NPASS drugs

Drug Information

Drug ID:	NPD7870
Drug Name:	Berubicin Hydrochloride
Molecular Formula:	C34H35NO11.ClH
Canonical SMILES:	OCC(=O)[C@@]1(O)C[C@H](O[C@H]2C[C@H](N)[C@@H]([C@@H](O2)C)OCc2ccccc2)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC.Cl
Standard InCHI:	InChI=1S/C34H35NO11.ClH/c1-16-33(44-15-17-7-4-3-5-8-17)20(35)11-24(45-16)46-22-13-34(42,23(37)14-36)12-19-26(22)32(41)28-27(30(19)39)29(38)18-9-6-10-21(43-2)25(18)31(28)40;/h3-10,16,20,22,24,33,36,39,41-42H,11-15,35H2,1-2H3;1H/t16-,20-,22-,24-,33+,34-;/m0./s1
Standard InCHIKey:	GPMIHHFZKBVWAZ-LMMKTYIZSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7870

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	235
0.1-0.2	1133
0.2-0.3	2520
0.3-0.4	6243
0.4-0.5	6739
0.5-0.6	4714
0.6-0.7	5969
0.7-0.8	3218
0.8-0.85	106
0.85-0.9	8
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	0.967	NPC109403
High Similarity	0.967	NPC314738
High Similarity	0.967	NPC261012
High Similarity	0.956	NPC315351
High Similarity	0.956	NPC316412
High Similarity	0.8842	NPC313274
High Similarity	0.8814	NPC315889
High Similarity	0.8789	NPC42286
High Similarity	0.8756	NPC314941
High Similarity	0.8593	NPC315253
High Similarity	0.8578	NPC252156
High Similarity	0.8511	NPC313452
High Similarity	0.8503	NPC58538
Intermediate Similarity	0.8495	NPC102053
Intermediate Similarity	0.8478	NPC478021
Intermediate Similarity	0.8462	NPC478022
Intermediate Similarity	0.8462	NPC478020
Intermediate Similarity	0.8457	NPC315221
Intermediate Similarity	0.8454	NPC108487
Intermediate Similarity	0.8432	NPC294501
Intermediate Similarity	0.8421	NPC87583
Intermediate Similarity	0.8404	NPC277710
Intermediate Similarity	0.8404	NPC153578
Intermediate Similarity	0.8404	NPC114257
Intermediate Similarity	0.8404	NPC299149
Intermediate Similarity	0.8396	NPC289876
Intermediate Similarity	0.8387	NPC85368
Intermediate Similarity	0.8387	NPC203751
Intermediate Similarity	0.8385	NPC314672
Intermediate Similarity	0.8368	NPC292706
Intermediate Similarity	0.8368	NPC224557
Intermediate Similarity	0.8359	NPC133775
Intermediate Similarity	0.8343	NPC284495
Intermediate Similarity	0.8298	NPC46958
Intermediate Similarity	0.8298	NPC475246
Intermediate Similarity	0.8263	NPC475161
Intermediate Similarity	0.8263	NPC197357
Intermediate Similarity	0.8263	NPC85316
Intermediate Similarity	0.8263	NPC477860
Intermediate Similarity	0.8245	NPC186800
Intermediate Similarity	0.8245	NPC70862
Intermediate Similarity	0.8245	NPC470667
Intermediate Similarity	0.8245	NPC470583
Intermediate Similarity	0.8245	NPC19056
Intermediate Similarity	0.8245	NPC3718
Intermediate Similarity	0.8235	NPC30432
Intermediate Similarity	0.8235	NPC111536
Intermediate Similarity	0.8235	NPC271385
Intermediate Similarity	0.8235	NPC183441
Intermediate Similarity	0.8235	NPC5029
Intermediate Similarity	0.8235	NPC76128
Intermediate Similarity	0.8226	NPC175477
Intermediate Similarity	0.822	NPC475662
Intermediate Similarity	0.822	NPC293227
Intermediate Similarity	0.822	NPC478001
Intermediate Similarity	0.822	NPC473717
Intermediate Similarity	0.822	NPC473631
Intermediate Similarity	0.8211	NPC72783
Intermediate Similarity	0.8201	NPC475233
Intermediate Similarity	0.8191	NPC470438
Intermediate Similarity	0.8187	NPC105591
Intermediate Similarity	0.8182	NPC470580
Intermediate Similarity	0.8182	NPC131405
Intermediate Similarity	0.8158	NPC266513
Intermediate Similarity	0.8158	NPC470581
Intermediate Similarity	0.8158	NPC470582
Intermediate Similarity	0.8158	NPC115447
Intermediate Similarity	0.8152	NPC278329
Intermediate Similarity	0.8152	NPC212099
Intermediate Similarity	0.8152	NPC146837
Intermediate Similarity	0.8152	NPC101116
Intermediate Similarity	0.8148	NPC68381
Intermediate Similarity	0.8144	NPC205721
Intermediate Similarity	0.8138	NPC270027
Intermediate Similarity	0.8138	NPC315619
Intermediate Similarity	0.8138	NPC477836
Intermediate Similarity	0.8135	NPC473686
Intermediate Similarity	0.8135	NPC221140
Intermediate Similarity	0.8135	NPC229817
Intermediate Similarity	0.8135	NPC475352
Intermediate Similarity	0.8135	NPC241847
Intermediate Similarity	0.8135	NPC475220
Intermediate Similarity	0.8128	NPC222455
Intermediate Similarity	0.8128	NPC246274
Intermediate Similarity	0.8125	NPC329790
Intermediate Similarity	0.8115	NPC187441
Intermediate Similarity	0.8115	NPC283980
Intermediate Similarity	0.8105	NPC176246
Intermediate Similarity	0.8105	NPC76112
Intermediate Similarity	0.8105	NPC92403
Intermediate Similarity	0.8105	NPC66820
Intermediate Similarity	0.8105	NPC170018
Intermediate Similarity	0.8095	NPC470335
Intermediate Similarity	0.8095	NPC199357
Intermediate Similarity	0.8095	NPC65118
Intermediate Similarity	0.8095	NPC470336
Intermediate Similarity	0.8095	NPC472054
Intermediate Similarity	0.8095	NPC98776
Intermediate Similarity	0.8075	NPC63470
Intermediate Similarity	0.8073	NPC208069
Intermediate Similarity	0.8065	NPC470735
Intermediate Similarity	0.8065	NPC178281
Intermediate Similarity	0.8065	NPC329647
Intermediate Similarity	0.8063	NPC470334
Intermediate Similarity	0.8063	NPC478000
Intermediate Similarity	0.8063	NPC83331
Intermediate Similarity	0.8054	NPC187934
Intermediate Similarity	0.8054	NPC97637
Intermediate Similarity	0.803	NPC314687
Intermediate Similarity	0.8021	NPC245059
Intermediate Similarity	0.8021	NPC84494
Intermediate Similarity	0.8021	NPC212290
Intermediate Similarity	0.802	NPC470199
Intermediate Similarity	0.802	NPC314459
Intermediate Similarity	0.801	NPC232818
Intermediate Similarity	0.801	NPC314489
Intermediate Similarity	0.801	NPC198893
Intermediate Similarity	0.8	NPC213052
Intermediate Similarity	0.8	NPC472261
Intermediate Similarity	0.7989	NPC298778
Intermediate Similarity	0.7989	NPC53139
Intermediate Similarity	0.7979	NPC472058
Intermediate Similarity	0.7979	NPC470452
Intermediate Similarity	0.7979	NPC234497
Intermediate Similarity	0.7979	NPC103633
Intermediate Similarity	0.7979	NPC470448
Intermediate Similarity	0.7979	NPC164047
Intermediate Similarity	0.7979	NPC105414
Intermediate Similarity	0.7979	NPC324522
Intermediate Similarity	0.7979	NPC470341
Intermediate Similarity	0.7979	NPC470453
Intermediate Similarity	0.797	NPC314946
Intermediate Similarity	0.797	NPC48474
Intermediate Similarity	0.797	NPC264302
Intermediate Similarity	0.7968	NPC280923
Intermediate Similarity	0.7958	NPC477992
Intermediate Similarity	0.7958	NPC470454
Intermediate Similarity	0.7958	NPC477991
Intermediate Similarity	0.7958	NPC146803
Intermediate Similarity	0.7958	NPC223735
Intermediate Similarity	0.7958	NPC307754
Intermediate Similarity	0.7958	NPC199533
Intermediate Similarity	0.7957	NPC216752
Intermediate Similarity	0.795	NPC316164
Intermediate Similarity	0.794	NPC470195
Intermediate Similarity	0.794	NPC316274
Intermediate Similarity	0.794	NPC470200
Intermediate Similarity	0.794	NPC470193
Intermediate Similarity	0.794	NPC470194
Intermediate Similarity	0.794	NPC282474
Intermediate Similarity	0.794	NPC470197
Intermediate Similarity	0.794	NPC470196
Intermediate Similarity	0.794	NPC470198
Intermediate Similarity	0.7938	NPC476203
Intermediate Similarity	0.7937	NPC259905
Intermediate Similarity	0.7937	NPC137460
Intermediate Similarity	0.7935	NPC208651
Intermediate Similarity	0.7935	NPC206641
Intermediate Similarity	0.7926	NPC477835
Intermediate Similarity	0.7926	NPC178851
Intermediate Similarity	0.7908	NPC65489
Intermediate Similarity	0.7906	NPC168789
Intermediate Similarity	0.7895	NPC76047
Intermediate Similarity	0.7895	NPC313582
Intermediate Similarity	0.7895	NPC280385
Intermediate Similarity	0.7892	NPC324736
Intermediate Similarity	0.7884	NPC76647
Intermediate Similarity	0.7876	NPC47191
Intermediate Similarity	0.7872	NPC478026
Intermediate Similarity	0.7872	NPC297404
Intermediate Similarity	0.7872	NPC11608
Intermediate Similarity	0.7868	NPC473618
Intermediate Similarity	0.7865	NPC474345
Intermediate Similarity	0.7865	NPC63105
Intermediate Similarity	0.7853	NPC473113
Intermediate Similarity	0.7853	NPC478002
Intermediate Similarity	0.7849	NPC470342
Intermediate Similarity	0.7849	NPC472052
Intermediate Similarity	0.7849	NPC472060
Intermediate Similarity	0.7849	NPC476506
Intermediate Similarity	0.7843	NPC314596
Intermediate Similarity	0.7842	NPC264063
Intermediate Similarity	0.7842	NPC473202
Intermediate Similarity	0.7842	NPC5319
Intermediate Similarity	0.7842	NPC469486
Intermediate Similarity	0.7838	NPC177742
Intermediate Similarity	0.7831	NPC70441
Intermediate Similarity	0.7831	NPC251336
Intermediate Similarity	0.7828	NPC469652
Intermediate Similarity	0.7828	NPC160543
Intermediate Similarity	0.7828	NPC93065
Intermediate Similarity	0.7828	NPC472720
Intermediate Similarity	0.7828	NPC31208
Intermediate Similarity	0.7828	NPC472724
Intermediate Similarity	0.7828	NPC472721
Intermediate Similarity	0.7826	NPC3449
Intermediate Similarity	0.7824	NPC272656
Intermediate Similarity	0.7822	NPC174140
Intermediate Similarity	0.7819	NPC17432
Intermediate Similarity	0.7819	NPC475183

Drug Structure

NPD7870 OpenBabel08211712032D 53 57 0 0 1 0 0 0 0 0999 V2000 4.8301 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7942 -8.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -8.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2321 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.0263 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.7942 -8.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.0263 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -7.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.2942 -8.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0981 -6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.2942 -9.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -9.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -8.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0865 -1.4824 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2942 -9.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7942 -8.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 43 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 21 2 0 0 0 0 11 20 1 0 0 0 0 11 24 1 0 0 0 0 12 19 1 0 0 0 0 12 34 1 0 0 0 0 13 22 1 0 0 0 0 13 34 1 0 0 0 0 14 23 1 0 0 0 0 14 36 1 0 0 0 0 15 17 1 0 0 0 0 15 44 1 0 0 0 0 16 1 1 1 0 0 0 16 33 1 0 0 0 0 16 45 1 0 0 0 0 18 25 2 0 0 0 0 18 29 1 0 0 0 0 19 26 1 0 0 0 0 19 30 2 0 0 0 0 20 33 1 0 0 0 0 20 35 1 1 0 0 0 21 25 1 0 0 0 0 21 43 1 0 0 0 0 22 26 1 0 0 0 0 22 46 1 6 0 0 0 23 37 2 0 0 0 0 24 45 1 0 0 0 0 24 46 1 6 0 0 0 25 31 1 0 0 0 0 26 32 2 0 0 0 0 27 28 2 0 0 0 0 27 29 1 0 0 0 0 27 30 1 0 0 0 0 28 31 1 0 0 0 0 28 32 1 0 0 0 0 29 38 2 0 0 0 0 30 39 1 0 0 0 0 31 40 2 0 0 0 0 32 41 1 0 0 0 0 33 44 1 1 0 0 0 34 23 1 1 0 0 0 34 42 1 0 0 0 0 35 48 1 0 0 0 0 35 49 1 0 0 0 0 36 50 1 0 0 0 0 39 51 1 0 0 0 0 41 52 1 0 0 0 0 42 53 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	633.22
ALogP	-4.101
MLogP	3.88
XLogP	1.319
HDA	9
HBD	5
Rotatable Bonds	15
TPSA	195.07
RO5 Violation	0