NPASS drugs

Drug Information

Drug ID:	NPD6780
Drug Name:	Doxorubicin Hydrochloride
Molecular Formula:	C27H29NO11.ClH
Canonical SMILES:	OCC(=O)[C@@]1(O)C[C@H](O[C@H]2C[C@H](N)[C@@H]([C@@H](O2)C)O)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC.Cl
Standard InCHI:	InChI=1S/C27H29NO11.ClH/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34;/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3;1H/t10-,13-,15-,17-,22+,27-;/m0./s1
Standard InCHIKey:	MWWSFMDVAYGXBV-RUELKSSGSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6780

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	223
0.1-0.2	1041
0.2-0.3	2510
0.3-0.4	6018
0.4-0.5	6781
0.5-0.6	4427
0.6-0.7	5749
0.7-0.8	3965
0.8-0.85	146
0.85-0.9	25
0.9-0.95	0
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	1.0	NPC261012
High Similarity	1.0	NPC109403
High Similarity	1.0	NPC314738
High Similarity	0.9887	NPC315351
High Similarity	0.9887	NPC316412
High Similarity	0.8978	NPC42286
High Similarity	0.893	NPC313274
High Similarity	0.8802	NPC315889
High Similarity	0.8771	NPC478021
High Similarity	0.8757	NPC478020
High Similarity	0.8757	NPC478022
High Similarity	0.8743	NPC314941
High Similarity	0.8743	NPC315221
High Similarity	0.8722	NPC294501
High Similarity	0.8696	NPC313452
High Similarity	0.8673	NPC315253
High Similarity	0.8587	NPC153578
High Similarity	0.8587	NPC114257
High Similarity	0.8587	NPC277710
High Similarity	0.8587	NPC299149
High Similarity	0.8579	NPC102053
High Similarity	0.8579	NPC475246
High Similarity	0.8571	NPC85368
High Similarity	0.8531	NPC284495
High Similarity	0.8525	NPC3718
High Similarity	0.8516	NPC30432
High Similarity	0.8516	NPC5029
High Similarity	0.8516	NPC271385
High Similarity	0.8516	NPC111536
High Similarity	0.8516	NPC76128
Intermediate Similarity	0.8486	NPC58538
Intermediate Similarity	0.8478	NPC475233
Intermediate Similarity	0.8478	NPC46958
Intermediate Similarity	0.847	NPC203751
Intermediate Similarity	0.8466	NPC314672
Intermediate Similarity	0.8441	NPC477860
Intermediate Similarity	0.8441	NPC475161
Intermediate Similarity	0.8438	NPC108487
Intermediate Similarity	0.8436	NPC146837
Intermediate Similarity	0.8436	NPC212099
Intermediate Similarity	0.8436	NPC278329
Intermediate Similarity	0.8436	NPC101116
Intermediate Similarity	0.8424	NPC470667
Intermediate Similarity	0.8424	NPC186800
Intermediate Similarity	0.8424	NPC68381
Intermediate Similarity	0.8407	NPC175477
Intermediate Similarity	0.8407	NPC222455
Intermediate Similarity	0.8404	NPC87583
Intermediate Similarity	0.8382	NPC252156
Intermediate Similarity	0.8378	NPC289876
Intermediate Similarity	0.837	NPC199357
Intermediate Similarity	0.837	NPC98776
Intermediate Similarity	0.837	NPC472054
Intermediate Similarity	0.8361	NPC470580
Intermediate Similarity	0.836	NPC105591
Intermediate Similarity	0.8351	NPC224557
Intermediate Similarity	0.8351	NPC292706
Intermediate Similarity	0.8343	NPC329647
Intermediate Similarity	0.8343	NPC470735
Intermediate Similarity	0.8343	NPC178281
Intermediate Similarity	0.8342	NPC133775
Intermediate Similarity	0.8324	NPC19056
Intermediate Similarity	0.8324	NPC470583
Intermediate Similarity	0.8316	NPC205721
Intermediate Similarity	0.8315	NPC183441
Intermediate Similarity	0.8315	NPC270027
Intermediate Similarity	0.8306	NPC246274
Intermediate Similarity	0.8289	NPC72783
Intermediate Similarity	0.8289	NPC212290
Intermediate Similarity	0.8261	NPC298778
Intermediate Similarity	0.8256	NPC131405
Intermediate Similarity	0.8251	NPC103633
Intermediate Similarity	0.8251	NPC63470
Intermediate Similarity	0.8245	NPC197357
Intermediate Similarity	0.8245	NPC85316
Intermediate Similarity	0.8235	NPC470582
Intermediate Similarity	0.8235	NPC115447
Intermediate Similarity	0.8235	NPC470581
Intermediate Similarity	0.8235	NPC266513
Intermediate Similarity	0.8232	NPC216752
Intermediate Similarity	0.8232	NPC187934
Intermediate Similarity	0.8232	NPC97637
Intermediate Similarity	0.8226	NPC70862
Intermediate Similarity	0.8226	NPC470454
Intermediate Similarity	0.8226	NPC199533
Intermediate Similarity	0.8226	NPC146803
Intermediate Similarity	0.8216	NPC315619
Intermediate Similarity	0.8212	NPC206641
Intermediate Similarity	0.8212	NPC208651
Intermediate Similarity	0.8207	NPC259905
Intermediate Similarity	0.8207	NPC137460
Intermediate Similarity	0.8201	NPC478001
Intermediate Similarity	0.8201	NPC329790
Intermediate Similarity	0.8197	NPC178851
Intermediate Similarity	0.8191	NPC245059
Intermediate Similarity	0.8191	NPC84494
Intermediate Similarity	0.8191	NPC187441
Intermediate Similarity	0.8191	NPC283980
Intermediate Similarity	0.8182	NPC176246
Intermediate Similarity	0.8172	NPC470336
Intermediate Similarity	0.8172	NPC470438
Intermediate Similarity	0.8172	NPC470335
Intermediate Similarity	0.8172	NPC213052
Intermediate Similarity	0.8167	NPC53139
Intermediate Similarity	0.8148	NPC470448
Intermediate Similarity	0.8148	NPC208069
Intermediate Similarity	0.8148	NPC164047
Intermediate Similarity	0.8148	NPC470453
Intermediate Similarity	0.8148	NPC470452
Intermediate Similarity	0.8142	NPC297404
Intermediate Similarity	0.8142	NPC11608
Intermediate Similarity	0.8138	NPC470334
Intermediate Similarity	0.8138	NPC83331
Intermediate Similarity	0.8128	NPC474345
Intermediate Similarity	0.8118	NPC473113
Intermediate Similarity	0.8115	NPC241847
Intermediate Similarity	0.8111	NPC177742
Intermediate Similarity	0.8105	NPC475662
Intermediate Similarity	0.8105	NPC293227
Intermediate Similarity	0.8105	NPC473717
Intermediate Similarity	0.8105	NPC473631
Intermediate Similarity	0.8103	NPC314687
Intermediate Similarity	0.8101	NPC3449
Intermediate Similarity	0.8093	NPC470199
Intermediate Similarity	0.8093	NPC314459
Intermediate Similarity	0.8087	NPC183672
Intermediate Similarity	0.8085	NPC198893
Intermediate Similarity	0.8085	NPC232818
Intermediate Similarity	0.8085	NPC314489
Intermediate Similarity	0.8085	NPC272656
Intermediate Similarity	0.8075	NPC65118
Intermediate Similarity	0.8075	NPC154986
Intermediate Similarity	0.8065	NPC241874
Intermediate Similarity	0.8056	NPC148323
Intermediate Similarity	0.8056	NPC283480
Intermediate Similarity	0.8054	NPC470341
Intermediate Similarity	0.8054	NPC473094
Intermediate Similarity	0.8054	NPC234497
Intermediate Similarity	0.8054	NPC472058
Intermediate Similarity	0.8054	NPC324522
Intermediate Similarity	0.8054	NPC105414
Intermediate Similarity	0.8043	NPC478026
Intermediate Similarity	0.8043	NPC472049
Intermediate Similarity	0.8042	NPC168584
Intermediate Similarity	0.8042	NPC47191
Intermediate Similarity	0.8041	NPC48474
Intermediate Similarity	0.8033	NPC131745
Intermediate Similarity	0.8033	NPC259834
Intermediate Similarity	0.8033	NPC478229
Intermediate Similarity	0.8032	NPC307754
Intermediate Similarity	0.8032	NPC63105
Intermediate Similarity	0.8032	NPC108202
Intermediate Similarity	0.8032	NPC223735
Intermediate Similarity	0.8021	NPC221140
Intermediate Similarity	0.8021	NPC475352
Intermediate Similarity	0.8021	NPC477836
Intermediate Similarity	0.8021	NPC473686
Intermediate Similarity	0.8021	NPC475220
Intermediate Similarity	0.8021	NPC229817
Intermediate Similarity	0.802	NPC316164
Intermediate Similarity	0.8011	NPC473096
Intermediate Similarity	0.8011	NPC473202
Intermediate Similarity	0.8011	NPC473095
Intermediate Similarity	0.801	NPC470200
Intermediate Similarity	0.801	NPC470196
Intermediate Similarity	0.801	NPC470197
Intermediate Similarity	0.801	NPC470194
Intermediate Similarity	0.801	NPC470195
Intermediate Similarity	0.801	NPC282474
Intermediate Similarity	0.801	NPC470193
Intermediate Similarity	0.801	NPC470198
Intermediate Similarity	0.801	NPC316274
Intermediate Similarity	0.8	NPC192219
Intermediate Similarity	0.8	NPC82190
Intermediate Similarity	0.8	NPC70441
Intermediate Similarity	0.8	NPC174599
Intermediate Similarity	0.7989	NPC156635
Intermediate Similarity	0.7989	NPC17432
Intermediate Similarity	0.7989	NPC278419
Intermediate Similarity	0.7989	NPC76112
Intermediate Similarity	0.7989	NPC92403
Intermediate Similarity	0.7989	NPC66087
Intermediate Similarity	0.7989	NPC66820
Intermediate Similarity	0.7989	NPC170018
Intermediate Similarity	0.7989	NPC179198
Intermediate Similarity	0.7978	NPC73148
Intermediate Similarity	0.7969	NPC148710
Intermediate Similarity	0.7968	NPC8704
Intermediate Similarity	0.7968	NPC287884
Intermediate Similarity	0.7968	NPC313304
Intermediate Similarity	0.7968	NPC105511
Intermediate Similarity	0.7968	NPC44558
Intermediate Similarity	0.7967	NPC324736
Intermediate Similarity	0.7967	NPC231475
Intermediate Similarity	0.7967	NPC57072
Intermediate Similarity	0.7959	NPC314020
Intermediate Similarity	0.7957	NPC225419
Intermediate Similarity	0.795	NPC314946
Intermediate Similarity	0.7949	NPC264302
Intermediate Similarity	0.7947	NPC478000

Drug Structure

NPD6780 OpenBabel08211710072D 47 50 0 0 1 0 0 0 0 0999 V2000 7.4282 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4641 -8.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -8.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 -8.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -7.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -8.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.1603 -6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9641 -9.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -9.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 -8.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6380 -1.0834 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9641 -9.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -9.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4641 -8.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 37 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 11 1 0 0 0 0 5 14 2 0 0 0 0 6 13 1 0 0 0 0 6 17 1 0 0 0 0 7 12 1 0 0 0 0 7 27 1 0 0 0 0 8 15 1 0 0 0 0 8 27 1 0 0 0 0 9 16 1 0 0 0 0 9 29 1 0 0 0 0 10 1 1 6 0 0 0 10 22 1 0 0 0 0 10 38 1 0 0 0 0 11 18 2 0 0 0 0 11 23 1 0 0 0 0 12 19 1 0 0 0 0 12 24 2 0 0 0 0 13 22 1 0 0 0 0 13 28 1 6 0 0 0 14 18 1 0 0 0 0 14 37 1 0 0 0 0 15 19 1 0 0 0 0 15 39 1 1 0 0 0 16 30 2 0 0 0 0 17 38 1 0 0 0 0 17 39 1 1 0 0 0 18 25 1 0 0 0 0 19 26 2 0 0 0 0 20 21 2 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 22 31 1 6 0 0 0 23 32 2 0 0 0 0 24 33 1 0 0 0 0 25 34 2 0 0 0 0 26 35 1 0 0 0 0 27 16 1 6 0 0 0 27 36 1 0 0 0 0 28 41 1 0 0 0 0 28 42 1 0 0 0 0 29 43 1 0 0 0 0 31 44 1 0 0 0 0 33 45 1 0 0 0 0 35 46 1 0 0 0 0 36 47 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	543.17
ALogP	-4.4188
MLogP	3.11
XLogP	-1.679
HDA	9
HBD	6
Rotatable Bonds	13
TPSA	206.07
RO5 Violation	1