Similarity	0.8902	NPC478020
High Similarity	0.8902	NPC478022
High Similarity	0.8877	NPC314941
High Similarity	0.8864	NPC294501
High Similarity	0.8663	NPC108487
High Similarity	0.8644	NPC175477
High Similarity	0.8596	NPC470580
High Similarity	0.8564	NPC133775
High Similarity	0.8556	NPC19056
High Similarity	0.8556	NPC470583
High Similarity	0.8547	NPC183441
High Similarity	0.8547	NPC270027
High Similarity	0.8516	NPC72783
Intermediate Similarity	0.8475	NPC470735
Intermediate Similarity	0.8475	NPC329647
Intermediate Similarity	0.847	NPC315221
Intermediate Similarity	0.8462	NPC470582
Intermediate Similarity	0.8462	NPC470581
Intermediate Similarity	0.8462	NPC115447
Intermediate Similarity	0.8462	NPC266513
Intermediate Similarity	0.8453	NPC70862
Intermediate Similarity	0.8424	NPC313452
Intermediate Similarity	0.8418	NPC315253
Intermediate Similarity	0.8415	NPC187441
Intermediate Similarity	0.8415	NPC283980
Intermediate Similarity	0.8407	NPC176246
Intermediate Similarity	0.8362	NPC97637
Intermediate Similarity	0.8362	NPC187934
Intermediate Similarity	0.8361	NPC83331
Intermediate Similarity	0.8343	NPC208651
Intermediate Similarity	0.8343	NPC206641
Intermediate Similarity	0.8324	NPC329790
Intermediate Similarity	0.8315	NPC277710
Intermediate Similarity	0.8315	NPC153578
Intermediate Similarity	0.8315	NPC299149
Intermediate Similarity	0.8315	NPC114257
Intermediate Similarity	0.8306	NPC475246
Intermediate Similarity	0.8306	NPC102053
Intermediate Similarity	0.8297	NPC85368
Intermediate Similarity	0.8297	NPC65118
Intermediate Similarity	0.8295	NPC53139
Intermediate Similarity	0.8268	NPC478026
Intermediate Similarity	0.8251	NPC3718
Intermediate Similarity	0.8249	NPC284495
Intermediate Similarity	0.8242	NPC76128
Intermediate Similarity	0.8242	NPC30432
Intermediate Similarity	0.8242	NPC111536
Intermediate Similarity	0.8242	NPC271385
Intermediate Similarity	0.8242	NPC5029
Intermediate Similarity	0.8229	NPC3449
Intermediate Similarity	0.8216	NPC58538
Intermediate Similarity	0.8207	NPC46958
Intermediate Similarity	0.8207	NPC475233
Intermediate Similarity	0.8201	NPC314672
Intermediate Similarity	0.8197	NPC203751
Intermediate Similarity	0.8182	NPC283480
Intermediate Similarity	0.8182	NPC148323
Intermediate Similarity	0.8172	NPC475161
Intermediate Similarity	0.8172	NPC477860
Intermediate Similarity	0.8156	NPC278329
Intermediate Similarity	0.8156	NPC212099
Intermediate Similarity	0.8156	NPC146837
Intermediate Similarity	0.8156	NPC101116
Intermediate Similarity	0.8152	NPC470667
Intermediate Similarity	0.8152	NPC68381
Intermediate Similarity	0.8152	NPC186800
Intermediate Similarity	0.8138	NPC87583
Intermediate Similarity	0.8137	NPC252156
Intermediate Similarity	0.8132	NPC222455
Intermediate Similarity	0.8125	NPC174599
Intermediate Similarity	0.8125	NPC192219
Intermediate Similarity	0.8125	NPC82190
Intermediate Similarity	0.8108	NPC289876
Intermediate Similarity	0.8098	NPC199357
Intermediate Similarity	0.8098	NPC472054
Intermediate Similarity	0.8098	NPC98776
Intermediate Similarity	0.8095	NPC105591
Intermediate Similarity	0.8085	NPC292706
Intermediate Similarity	0.8085	NPC224557
Intermediate Similarity	0.8079	NPC478027
Intermediate Similarity	0.8069	NPC313582
Intermediate Similarity	0.8068	NPC474621
Intermediate Similarity	0.8068	NPC474824
Intermediate Similarity	0.8068	NPC470408
Intermediate Similarity	0.8068	NPC205172
Intermediate Similarity	0.8068	NPC209393
Intermediate Similarity	0.8068	NPC474622
Intermediate Similarity	0.8068	NPC218870
Intermediate Similarity	0.8068	NPC182921
Intermediate Similarity	0.8066	NPC178281
Intermediate Similarity	0.8053	NPC205721
Intermediate Similarity	0.8033	NPC246274
Intermediate Similarity	0.8021	NPC212290
Intermediate Similarity	0.8	NPC131405
Intermediate Similarity	0.7989	NPC298778
Intermediate Similarity	0.7979	NPC197357
Intermediate Similarity	0.7979	NPC85316
Intermediate Similarity	0.7978	NPC474861
Intermediate Similarity	0.7978	NPC103633
Intermediate Similarity	0.7978	NPC63470
Intermediate Similarity	0.7977	NPC285122
Intermediate Similarity	0.7957	NPC470454
Intermediate Similarity	0.7957	NPC146803
Intermediate Similarity	0.7957	NPC199533
Intermediate Similarity	0.7956	NPC216752
Intermediate Similarity	0.7946	NPC315619
Intermediate Similarity	0.7938	NPC314687
Intermediate Similarity	0.7937	NPC478001
Intermediate Similarity	0.7935	NPC259905
Intermediate Similarity	0.7935	NPC137460
Intermediate Similarity	0.7926	NPC84494
Intermediate Similarity	0.7926	NPC245059
Intermediate Similarity	0.7923	NPC178851
Intermediate Similarity	0.791	NPC474534
Intermediate Similarity	0.791	NPC474533
Intermediate Similarity	0.7903	NPC470336
Intermediate Similarity	0.7903	NPC213052
Intermediate Similarity	0.7903	NPC470335
Intermediate Similarity	0.7903	NPC470438
Intermediate Similarity	0.7884	NPC164047
Intermediate Similarity	0.7884	NPC208069
Intermediate Similarity	0.7884	NPC470448
Intermediate Similarity	0.7884	NPC470453
Intermediate Similarity	0.7884	NPC470452
Intermediate Similarity	0.788	NPC107009
Intermediate Similarity	0.7877	NPC313299
Intermediate Similarity	0.7872	NPC470334
Intermediate Similarity	0.7869	NPC11608
Intermediate Similarity	0.7869	NPC297404
Intermediate Similarity	0.7865	NPC312482
Intermediate Similarity	0.7861	NPC474345
Intermediate Similarity	0.7857	NPC316164
Intermediate Similarity	0.7853	NPC241847
Intermediate Similarity	0.7849	NPC473113
Intermediate Similarity	0.7842	NPC473631
Intermediate Similarity	0.7842	NPC475662
Intermediate Similarity	0.7842	NPC293227
Intermediate Similarity	0.7842	NPC473717
Intermediate Similarity	0.7841	NPC280753
Intermediate Similarity	0.7841	NPC44378
Intermediate Similarity	0.7835	NPC314459
Intermediate Similarity	0.7835	NPC470199
Intermediate Similarity	0.7833	NPC177742
Intermediate Similarity	0.7821	NPC66029
Intermediate Similarity	0.7821	NPC266469
Intermediate Similarity	0.7819	NPC232818
Intermediate Similarity	0.7819	NPC314489
Intermediate Similarity	0.7819	NPC198893
Intermediate Similarity	0.7819	NPC272656
Intermediate Similarity	0.7816	NPC170055
Intermediate Similarity	0.7814	NPC17432
Intermediate Similarity	0.7814	NPC183672
Intermediate Similarity	0.7809	NPC478220
Intermediate Similarity	0.7807	NPC154986
Intermediate Similarity	0.7796	NPC241874
Intermediate Similarity	0.7795	NPC314020
Intermediate Similarity	0.7789	NPC314946
Intermediate Similarity	0.7784	NPC473094
Intermediate Similarity	0.7784	NPC48474
Intermediate Similarity	0.7784	NPC472058
Intermediate Similarity	0.7784	NPC234497
Intermediate Similarity	0.7784	NPC94781
Intermediate Similarity	0.7784	NPC470341
Intermediate Similarity	0.7784	NPC105414
Intermediate Similarity	0.7784	NPC324522
Intermediate Similarity	0.7784	NPC112816
Intermediate Similarity	0.7778	NPC168584
Intermediate Similarity	0.7778	NPC47191
Intermediate Similarity	0.7772	NPC472049
Intermediate Similarity	0.7766	NPC307754
Intermediate Similarity	0.7766	NPC108202
Intermediate Similarity	0.7766	NPC223735
Intermediate Similarity	0.7766	NPC63105
Intermediate Similarity	0.776	NPC475220
Intermediate Similarity	0.776	NPC473686
Intermediate Similarity	0.776	NPC478229
Intermediate Similarity	0.776	NPC221140
Intermediate Similarity	0.776	NPC131745
Intermediate Similarity	0.776	NPC475352
Intermediate Similarity	0.776	NPC259834
Intermediate Similarity	0.776	NPC229817
Intermediate Similarity	0.7759	NPC300684
Intermediate Similarity	0.7759	NPC48130
Intermediate Similarity	0.7759	NPC218866
Intermediate Similarity	0.7759	NPC84568
Intermediate Similarity	0.7755	NPC316274
Intermediate Similarity	0.7755	NPC470193
Intermediate Similarity	0.7755	NPC470196
Intermediate Similarity	0.7755	NPC470198
Intermediate Similarity	0.7755	NPC470195
Intermediate Similarity	0.7755	NPC470194

Drug Structure

NPD6535 OpenBabel08211710072D 42 46 0 0 1 0 0 0 0 0999 V2000 3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 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 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5000 -3.8660 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 -1.7321 2.0000 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 4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 1 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 -1.7321 -0.0000 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 4.3301 -2.5000 0.0000 C 0 0 2 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 -0.8660 1.5000 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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 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 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -3.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 11 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 12 2 0 0 0 0 6 13 2 0 0 0 0 7 15 1 0 0 0 0 7 17 1 0 0 0 0 8 14 1 0 0 0 0 8 26 1 0 0 0 0 9 16 1 0 0 0 0 9 26 1 0 0 0 0 10 1 1 6 0 0 0 10 21 1 0 0 0 0 10 35 1 0 0 0 0 11 28 2 0 0 0 0 12 13 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 18 1 0 0 0 0 14 24 2 0 0 0 0 15 21 1 0 0 0 0 15 27 1 6 0 0 0 16 18 1 0 0 0 0 16 36 1 1 0 0 0 17 35 1 0 0 0 0 17 36 1 1 0 0 0 18 25 2 0 0 0 0 19 20 2 0 0 0 0 19 22 1 0 0 0 0 19 24 1 0 0 0 0 20 23 1 0 0 0 0 20 25 1 0 0 0 0 21 29 1 6 0 0 0 22 30 2 0 0 0 0 23 31 2 0 0 0 0 24 32 1 0 0 0 0 25 33 1 0 0 0 0 26 11 1 6 0 0 0 26 34 1 0 0 0 0 27 37 1 0 0 0 0 27 38 1 0 0 0 0 29 39 1 0 0 0 0 32 40 1 0 0 0 0 33 41 1 0 0 0 0 34 42 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000050
DrugBank	DB01177
ChEMBL	CHEMBL1117
IUPHAR/BPS	7083
PharmaGKB	PA449961
KEGG Drug
PubChem CID	42890
ChEBI	42068
CAS Number	58957-92-9

Drug Properties

Molecular Weight	497.17
ALogP	-3.695
MLogP	3.22
XLogP	-0.205
HDA	8
HBD	5
Rotatable Bonds	10
TPSA	176.61
RO5 Violation	0