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:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6535

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	45943
0.1-0.2	161044
0.2-0.3	4354
0.3-0.4	270
0.4-0.5	36
0.5-0.6	50
0.6-0.7	23
0.7-0.8	10
0.8-0.85	7
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC569653
High Similarity	1.0	NPC611971
Intermediate Similarity	0.8194	NPC55094
Intermediate Similarity	0.8194	NPC109403
Intermediate Similarity	0.8194	NPC37318
Intermediate Similarity	0.8194	NPC559703
Intermediate Similarity	0.8194	NPC612087
Intermediate Similarity	0.8082	NPC487573
Intermediate Similarity	0.8082	NPC611676
Intermediate Similarity	0.7403	NPC261012
Intermediate Similarity	0.7403	NPC314738
Intermediate Similarity	0.7403	NPC23467
Intermediate Similarity	0.7403	NPC599904
Intermediate Similarity	0.7308	NPC468994
Intermediate Similarity	0.7308	NPC599791
Intermediate Similarity	0.726	NPC303373
Intermediate Similarity	0.726	NPC517282
Intermediate Similarity	0.726	NPC541278
Intermediate Similarity	0.726	NPC602774
Remote Similarity	0.6974	NPC503116
Remote Similarity	0.6923	NPC510219
Remote Similarity	0.6923	NPC572620
Remote Similarity	0.6883	NPC532268
Remote Similarity	0.6883	NPC574720
Remote Similarity	0.6883	NPC582713
Remote Similarity	0.6883	NPC603200
Remote Similarity	0.6842	NPC553292
Remote Similarity	0.6709	NPC569191
Remote Similarity	0.6625	NPC549797
Remote Similarity	0.6625	NPC601855
Remote Similarity	0.65	NPC515159
Remote Similarity	0.65	NPC517461
Remote Similarity	0.6173	NPC57174
Remote Similarity	0.6173	NPC547493
Remote Similarity	0.6173	NPC560300
Remote Similarity	0.6118	NPC505892
Remote Similarity	0.6118	NPC548484
Remote Similarity	0.6118	NPC575491
Remote Similarity	0.6118	NPC596187
Remote Similarity	0.6049	NPC502879
Remote Similarity	0.6026	NPC540376
Remote Similarity	0.6026	NPC585123
Remote Similarity	0.5955	NPC558539
Remote Similarity	0.5955	NPC559618
Remote Similarity	0.5955	NPC573204
Remote Similarity	0.593	NPC524103
Remote Similarity	0.593	NPC551304
Remote Similarity	0.593	NPC573717
Remote Similarity	0.593	NPC587726
Remote Similarity	0.593	NPC593984
Remote Similarity	0.593	NPC600087
Remote Similarity	0.5882	NPC580365
Remote Similarity	0.5882	NPC594153
Remote Similarity	0.5843	NPC522622
Remote Similarity	0.5795	NPC512117
Remote Similarity	0.5795	NPC548113
Remote Similarity	0.5795	NPC567919
Remote Similarity	0.5789	NPC549127
Remote Similarity	0.5769	NPC549287
Remote Similarity	0.5663	NPC509403
Remote Similarity	0.5638	NPC496533
Remote Similarity	0.5638	NPC582117
Remote Similarity	0.5595	NPC530319
Remote Similarity	0.5595	NPC541072
Remote Similarity	0.5595	NPC555117
Remote Similarity	0.5595	NPC576886
Remote Similarity	0.5595	NPC603758
Remote Similarity	0.5591	NPC523556
Remote Similarity	0.5579	NPC530848
Remote Similarity	0.5579	NPC544248
Remote Similarity	0.5579	NPC583546
Remote Similarity	0.5579	NPC586088
Remote Similarity	0.5529	NPC516556
Remote Similarity	0.5517	NPC518169
Remote Similarity	0.55	NPC548866
Remote Similarity	0.5349	NPC526735
Remote Similarity	0.53	NPC99361
Remote Similarity	0.53	NPC577128
Remote Similarity	0.5244	NPC579600
Remote Similarity	0.5181	NPC518628
Remote Similarity	0.5181	NPC585807
Remote Similarity	0.5176	NPC560000
Remote Similarity	0.5111	NPC500394
Remote Similarity	0.5111	NPC502002
Remote Similarity	0.5111	NPC530307
Remote Similarity	0.5111	NPC551109
Remote Similarity	0.5102	NPC522051
Remote Similarity	0.5096	NPC496202
Remote Similarity	0.5096	NPC532430
Remote Similarity	0.5096	NPC597507
Remote Similarity	0.5048	NPC256596
Remote Similarity	0.5048	NPC307834

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