NPASS drugs

Drug Information

Drug ID:	NPD8320
Drug Name:	Aclarubicin
Molecular Formula:	C42H53NO15
Canonical SMILES:	COC(=O)[C@@H]1c2cc3c(c(c2[C@H](C[C@]1(O)CC)O[C@@H]1O[C@@H](C)[C@H]([C@H](C1)N(C)C)O[C@H]1C[C@H](O)[C@@H]([C@@H](O1)C)O[C@H]1CCC(=O)[C@@H](O1)C)O)C(=O)c1c(C3=O)cccc1O
Standard InCHI:	InChI=1S/C42H53NO15/c1-8-42(51)17-28(33-22(35(42)41(50)52-7)14-23-34(38(33)49)37(48)32-21(36(23)47)10-9-11-26(32)45)56-30-15-24(43(5)6)39(19(3)54-30)58-31-16-27(46)40(20(4)55-31)57-29-13-12-25(44)18(2)53-29/h9-11,14,18-20,24,27-31,35,39-40,45-46,49,51H,8,12-13,15-17H2,1-7H3/t18-,19-,20-,24-,27-,28-,29-,30-,31-,35-,39+,40+,42+/m0/s1
Standard InCHIKey:	USZYSDMBJDPRIF-SVEJIMAYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8320

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	230
0.1-0.2	964
0.2-0.3	2300
0.3-0.4	5300
0.4-0.5	7089
0.5-0.6	6128
0.6-0.7	6570
0.7-0.8	2202
0.8-0.85	87
0.85-0.9	15
0.9-0.95	2
0.95-1	3

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	1.0	NPC314941
High Similarity	0.9837	NPC315889
High Similarity	0.9508	NPC42286
High Similarity	0.9351	NPC313274
High Similarity	0.9072	NPC315253
High Similarity	0.884	NPC183441
High Similarity	0.8743	NPC314738
High Similarity	0.8743	NPC109403
High Similarity	0.8743	NPC261012
High Similarity	0.8696	NPC176246
High Similarity	0.8639	NPC316412
High Similarity	0.8639	NPC315351
High Similarity	0.8602	NPC72783
High Similarity	0.8587	NPC65118
High Similarity	0.8579	NPC478021
High Similarity	0.8564	NPC478020
High Similarity	0.8564	NPC478022
High Similarity	0.8541	NPC70862
High Similarity	0.8533	NPC294501
High Similarity	0.8525	NPC175477
Intermediate Similarity	0.8449	NPC470581
Intermediate Similarity	0.8449	NPC470582
Intermediate Similarity	0.8449	NPC115447
Intermediate Similarity	0.8441	NPC19056
Intermediate Similarity	0.8441	NPC470583
Intermediate Similarity	0.8432	NPC270027
Intermediate Similarity	0.8426	NPC314946
Intermediate Similarity	0.8404	NPC187441
Intermediate Similarity	0.8404	NPC283980
Intermediate Similarity	0.8398	NPC252156
Intermediate Similarity	0.8361	NPC478026
Intermediate Similarity	0.8359	NPC133775
Intermediate Similarity	0.8359	NPC108487
Intermediate Similarity	0.8352	NPC187934
Intermediate Similarity	0.8352	NPC97637
Intermediate Similarity	0.8351	NPC266513
Intermediate Similarity	0.8351	NPC83331
Intermediate Similarity	0.829	NPC314672
Intermediate Similarity	0.8287	NPC53139
Intermediate Similarity	0.828	NPC470580
Intermediate Similarity	0.8263	NPC477860
Intermediate Similarity	0.8263	NPC475161
Intermediate Similarity	0.8244	NPC313582
Intermediate Similarity	0.8232	NPC206641
Intermediate Similarity	0.8232	NPC208651
Intermediate Similarity	0.8223	NPC316164
Intermediate Similarity	0.822	NPC313452
Intermediate Similarity	0.8214	NPC282474
Intermediate Similarity	0.8214	NPC470197
Intermediate Similarity	0.8214	NPC470200
Intermediate Similarity	0.8214	NPC470193
Intermediate Similarity	0.8214	NPC470194
Intermediate Similarity	0.8214	NPC470195
Intermediate Similarity	0.8214	NPC470198
Intermediate Similarity	0.8214	NPC316274
Intermediate Similarity	0.8214	NPC470196
Intermediate Similarity	0.8201	NPC289876
Intermediate Similarity	0.8182	NPC131405
Intermediate Similarity	0.8177	NPC148323
Intermediate Similarity	0.8177	NPC283480
Intermediate Similarity	0.8168	NPC315221
Intermediate Similarity	0.8162	NPC329647
Intermediate Similarity	0.8162	NPC470735
Intermediate Similarity	0.8154	NPC48474
Intermediate Similarity	0.8148	NPC186800
Intermediate Similarity	0.8148	NPC470667
Intermediate Similarity	0.8135	NPC87583
Intermediate Similarity	0.8122	NPC174599
Intermediate Similarity	0.8122	NPC192219
Intermediate Similarity	0.8122	NPC82190
Intermediate Similarity	0.8122	NPC3449
Intermediate Similarity	0.8115	NPC58538
Intermediate Similarity	0.8112	NPC470199
Intermediate Similarity	0.8112	NPC314459
Intermediate Similarity	0.8109	NPC314596
Intermediate Similarity	0.8105	NPC46958
Intermediate Similarity	0.8105	NPC475246
Intermediate Similarity	0.8095	NPC203751
Intermediate Similarity	0.8073	NPC85316
Intermediate Similarity	0.8073	NPC197357
Intermediate Similarity	0.8066	NPC205172
Intermediate Similarity	0.8066	NPC209393
Intermediate Similarity	0.8053	NPC68381
Intermediate Similarity	0.8053	NPC3718
Intermediate Similarity	0.8051	NPC205721
Intermediate Similarity	0.8041	NPC221140
Intermediate Similarity	0.8041	NPC475352
Intermediate Similarity	0.8041	NPC475220
Intermediate Similarity	0.8041	NPC229817
Intermediate Similarity	0.8041	NPC473686
Intermediate Similarity	0.8031	NPC293227
Intermediate Similarity	0.8031	NPC473631
Intermediate Similarity	0.8031	NPC475662
Intermediate Similarity	0.8031	NPC329790
Intermediate Similarity	0.8031	NPC473717
Intermediate Similarity	0.8021	NPC114257
Intermediate Similarity	0.8021	NPC299149
Intermediate Similarity	0.8021	NPC153578
Intermediate Similarity	0.8021	NPC277710
Intermediate Similarity	0.801	NPC66820
Intermediate Similarity	0.801	NPC92403
Intermediate Similarity	0.801	NPC170018
Intermediate Similarity	0.801	NPC102053
Intermediate Similarity	0.801	NPC76112
Intermediate Similarity	0.8	NPC105591
Intermediate Similarity	0.8	NPC472054
Intermediate Similarity	0.8	NPC85368
Intermediate Similarity	0.799	NPC292706
Intermediate Similarity	0.799	NPC170101
Intermediate Similarity	0.799	NPC224557
Intermediate Similarity	0.7981	NPC316368
Intermediate Similarity	0.7981	NPC284236
Intermediate Similarity	0.7968	NPC178281
Intermediate Similarity	0.7967	NPC474621
Intermediate Similarity	0.7967	NPC474622
Intermediate Similarity	0.7949	NPC241847
Intermediate Similarity	0.7947	NPC30432
Intermediate Similarity	0.7947	NPC111536
Intermediate Similarity	0.7947	NPC271385
Intermediate Similarity	0.7947	NPC76128
Intermediate Similarity	0.7947	NPC5029
Intermediate Similarity	0.7947	NPC13989
Intermediate Similarity	0.794	NPC314687
Intermediate Similarity	0.7933	NPC478046
Intermediate Similarity	0.7933	NPC478047
Intermediate Similarity	0.7933	NPC328856
Intermediate Similarity	0.7933	NPC180210
Intermediate Similarity	0.7933	NPC321226
Intermediate Similarity	0.7933	NPC314914
Intermediate Similarity	0.7917	NPC475233
Intermediate Similarity	0.7912	NPC474533
Intermediate Similarity	0.7912	NPC474534
Intermediate Similarity	0.7908	NPC282636
Intermediate Similarity	0.7908	NPC294863
Intermediate Similarity	0.7897	NPC106700
Intermediate Similarity	0.7895	NPC298778
Intermediate Similarity	0.7887	NPC208069
Intermediate Similarity	0.7885	NPC478048
Intermediate Similarity	0.7884	NPC471295
Intermediate Similarity	0.7884	NPC63470
Intermediate Similarity	0.788	NPC478027
Intermediate Similarity	0.7879	NPC264302
Intermediate Similarity	0.7872	NPC99216
Intermediate Similarity	0.7869	NPC182921
Intermediate Similarity	0.7869	NPC470408
Intermediate Similarity	0.7869	NPC218870
Intermediate Similarity	0.7869	NPC474824
Intermediate Similarity	0.7865	NPC307754
Intermediate Similarity	0.7865	NPC223735
Intermediate Similarity	0.7865	NPC474345
Intermediate Similarity	0.7865	NPC63105
Intermediate Similarity	0.7861	NPC278329
Intermediate Similarity	0.7861	NPC146837
Intermediate Similarity	0.7861	NPC212099
Intermediate Similarity	0.7861	NPC101116
Intermediate Similarity	0.7853	NPC315619
Intermediate Similarity	0.7842	NPC222455
Intermediate Similarity	0.7838	NPC257309
Intermediate Similarity	0.7835	NPC84494
Intermediate Similarity	0.7835	NPC245059
Intermediate Similarity	0.7831	NPC469419
Intermediate Similarity	0.7812	NPC98776
Intermediate Similarity	0.7812	NPC470438
Intermediate Similarity	0.7812	NPC470335
Intermediate Similarity	0.7812	NPC199357
Intermediate Similarity	0.7812	NPC168789
Intermediate Similarity	0.7812	NPC470336
Intermediate Similarity	0.7812	NPC213052
Intermediate Similarity	0.7806	NPC75574
Intermediate Similarity	0.7802	NPC475407
Intermediate Similarity	0.7795	NPC470448
Intermediate Similarity	0.7795	NPC470452
Intermediate Similarity	0.7795	NPC470453
Intermediate Similarity	0.7795	NPC164047
Intermediate Similarity	0.779	NPC94781
Intermediate Similarity	0.7784	NPC477682
Intermediate Similarity	0.7784	NPC469418
Intermediate Similarity	0.7784	NPC477683
Intermediate Similarity	0.7784	NPC474861
Intermediate Similarity	0.7772	NPC472391
Intermediate Similarity	0.776	NPC473113
Intermediate Similarity	0.7754	NPC284495
Intermediate Similarity	0.7749	NPC246274
Intermediate Similarity	0.7749	NPC5319
Intermediate Similarity	0.7747	NPC280753
Intermediate Similarity	0.7747	NPC44378
Intermediate Similarity	0.7745	NPC116862
Intermediate Similarity	0.7744	NPC212290
Intermediate Similarity	0.7744	NPC198902
Intermediate Similarity	0.7732	NPC314489
Intermediate Similarity	0.7732	NPC198893
Intermediate Similarity	0.7732	NPC231787
Intermediate Similarity	0.7732	NPC469345
Intermediate Similarity	0.7732	NPC477816
Intermediate Similarity	0.7732	NPC232818
Intermediate Similarity	0.7727	NPC97817
Intermediate Similarity	0.7727	NPC30011
Intermediate Similarity	0.7727	NPC72554
Intermediate Similarity	0.7723	NPC472392
Intermediate Similarity	0.7723	NPC472375

Drug Structure

NPD8320 OpenBabel08211713012D 62 68 0 0 1 0 0 0 0 0999 V2000 0.4483 -1.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 -0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 2.0000 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 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 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 -10.3923 0.0000 0.0000 C 0 0 1 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 -6.9282 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 4.5000 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 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.2583 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 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 -9.5263 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 -6.0622 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 1 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 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 C 0 0 2 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 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 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 -0.9239 -0.3827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7172 0.2261 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 5 43 1 0 0 0 0 6 43 1 0 0 0 0 7 52 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 10 21 1 0 0 0 0 11 26 2 0 0 0 0 12 13 1 0 0 0 0 12 25 1 0 0 0 0 13 29 1 0 0 0 0 14 22 2 0 0 0 0 14 23 1 0 0 0 0 15 24 1 0 0 0 0 15 30 1 0 0 0 0 16 27 1 0 0 0 0 16 31 1 0 0 0 0 17 28 1 0 0 0 0 17 42 1 0 0 0 0 18 2 1 1 0 0 0 18 25 1 0 0 0 0 18 53 1 0 0 0 0 19 3 1 6 0 0 0 19 39 1 0 0 0 0 19 54 1 0 0 0 0 20 4 1 6 0 0 0 20 40 1 0 0 0 0 20 55 1 0 0 0 0 21 32 2 0 0 0 0 21 36 1 0 0 0 0 22 33 1 0 0 0 0 22 35 1 0 0 0 0 23 34 2 0 0 0 0 23 36 1 0 0 0 0 24 39 1 0 0 0 0 24 43 1 6 0 0 0 25 44 2 0 0 0 0 26 32 1 0 0 0 0 26 45 1 0 0 0 0 27 40 1 0 0 0 0 27 46 1 6 0 0 0 28 33 1 0 0 0 0 28 56 1 6 0 0 0 29 53 1 0 0 0 0 29 57 1 6 0 0 0 30 54 1 0 0 0 0 30 56 1 1 0 0 0 31 55 1 0 0 0 0 31 58 1 1 0 0 0 32 37 1 0 0 0 0 33 38 2 0 0 0 0 34 37 1 0 0 0 0 34 38 1 0 0 0 0 35 41 1 0 0 0 0 35 42 1 1 0 0 0 36 47 2 0 0 0 0 37 48 2 0 0 0 0 38 49 1 0 0 0 0 39 58 1 6 0 0 0 40 57 1 6 0 0 0 41 50 2 0 0 0 0 41 52 1 0 0 0 0 42 8 1 1 0 0 0 42 51 1 0 0 0 0 45 59 1 0 0 0 0 46 60 1 0 0 0 0 49 61 1 0 0 0 0 51 62 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB11617
ChEMBL	CHEMBL502620
IUPHAR/BPS
PharmaGKB
KEGG Drug	D02756
PubChem CID
ChEBI	74619
CAS Number	57576-44-0

Drug Properties

Molecular Weight	811.34
ALogP	-4.5275
MLogP	4.32
XLogP	1.171
HDA	14
HBD	4
Rotatable Bonds	21
TPSA	217.05
RO5 Violation	1