NPASS drugs

Drug Information

Drug ID:	NPD6534
Drug Name:	Idarubicin Hydrochloride
Molecular Formula:	C26H27NO9.ClH
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.Cl
Standard InCHI:	"InChI=1S/C26H27NO9.ClH/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;1H/t10-,15-,16-,17-,21+,26-;/m0./s1"
Standard InCHIKey:	JVHPTYWUBOQMBP-RVFAQHLVSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6534

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	46211
0.1-0.2	160886
0.2-0.3	4253
0.3-0.4	264
0.4-0.5	34
0.5-0.6	51
0.6-0.7	20
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	0.9839	NPC569653
High Similarity	0.9839	NPC611971
Intermediate Similarity	0.8219	NPC487573
Intermediate Similarity	0.8219	NPC611676
Intermediate Similarity	0.8082	NPC55094
Intermediate Similarity	0.8082	NPC109403
Intermediate Similarity	0.8082	NPC37318
Intermediate Similarity	0.8082	NPC559703
Intermediate Similarity	0.8082	NPC612087
Intermediate Similarity	0.7436	NPC468994
Intermediate Similarity	0.7436	NPC599791
Intermediate Similarity	0.7308	NPC261012
Intermediate Similarity	0.7308	NPC314738
Intermediate Similarity	0.7308	NPC23467
Intermediate Similarity	0.7308	NPC599904
Intermediate Similarity	0.7162	NPC303373
Intermediate Similarity	0.7162	NPC517282
Intermediate Similarity	0.7162	NPC541278
Intermediate Similarity	0.7162	NPC602774
Remote Similarity	0.6883	NPC503116
Remote Similarity	0.6835	NPC510219
Remote Similarity	0.6835	NPC572620
Remote Similarity	0.6795	NPC532268
Remote Similarity	0.6795	NPC574720
Remote Similarity	0.6795	NPC582713
Remote Similarity	0.6795	NPC603200
Remote Similarity	0.6753	NPC553292
Remote Similarity	0.6625	NPC569191
Remote Similarity	0.6543	NPC549797
Remote Similarity	0.6543	NPC601855
Remote Similarity	0.642	NPC515159
Remote Similarity	0.642	NPC517461
Remote Similarity	0.6098	NPC57174
Remote Similarity	0.6098	NPC547493
Remote Similarity	0.6098	NPC560300
Remote Similarity	0.6047	NPC505892
Remote Similarity	0.6047	NPC548484
Remote Similarity	0.6047	NPC575491
Remote Similarity	0.6047	NPC596187
Remote Similarity	0.5976	NPC502879
Remote Similarity	0.5949	NPC540376
Remote Similarity	0.5949	NPC585123
Remote Similarity	0.5889	NPC558539
Remote Similarity	0.5889	NPC559618
Remote Similarity	0.5889	NPC573204
Remote Similarity	0.5862	NPC524103
Remote Similarity	0.5862	NPC551304
Remote Similarity	0.5862	NPC573717
Remote Similarity	0.5862	NPC587726
Remote Similarity	0.5862	NPC593984
Remote Similarity	0.5862	NPC600087
Remote Similarity	0.5814	NPC580365
Remote Similarity	0.5814	NPC594153
Remote Similarity	0.5778	NPC522622
Remote Similarity	0.573	NPC512117
Remote Similarity	0.573	NPC548113
Remote Similarity	0.573	NPC567919
Remote Similarity	0.5714	NPC549127
Remote Similarity	0.5696	NPC549287
Remote Similarity	0.5595	NPC509403
Remote Similarity	0.5579	NPC496533
Remote Similarity	0.5579	NPC582117
Remote Similarity	0.5532	NPC523556
Remote Similarity	0.5529	NPC530319
Remote Similarity	0.5529	NPC541072
Remote Similarity	0.5529	NPC555117
Remote Similarity	0.5529	NPC576886
Remote Similarity	0.5529	NPC603758
Remote Similarity	0.5521	NPC530848
Remote Similarity	0.5521	NPC544248
Remote Similarity	0.5521	NPC583546
Remote Similarity	0.5521	NPC586088
Remote Similarity	0.5465	NPC516556
Remote Similarity	0.5455	NPC518169
Remote Similarity	0.5432	NPC548866
Remote Similarity	0.5287	NPC526735
Remote Similarity	0.5248	NPC99361
Remote Similarity	0.5248	NPC577128
Remote Similarity	0.5181	NPC579600
Remote Similarity	0.5119	NPC518628
Remote Similarity	0.5119	NPC585807
Remote Similarity	0.5116	NPC560000
Remote Similarity	0.5055	NPC500394
Remote Similarity	0.5055	NPC502002
Remote Similarity	0.5055	NPC530307
Remote Similarity	0.5055	NPC551109
Remote Similarity	0.5051	NPC522051
Remote Similarity	0.5048	NPC496202
Remote Similarity	0.5048	NPC532430
Remote Similarity	0.5048	NPC597507

Drug Structure

NPD6534 OpenBabel08211710072D 43 46 0 0 1 0 0 0 0 0999 V2000 3.0981 -1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0622 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -8.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -8.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -7.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -8.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.2321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.0622 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -6.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -7.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.7321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.6962 -3.7321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.9641 -3.7321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.5622 -4.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -5.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -5.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.1603 -5.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -6.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -4.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -5.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.2321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3660 -4.2321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -5.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -7.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -3.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5349 -1.0199 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.2321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.2321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -4.2321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0622 -1.3660 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 38 1 0 0 0 0 27 39 1 0 0 0 0 29 40 1 0 0 0 0 32 41 1 0 0 0 0 33 42 1 0 0 0 0 34 43 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

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