NPASS drugs

Drug Information

Drug ID:	NPD6213
Drug Name:	Amrubicin
Molecular Formula:	C25H25NO9
Canonical SMILES:	O[C@@H]1CO[C@H](C[C@@H]1O)O[C@H]1C[C@@](N)(Cc2c1c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2)C(=O)C
Standard InCHI:	InChI=1S/C25H25NO9/c1-10(27)25(26)7-13-18(16(8-25)35-17-6-14(28)15(29)9-34-17)24(33)20-19(23(13)32)21(30)11-4-2-3-5-12(11)22(20)31/h2-5,14-17,28-29,32-33H,6-9,26H2,1H3/t14-,15+,16-,17-,25-/m0/s1
Standard InCHIKey:	VJZITPJGSQKZMX-XDPRQOKASA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6213

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	238
0.1-0.2	1023
0.2-0.3	2410
0.3-0.4	6132
0.4-0.5	7160
0.5-0.6	5970
0.6-0.7	6570
0.7-0.8	1332
0.8-0.85	48
0.85-0.9	7
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
High Similarity	0.8703	NPC315351
High Similarity	0.8703	NPC316412
High Similarity	0.861	NPC261012
High Similarity	0.861	NPC109403
High Similarity	0.861	NPC314738
High Similarity	0.8523	NPC478020
High Similarity	0.8523	NPC478022
Intermediate Similarity	0.836	NPC42286
Intermediate Similarity	0.8333	NPC478021
Intermediate Similarity	0.8316	NPC313274
Intermediate Similarity	0.8305	NPC97637
Intermediate Similarity	0.8305	NPC187934
Intermediate Similarity	0.8287	NPC294501
Intermediate Similarity	0.8251	NPC102053
Intermediate Similarity	0.8242	NPC85368
Intermediate Similarity	0.8239	NPC53139
Intermediate Similarity	0.8187	NPC183441
Intermediate Similarity	0.8182	NPC206641
Intermediate Similarity	0.8182	NPC208651
Intermediate Similarity	0.8177	NPC175477
Intermediate Similarity	0.8162	NPC58538
Intermediate Similarity	0.8142	NPC203751
Intermediate Similarity	0.8125	NPC283480
Intermediate Similarity	0.8125	NPC148323
Intermediate Similarity	0.8101	NPC101116
Intermediate Similarity	0.8101	NPC146837
Intermediate Similarity	0.8101	NPC278329
Intermediate Similarity	0.8101	NPC212099
Intermediate Similarity	0.8075	NPC329790
Intermediate Similarity	0.8068	NPC82190
Intermediate Similarity	0.8068	NPC192219
Intermediate Similarity	0.8068	NPC3449
Intermediate Similarity	0.8068	NPC174599
Intermediate Similarity	0.8065	NPC72783
Intermediate Similarity	0.8065	NPC153578
Intermediate Similarity	0.8065	NPC299149
Intermediate Similarity	0.8065	NPC277710
Intermediate Similarity	0.8065	NPC114257
Intermediate Similarity	0.8054	NPC475246
Intermediate Similarity	0.8054	NPC289876
Intermediate Similarity	0.8054	NPC176246
Intermediate Similarity	0.8033	NPC470580
Intermediate Similarity	0.8032	NPC224557
Intermediate Similarity	0.8032	NPC292706
Intermediate Similarity	0.8031	NPC108487
Intermediate Similarity	0.802	NPC315889
Intermediate Similarity	0.8011	NPC205172
Intermediate Similarity	0.8011	NPC178281
Intermediate Similarity	0.8011	NPC209393
Intermediate Similarity	0.8011	NPC478026
Intermediate Similarity	0.8	NPC19056
Intermediate Similarity	0.8	NPC70862
Intermediate Similarity	0.8	NPC3718
Intermediate Similarity	0.8	NPC470583
Intermediate Similarity	0.8	NPC315253
Intermediate Similarity	0.7989	NPC111536
Intermediate Similarity	0.7989	NPC76128
Intermediate Similarity	0.7989	NPC271385
Intermediate Similarity	0.7989	NPC5029
Intermediate Similarity	0.7989	NPC270027
Intermediate Similarity	0.7989	NPC30432
Intermediate Similarity	0.7978	NPC246274
Intermediate Similarity	0.7959	NPC314941
Intermediate Similarity	0.7957	NPC46958
Intermediate Similarity	0.7946	NPC199357
Intermediate Similarity	0.7946	NPC65118
Intermediate Similarity	0.7938	NPC133775
Intermediate Similarity	0.7926	NPC477860
Intermediate Similarity	0.7926	NPC475161
Intermediate Similarity	0.7926	NPC85316
Intermediate Similarity	0.7926	NPC315221
Intermediate Similarity	0.7926	NPC197357
Intermediate Similarity	0.7923	NPC63470
Intermediate Similarity	0.7914	NPC470581
Intermediate Similarity	0.7914	NPC115447
Intermediate Similarity	0.7914	NPC266513
Intermediate Similarity	0.7914	NPC470582
Intermediate Similarity	0.7912	NPC329647
Intermediate Similarity	0.7912	NPC470735
Intermediate Similarity	0.791	NPC474622
Intermediate Similarity	0.791	NPC474621
Intermediate Similarity	0.7903	NPC470667
Intermediate Similarity	0.7903	NPC186800
Intermediate Similarity	0.7903	NPC68381
Intermediate Similarity	0.7901	NPC216752
Intermediate Similarity	0.7895	NPC87583
Intermediate Similarity	0.7892	NPC315619
Intermediate Similarity	0.7884	NPC313452
Intermediate Similarity	0.788	NPC222455
Intermediate Similarity	0.7872	NPC283980
Intermediate Similarity	0.7872	NPC187441
Intermediate Similarity	0.7861	NPC475233
Intermediate Similarity	0.7853	NPC474534
Intermediate Similarity	0.7853	NPC474533
Intermediate Similarity	0.7853	NPC105591
Intermediate Similarity	0.7849	NPC472054
Intermediate Similarity	0.7821	NPC313299
Intermediate Similarity	0.7821	NPC478027
Intermediate Similarity	0.7819	NPC83331
Intermediate Similarity	0.7816	NPC285122
Intermediate Similarity	0.7778	NPC212290
Intermediate Similarity	0.7766	NPC314489
Intermediate Similarity	0.7766	NPC232818
Intermediate Similarity	0.7766	NPC198893
Intermediate Similarity	0.7765	NPC266469
Intermediate Similarity	0.776	NPC17432
Intermediate Similarity	0.7759	NPC170055
Intermediate Similarity	0.7754	NPC98776
Intermediate Similarity	0.7742	NPC298778
Intermediate Similarity	0.773	NPC103633
Intermediate Similarity	0.772	NPC205721
Intermediate Similarity	0.7716	NPC316164
Intermediate Similarity	0.7713	NPC223735
Intermediate Similarity	0.7713	NPC146803
Intermediate Similarity	0.7713	NPC307754
Intermediate Similarity	0.7713	NPC470454
Intermediate Similarity	0.7713	NPC199533
Intermediate Similarity	0.7709	NPC474824
Intermediate Similarity	0.7709	NPC218870
Intermediate Similarity	0.7709	NPC470408
Intermediate Similarity	0.7709	NPC182921
Intermediate Similarity	0.7708	NPC241847
Intermediate Similarity	0.7701	NPC300684
Intermediate Similarity	0.7701	NPC218866
Intermediate Similarity	0.7701	NPC84568
Intermediate Similarity	0.7701	NPC48130
Intermediate Similarity	0.7692	NPC284495
Intermediate Similarity	0.7688	NPC259905
Intermediate Similarity	0.7684	NPC84494
Intermediate Similarity	0.7684	NPC245059
Intermediate Similarity	0.768	NPC314672
Intermediate Similarity	0.768	NPC177742
Intermediate Similarity	0.7676	NPC178851
Intermediate Similarity	0.7672	NPC66820
Intermediate Similarity	0.7672	NPC92403
Intermediate Similarity	0.7672	NPC170018
Intermediate Similarity	0.7672	NPC76112
Intermediate Similarity	0.767	NPC313582
Intermediate Similarity	0.7667	NPC66029
Intermediate Similarity	0.766	NPC213052
Intermediate Similarity	0.7656	NPC252156
Intermediate Similarity	0.765	NPC314946
Intermediate Similarity	0.7644	NPC164047
Intermediate Similarity	0.7644	NPC470448
Intermediate Similarity	0.7644	NPC470453
Intermediate Similarity	0.7644	NPC470452
Intermediate Similarity	0.7634	NPC107009
Intermediate Similarity	0.7624	NPC474861
Intermediate Similarity	0.7622	NPC11608
Intermediate Similarity	0.7622	NPC297404
Intermediate Similarity	0.7619	NPC474345
Intermediate Similarity	0.7604	NPC293227
Intermediate Similarity	0.7604	NPC473717
Intermediate Similarity	0.7604	NPC478001
Intermediate Similarity	0.7604	NPC473631
Intermediate Similarity	0.7604	NPC475662
Intermediate Similarity	0.7554	NPC73148
Intermediate Similarity	0.7541	NPC314795
Intermediate Similarity	0.7527	NPC99216
Intermediate Similarity	0.7526	NPC229817
Intermediate Similarity	0.7526	NPC475220
Intermediate Similarity	0.7526	NPC473686
Intermediate Similarity	0.7526	NPC221140
Intermediate Similarity	0.7526	NPC475352
Intermediate Similarity	0.7526	NPC63105
Intermediate Similarity	0.7525	NPC314596
Intermediate Similarity	0.7514	NPC61594
Intermediate Similarity	0.7514	NPC470331
Intermediate Similarity	0.7514	NPC300540
Intermediate Similarity	0.7514	NPC56735
Intermediate Similarity	0.7513	NPC477836
Intermediate Similarity	0.7513	NPC476203
Intermediate Similarity	0.75	NPC328093
Intermediate Similarity	0.75	NPC137460
Intermediate Similarity	0.75	NPC131405
Intermediate Similarity	0.7488	NPC478048
Intermediate Similarity	0.7487	NPC70441
Intermediate Similarity	0.7487	NPC469419
Intermediate Similarity	0.7486	NPC257309
Intermediate Similarity	0.7486	NPC29552
Intermediate Similarity	0.7473	NPC147596
Intermediate Similarity	0.7472	NPC119767
Intermediate Similarity	0.7462	NPC264302
Intermediate Similarity	0.746	NPC313304
Intermediate Similarity	0.746	NPC105511
Intermediate Similarity	0.746	NPC241874
Intermediate Similarity	0.746	NPC44558
Intermediate Similarity	0.7459	NPC478220
Intermediate Similarity	0.7458	NPC471683
Intermediate Similarity	0.7458	NPC474630
Intermediate Similarity	0.7452	NPC180210
Intermediate Similarity	0.7452	NPC478046
Intermediate Similarity	0.7452	NPC328856
Intermediate Similarity	0.7452	NPC314914
Intermediate Similarity	0.7452	NPC321226
Intermediate Similarity	0.7452	NPC478047
Intermediate Similarity	0.7449	NPC473618
Intermediate Similarity	0.7448	NPC47191
Intermediate Similarity	0.7448	NPC472387
Intermediate Similarity	0.7447	NPC470341

Drug Structure

NPD6213 OpenBabel08211709092D 41 45 0 0 1 0 0 0 0 0999 V2000 -1.6730 3.4483 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 0 0 0 0 0 0 0 0 0 0 -0.7071 3.7071 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 -4.3301 2.5000 0.0000 C 0 0 2 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 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 0.9239 3.3827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 4.6730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 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 -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 1.7172 2.7739 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0544 4.3741 0.0000 H 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 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 -1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 11 2 0 0 0 0 5 12 2 0 0 0 0 6 14 1 0 0 0 0 6 17 1 0 0 0 0 7 13 1 0 0 0 0 7 25 1 0 0 0 0 8 16 1 0 0 0 0 8 25 1 0 0 0 0 9 15 1 0 0 0 0 9 34 1 0 0 0 0 10 27 2 0 0 0 0 11 12 1 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 18 1 0 0 0 0 13 23 2 0 0 0 0 14 15 1 0 0 0 0 14 28 1 6 0 0 0 15 29 1 6 0 0 0 16 18 1 0 0 0 0 16 35 1 1 0 0 0 17 34 1 0 0 0 0 17 35 1 1 0 0 0 18 24 2 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 19 23 1 0 0 0 0 20 22 1 0 0 0 0 20 24 1 0 0 0 0 21 30 2 0 0 0 0 22 31 2 0 0 0 0 23 32 1 0 0 0 0 24 33 1 0 0 0 0 25 10 1 6 0 0 0 25 26 1 0 0 0 0 26 36 1 0 0 0 0 26 37 1 0 0 0 0 28 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 M END $$$$

External Identifiers

TTD
DrugBank	DB06263
ChEMBL	CHEMBL1186894
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	135779
CAS Number	110267-81-7

Drug Properties

Molecular Weight	483.15
ALogP	-3.6843
MLogP	3.11
XLogP	-0.665
HDA	8
HBD	5
Rotatable Bonds	9
TPSA	176.61
RO5 Violation	0