NPASS drugs

Drug Information

Drug ID:	NPD7874
Drug Name:	Valrubicin
Molecular Formula:	C34H36F3NO13
Canonical SMILES:	CCCCC(=O)OCC(=O)[C@@]1(O)C[C@H](O[C@@H]2O[C@@H](C)[C@H]([C@H](C2)N=C(C(F)(F)F)O)O)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC
Standard InCHI:	InChI=1S/C34H36F3NO13/c1-4-5-9-21(40)49-13-20(39)33(47)11-16-24(19(12-33)51-22-10-17(27(41)14(2)50-22)38-32(46)34(35,36)37)31(45)26-25(29(16)43)28(42)15-7-6-8-18(48-3)23(15)30(26)44/h6-8,14,17,19,22,27,41,43,45,47H,4-5,9-13H2,1-3H3,(H,38,46)/t14-,17-,19-,22-,27+,33-/m0/s1
Standard InCHIKey:	ZOCKGBMQLCSHFP-KQRAQHLDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7874

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	1070
0.2-0.3	2550
0.3-0.4	5999
0.4-0.5	6809
0.5-0.6	5167
0.6-0.7	6201
0.7-0.8	2740
0.8-0.85	108
0.85-0.9	6
0.9-0.95	5
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	0.9105	NPC261012
High Similarity	0.9105	NPC109403
High Similarity	0.9105	NPC314738
High Similarity	0.9	NPC316412
High Similarity	0.9	NPC315351
High Similarity	0.8974	NPC315889
High Similarity	0.8953	NPC42286
High Similarity	0.8918	NPC314941
High Similarity	0.8808	NPC313274
High Similarity	0.875	NPC315253
High Similarity	0.8549	NPC314672
Intermediate Similarity	0.8404	NPC183441
Intermediate Similarity	0.8385	NPC313452
Intermediate Similarity	0.8373	NPC252156
Intermediate Similarity	0.8351	NPC478021
Intermediate Similarity	0.8342	NPC131405
Intermediate Similarity	0.8333	NPC478020
Intermediate Similarity	0.8333	NPC315221
Intermediate Similarity	0.8333	NPC475161
Intermediate Similarity	0.8333	NPC478022
Intermediate Similarity	0.8333	NPC477860
Intermediate Similarity	0.8316	NPC470667
Intermediate Similarity	0.8316	NPC186800
Intermediate Similarity	0.8307	NPC294501
Intermediate Similarity	0.8281	NPC58538
Intermediate Similarity	0.8272	NPC176246
Intermediate Similarity	0.8272	NPC102053
Intermediate Similarity	0.822	NPC470583
Intermediate Similarity	0.822	NPC19056
Intermediate Similarity	0.822	NPC68381
Intermediate Similarity	0.8214	NPC205721
Intermediate Similarity	0.8205	NPC87583
Intermediate Similarity	0.8187	NPC72783
Intermediate Similarity	0.8187	NPC299149
Intermediate Similarity	0.8187	NPC277710
Intermediate Similarity	0.8187	NPC153578
Intermediate Similarity	0.8187	NPC114257
Intermediate Similarity	0.8177	NPC46958
Intermediate Similarity	0.8177	NPC475246
Intermediate Similarity	0.8177	NPC289876
Intermediate Similarity	0.8168	NPC470438
Intermediate Similarity	0.8168	NPC472054
Intermediate Similarity	0.8168	NPC85368
Intermediate Similarity	0.8168	NPC203751
Intermediate Similarity	0.8168	NPC65118
Intermediate Similarity	0.8163	NPC105591
Intermediate Similarity	0.8158	NPC470580
Intermediate Similarity	0.8154	NPC224557
Intermediate Similarity	0.8154	NPC292706
Intermediate Similarity	0.8144	NPC208069
Intermediate Similarity	0.8138	NPC178281
Intermediate Similarity	0.8135	NPC470581
Intermediate Similarity	0.8135	NPC470582
Intermediate Similarity	0.8135	NPC115447
Intermediate Similarity	0.8135	NPC266513
Intermediate Similarity	0.8131	NPC48474
Intermediate Similarity	0.8125	NPC70862
Intermediate Similarity	0.8125	NPC3718
Intermediate Similarity	0.8118	NPC284495
Intermediate Similarity	0.8115	NPC5029
Intermediate Similarity	0.8115	NPC76128
Intermediate Similarity	0.8115	NPC30432
Intermediate Similarity	0.8115	NPC111536
Intermediate Similarity	0.8115	NPC271385
Intermediate Similarity	0.8115	NPC270027
Intermediate Similarity	0.8112	NPC241847
Intermediate Similarity	0.8105	NPC175477
Intermediate Similarity	0.8103	NPC475662
Intermediate Similarity	0.8103	NPC293227
Intermediate Similarity	0.8103	NPC473717
Intermediate Similarity	0.8103	NPC473631
Intermediate Similarity	0.81	NPC470198
Intermediate Similarity	0.81	NPC282474
Intermediate Similarity	0.81	NPC470196
Intermediate Similarity	0.81	NPC470193
Intermediate Similarity	0.81	NPC470197
Intermediate Similarity	0.81	NPC470200
Intermediate Similarity	0.81	NPC470194
Intermediate Similarity	0.81	NPC314687
Intermediate Similarity	0.81	NPC316274
Intermediate Similarity	0.81	NPC470195
Intermediate Similarity	0.8093	NPC84494
Intermediate Similarity	0.8093	NPC187441
Intermediate Similarity	0.8093	NPC245059
Intermediate Similarity	0.8093	NPC283980
Intermediate Similarity	0.8083	NPC475233
Intermediate Similarity	0.8063	NPC298778
Intermediate Similarity	0.806	NPC108487
Intermediate Similarity	0.8051	NPC164047
Intermediate Similarity	0.8051	NPC470448
Intermediate Similarity	0.8051	NPC197357
Intermediate Similarity	0.8051	NPC470452
Intermediate Similarity	0.8051	NPC470453
Intermediate Similarity	0.8051	NPC85316
Intermediate Similarity	0.8042	NPC470735
Intermediate Similarity	0.8042	NPC329647
Intermediate Similarity	0.8041	NPC83331
Intermediate Similarity	0.8039	NPC314946
Intermediate Similarity	0.8032	NPC212099
Intermediate Similarity	0.8032	NPC97637
Intermediate Similarity	0.8032	NPC146837
Intermediate Similarity	0.8032	NPC278329
Intermediate Similarity	0.8032	NPC101116
Intermediate Similarity	0.8032	NPC187934
Intermediate Similarity	0.8031	NPC199533
Intermediate Similarity	0.8031	NPC470454
Intermediate Similarity	0.8021	NPC315619
Intermediate Similarity	0.8021	NPC473113
Intermediate Similarity	0.802	NPC221140
Intermediate Similarity	0.802	NPC475352
Intermediate Similarity	0.802	NPC475220
Intermediate Similarity	0.802	NPC229817
Intermediate Similarity	0.802	NPC473686
Intermediate Similarity	0.8011	NPC206641
Intermediate Similarity	0.8011	NPC208651
Intermediate Similarity	0.801	NPC222455
Intermediate Similarity	0.801	NPC246274
Intermediate Similarity	0.8	NPC314459
Intermediate Similarity	0.8	NPC470199
Intermediate Similarity	0.799	NPC66820
Intermediate Similarity	0.799	NPC92403
Intermediate Similarity	0.799	NPC76112
Intermediate Similarity	0.799	NPC170018
Intermediate Similarity	0.7979	NPC98776
Intermediate Similarity	0.7979	NPC199357
Intermediate Similarity	0.797	NPC133775
Intermediate Similarity	0.7969	NPC280385
Intermediate Similarity	0.7958	NPC63470
Intermediate Similarity	0.795	NPC264302
Intermediate Similarity	0.7949	NPC477683
Intermediate Similarity	0.7949	NPC477682
Intermediate Similarity	0.7947	NPC478026
Intermediate Similarity	0.7947	NPC280923
Intermediate Similarity	0.7938	NPC474345
Intermediate Similarity	0.7938	NPC63105
Intermediate Similarity	0.7931	NPC316164
Intermediate Similarity	0.7927	NPC477836
Intermediate Similarity	0.7919	NPC478001
Intermediate Similarity	0.7919	NPC475148
Intermediate Similarity	0.7919	NPC475656
Intermediate Similarity	0.7917	NPC473095
Intermediate Similarity	0.7917	NPC137460
Intermediate Similarity	0.7917	NPC473096
Intermediate Similarity	0.7908	NPC212290
Intermediate Similarity	0.7903	NPC3449
Intermediate Similarity	0.7897	NPC232818
Intermediate Similarity	0.7897	NPC314489
Intermediate Similarity	0.7897	NPC198893
Intermediate Similarity	0.7895	NPC17432
Intermediate Similarity	0.7887	NPC470336
Intermediate Similarity	0.7887	NPC213052
Intermediate Similarity	0.7887	NPC470335
Intermediate Similarity	0.7879	NPC106700
Intermediate Similarity	0.7879	NPC470416
Intermediate Similarity	0.7879	NPC75574
Intermediate Similarity	0.7876	NPC469344
Intermediate Similarity	0.7876	NPC76047
Intermediate Similarity	0.7872	NPC53139
Intermediate Similarity	0.7871	NPC314020
Intermediate Similarity	0.7865	NPC103633
Intermediate Similarity	0.7865	NPC473094
Intermediate Similarity	0.7861	NPC148323
Intermediate Similarity	0.7861	NPC283480
Intermediate Similarity	0.7857	NPC470334
Intermediate Similarity	0.7853	NPC99216
Intermediate Similarity	0.7846	NPC146803
Intermediate Similarity	0.7846	NPC307754
Intermediate Similarity	0.7846	NPC223735
Intermediate Similarity	0.7843	NPC472391
Intermediate Similarity	0.7842	NPC216752
Intermediate Similarity	0.7839	NPC197972
Intermediate Similarity	0.7835	NPC9002
Intermediate Similarity	0.7835	NPC288152
Intermediate Similarity	0.7835	NPC221288
Intermediate Similarity	0.7835	NPC101399
Intermediate Similarity	0.7835	NPC257011
Intermediate Similarity	0.7835	NPC217822
Intermediate Similarity	0.7835	NPC11847
Intermediate Similarity	0.7835	NPC137871
Intermediate Similarity	0.7828	NPC36138
Intermediate Similarity	0.7826	NPC314596
Intermediate Similarity	0.7824	NPC5319
Intermediate Similarity	0.7824	NPC259905
Intermediate Similarity	0.7816	NPC116862
Intermediate Similarity	0.7812	NPC178851
Intermediate Similarity	0.7807	NPC82190
Intermediate Similarity	0.7807	NPC192219
Intermediate Similarity	0.7807	NPC174599
Intermediate Similarity	0.7806	NPC472382
Intermediate Similarity	0.7806	NPC469345
Intermediate Similarity	0.7806	NPC472384
Intermediate Similarity	0.7806	NPC472380
Intermediate Similarity	0.7801	NPC475183
Intermediate Similarity	0.78	NPC174486
Intermediate Similarity	0.78	NPC294863
Intermediate Similarity	0.78	NPC65489
Intermediate Similarity	0.78	NPC282636
Intermediate Similarity	0.7795	NPC229051
Intermediate Similarity	0.7795	NPC131862
Intermediate Similarity	0.7795	NPC154986

Drug Structure

NPD7874 OpenBabel08211712032D 56 60 0 0 1 0 0 0 0 0999 V2000 -3.0179 -8.4674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 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 -2.0520 -8.7262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3449 -8.0191 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 3.4641 2.0000 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 -1.6037 -7.0532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -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 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 -4.6730 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 2.5981 1.5000 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 -3.4641 -3.0000 0.0000 C 0 0 1 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 -0.8660 -1.5000 0.0000 C 0 0 1 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 -0.8966 -6.3461 0.0000 C 0 0 0 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 1.7321 2.0000 0.0000 C 0 0 0 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 -4.3301 -2.5000 0.0000 C 0 0 2 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 1.7321 -1.0000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -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 2 0 0 0 0 0 0 0 0 0 -4.3301 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8301 -6.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.3301 -5.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 -3.4483 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0694 -6.6049 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 2.5981 -1.5000 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 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9239 -3.3827 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 -1.1554 -5.3801 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 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 -6.0622 -2.5000 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 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 H 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 4 1 0 0 0 0 3 48 1 0 0 0 0 4 5 1 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 15 1 0 0 0 0 8 18 2 0 0 0 0 9 21 1 0 0 0 0 10 17 1 0 0 0 0 10 22 1 0 0 0 0 11 16 1 0 0 0 0 11 33 1 0 0 0 0 12 19 1 0 0 0 0 12 33 1 0 0 0 0 13 20 1 0 0 0 0 13 49 1 0 0 0 0 14 2 1 6 0 0 0 14 27 1 0 0 0 0 14 50 1 0 0 0 0 15 23 2 0 0 0 0 15 28 1 0 0 0 0 16 24 1 0 0 0 0 16 29 2 0 0 0 0 17 27 1 0 0 0 0 17 38 1 6 0 0 0 18 23 1 0 0 0 0 18 48 1 0 0 0 0 19 24 1 0 0 0 0 19 51 1 6 0 0 0 20 39 2 0 0 0 0 21 40 2 0 0 0 0 21 49 1 0 0 0 0 22 50 1 0 0 0 0 22 51 1 1 0 0 0 23 30 1 0 0 0 0 24 31 2 0 0 0 0 25 26 2 0 0 0 0 25 28 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 26 31 1 0 0 0 0 27 41 1 6 0 0 0 28 42 2 0 0 0 0 29 43 1 0 0 0 0 30 44 2 0 0 0 0 31 45 1 0 0 0 0 32 34 1 0 0 0 0 32 38 2 3 0 0 0 32 46 1 0 0 0 0 33 20 1 1 0 0 0 33 47 1 0 0 0 0 34 35 1 0 0 0 0 34 36 1 0 0 0 0 34 37 1 0 0 0 0 41 52 1 0 0 0 0 43 53 1 0 0 0 0 45 54 1 0 0 0 0 46 55 1 0 0 0 0 47 56 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000650
DrugBank	DB00385
ChEMBL	CHEMBL1096885
IUPHAR/BPS
PharmaGKB	PA164748616
KEGG Drug
PubChem CID
ChEBI	135876
CAS Number	56124-62-0

Drug Properties

Molecular Weight	723.21
ALogP	-2.8852
MLogP	3.33
XLogP	1.053
HDA	11
HBD	5
Rotatable Bonds	23
TPSA	218.71
RO5 Violation	2