NPASS drugs

Drug Information

Drug ID:	NPD6538
Drug Name:	Toremifene Citrate
Molecular Formula:	C26H28ClNO.C6H8O7
Canonical SMILES:	OC(=O)C(CC(=O)O)(CC(=O)O)O.ClCC/C(=C(c1ccccc1)/c1ccc(cc1)OCCN(C)C)/c1ccccc1
Standard InCHI:	InChI=1S/C26H28ClNO.C6H8O7/c1-28(2)19-20-29-24-15-13-23(14-16-24)26(22-11-7-4-8-12-22)25(17-18-27)21-9-5-3-6-10-21;7-3(8)1-6(13,5(11)12)2-4(9)10/h3-16H,17-20H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25-;
Standard InCHIKey:	IWEQQRMGNVVKQW-OQKDUQJOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6538

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	163
0.1-0.2	1252
0.2-0.3	4426
0.3-0.4	9211
0.4-0.5	3474
0.5-0.6	8953
0.6-0.7	3294
0.7-0.8	116
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	0.9746	NPC255253
Intermediate Similarity	0.7797	NPC316797
Intermediate Similarity	0.7786	NPC328267
Intermediate Similarity	0.7778	NPC313918
Intermediate Similarity	0.7769	NPC326801
Intermediate Similarity	0.7752	NPC263835
Intermediate Similarity	0.7674	NPC256369
Intermediate Similarity	0.7622	NPC247298
Intermediate Similarity	0.7619	NPC26524
Intermediate Similarity	0.7615	NPC321133
Intermediate Similarity	0.7563	NPC471576
Intermediate Similarity	0.7541	NPC470393
Intermediate Similarity	0.7519	NPC211218
Intermediate Similarity	0.7517	NPC245974
Intermediate Similarity	0.748	NPC113457
Intermediate Similarity	0.7465	NPC83289
Intermediate Similarity	0.7465	NPC189724
Intermediate Similarity	0.7465	NPC212850
Intermediate Similarity	0.7459	NPC38079
Intermediate Similarity	0.7459	NPC108875
Intermediate Similarity	0.744	NPC474272
Intermediate Similarity	0.7438	NPC300166
Intermediate Similarity	0.7407	NPC320242
Intermediate Similarity	0.7405	NPC59561
Intermediate Similarity	0.7405	NPC172253
Intermediate Similarity	0.7405	NPC43275
Intermediate Similarity	0.7398	NPC473855
Intermediate Similarity	0.7381	NPC95977
Intermediate Similarity	0.7377	NPC192596
Intermediate Similarity	0.7364	NPC303370
Intermediate Similarity	0.735	NPC321956
Intermediate Similarity	0.7333	NPC95733
Intermediate Similarity	0.7333	NPC62101
Intermediate Similarity	0.7323	NPC166837
Intermediate Similarity	0.7295	NPC51633
Intermediate Similarity	0.7279	NPC29477
Intermediate Similarity	0.7265	NPC71853
Intermediate Similarity	0.7258	NPC475269
Intermediate Similarity	0.7258	NPC42383
Intermediate Similarity	0.7252	NPC25648
Intermediate Similarity	0.7246	NPC283079
Intermediate Similarity	0.7244	NPC475852
Intermediate Similarity	0.7227	NPC471581
Intermediate Similarity	0.7222	NPC75440
Intermediate Similarity	0.7222	NPC201959
Intermediate Similarity	0.7222	NPC97811
Intermediate Similarity	0.7214	NPC471953
Intermediate Similarity	0.7214	NPC118419
Intermediate Similarity	0.7214	NPC274732
Intermediate Similarity	0.719	NPC95755
Intermediate Similarity	0.719	NPC470161
Intermediate Similarity	0.7185	NPC100099
Intermediate Similarity	0.7185	NPC36016
Intermediate Similarity	0.7179	NPC8002
Intermediate Similarity	0.7179	NPC177844
Intermediate Similarity	0.7179	NPC259134
Intermediate Similarity	0.7179	NPC99886
Intermediate Similarity	0.7177	NPC241224
Intermediate Similarity	0.7163	NPC325568
Intermediate Similarity	0.7153	NPC136112
Intermediate Similarity	0.7153	NPC141739
Intermediate Similarity	0.7143	NPC157473
Intermediate Similarity	0.7143	NPC151530
Intermediate Similarity	0.7132	NPC38761
Intermediate Similarity	0.7132	NPC76465
Intermediate Similarity	0.7131	NPC100870
Intermediate Similarity	0.7121	NPC323948
Intermediate Similarity	0.7121	NPC142042
Intermediate Similarity	0.7111	NPC54972
Intermediate Similarity	0.7101	NPC17837
Intermediate Similarity	0.7101	NPC218323
Intermediate Similarity	0.7101	NPC304630
Intermediate Similarity	0.7099	NPC47194
Intermediate Similarity	0.7092	NPC307123
Intermediate Similarity	0.7092	NPC97870
Intermediate Similarity	0.7092	NPC247018
Intermediate Similarity	0.709	NPC103916
Intermediate Similarity	0.7087	NPC146530
Intermediate Similarity	0.7083	NPC318591
Intermediate Similarity	0.7083	NPC231163
Intermediate Similarity	0.708	NPC86502
Intermediate Similarity	0.708	NPC294156
Intermediate Similarity	0.708	NPC106914
Intermediate Similarity	0.708	NPC134195
Intermediate Similarity	0.708	NPC246648
Intermediate Similarity	0.708	NPC256015
Intermediate Similarity	0.708	NPC197351
Intermediate Similarity	0.7077	NPC165106
Intermediate Similarity	0.7077	NPC141003
Intermediate Similarity	0.7077	NPC35344
Intermediate Similarity	0.7063	NPC11147
Intermediate Similarity	0.7063	NPC135464
Intermediate Similarity	0.7063	NPC176971
Intermediate Similarity	0.7063	NPC92623
Intermediate Similarity	0.7059	NPC150026
Intermediate Similarity	0.7059	NPC471314
Intermediate Similarity	0.7059	NPC471315
Intermediate Similarity	0.7054	NPC266932
Intermediate Similarity	0.705	NPC172403
Intermediate Similarity	0.7045	NPC81067
Intermediate Similarity	0.7045	NPC33900
Intermediate Similarity	0.7045	NPC9341
Intermediate Similarity	0.704	NPC283546
Intermediate Similarity	0.7037	NPC83279
Intermediate Similarity	0.7031	NPC306045
Intermediate Similarity	0.7031	NPC265211
Intermediate Similarity	0.7029	NPC102540
Intermediate Similarity	0.7029	NPC103420
Intermediate Similarity	0.7029	NPC285040
Intermediate Similarity	0.7029	NPC188022
Intermediate Similarity	0.7029	NPC17809
Intermediate Similarity	0.7016	NPC307425
Intermediate Similarity	0.7015	NPC163036
Intermediate Similarity	0.7015	NPC295259
Intermediate Similarity	0.7008	NPC258171
Intermediate Similarity	0.7008	NPC186469
Intermediate Similarity	0.7007	NPC307020
Remote Similarity	0.6993	NPC29650
Remote Similarity	0.6985	NPC127389
Remote Similarity	0.6985	NPC290451
Remote Similarity	0.6984	NPC473393
Remote Similarity	0.6984	NPC8302
Remote Similarity	0.6984	NPC233396
Remote Similarity	0.6984	NPC154899
Remote Similarity	0.6984	NPC128730
Remote Similarity	0.6978	NPC283049
Remote Similarity	0.6978	NPC276212
Remote Similarity	0.6978	NPC50315
Remote Similarity	0.6978	NPC230479
Remote Similarity	0.6978	NPC26879
Remote Similarity	0.6978	NPC301713
Remote Similarity	0.6977	NPC25067
Remote Similarity	0.6977	NPC2682
Remote Similarity	0.6977	NPC88868
Remote Similarity	0.6977	NPC231251
Remote Similarity	0.6972	NPC470392
Remote Similarity	0.6972	NPC474200
Remote Similarity	0.697	NPC473264
Remote Similarity	0.697	NPC475815
Remote Similarity	0.697	NPC51345
Remote Similarity	0.6966	NPC193528
Remote Similarity	0.6963	NPC8283
Remote Similarity	0.6963	NPC41801
Remote Similarity	0.6963	NPC93398
Remote Similarity	0.6963	NPC258979
Remote Similarity	0.6953	NPC309982
Remote Similarity	0.6953	NPC291837
Remote Similarity	0.695	NPC474227
Remote Similarity	0.6947	NPC90903
Remote Similarity	0.6944	NPC138365
Remote Similarity	0.694	NPC74821
Remote Similarity	0.694	NPC474214
Remote Similarity	0.694	NPC474040
Remote Similarity	0.6939	NPC470925
Remote Similarity	0.6935	NPC107101
Remote Similarity	0.6934	NPC71090
Remote Similarity	0.6934	NPC261661
Remote Similarity	0.6934	NPC27198
Remote Similarity	0.6934	NPC151237
Remote Similarity	0.6929	NPC149796
Remote Similarity	0.6929	NPC326447
Remote Similarity	0.6923	NPC66643
Remote Similarity	0.6923	NPC273984
Remote Similarity	0.6917	NPC258992
Remote Similarity	0.6917	NPC85292
Remote Similarity	0.6917	NPC229147
Remote Similarity	0.6917	NPC312105
Remote Similarity	0.6917	NPC54507
Remote Similarity	0.6912	NPC472596
Remote Similarity	0.6912	NPC318357
Remote Similarity	0.6912	NPC212559
Remote Similarity	0.6906	NPC110131
Remote Similarity	0.6906	NPC28476
Remote Similarity	0.6906	NPC81641
Remote Similarity	0.6906	NPC133407
Remote Similarity	0.6905	NPC12987
Remote Similarity	0.6905	NPC474603
Remote Similarity	0.6899	NPC82016
Remote Similarity	0.6897	NPC231884
Remote Similarity	0.6897	NPC167944
Remote Similarity	0.6897	NPC42793
Remote Similarity	0.6894	NPC161696
Remote Similarity	0.6889	NPC474320
Remote Similarity	0.6887	NPC115144
Remote Similarity	0.6887	NPC277857
Remote Similarity	0.6884	NPC315807
Remote Similarity	0.6884	NPC279379
Remote Similarity	0.6884	NPC470887
Remote Similarity	0.6884	NPC320287
Remote Similarity	0.6879	NPC31707
Remote Similarity	0.6879	NPC87224
Remote Similarity	0.6879	NPC274717
Remote Similarity	0.6879	NPC53986
Remote Similarity	0.6879	NPC222572
Remote Similarity	0.6879	NPC38664
Remote Similarity	0.6871	NPC314682
Remote Similarity	0.687	NPC153795
Remote Similarity	0.687	NPC42911
Remote Similarity	0.687	NPC290353
Remote Similarity	0.687	NPC165646

Drug Structure

NPD6538 OpenBabel08211710072D 46 47 0 0 0 0 0 0 0 0999 V2000 5.6962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -9.0000 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 3.9641 -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 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.0000 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 2.2321 -8.0000 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 3.0981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -8.0000 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 3.0981 -10.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6603 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -3.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6603 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8923 -4.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -4.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.1603 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.1603 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -0.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6603 -3.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -3.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.1603 -2.2321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 28 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 22 2 0 0 0 0 12 22 1 0 0 0 0 13 15 1 0 0 0 0 13 23 2 0 0 0 0 14 16 2 0 0 0 0 14 23 1 0 0 0 0 15 24 2 0 0 0 0 16 24 1 0 0 0 0 17 18 1 0 0 0 0 17 25 1 0 0 0 0 18 27 1 0 0 0 0 19 20 1 0 0 0 0 19 28 1 0 0 0 0 20 29 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 23 26 1 0 0 0 0 24 29 1 0 0 0 0 25 26 2 0 0 0 0 30 32 1 0 0 0 0 30 35 1 0 0 0 0 31 33 1 0 0 0 0 31 35 1 0 0 0 0 32 36 2 0 0 0 0 32 37 1 0 0 0 0 33 38 2 0 0 0 0 33 39 1 0 0 0 0 34 35 1 0 0 0 0 34 40 2 0 0 0 0 34 41 1 0 0 0 0 35 42 1 0 0 0 0 37 43 1 0 0 0 0 39 44 1 0 0 0 0 41 45 1 0 0 0 0 42 46 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	405.19
ALogP	1.175
MLogP	3.99
XLogP	10.465
HDA	1
HBD	0
Rotatable Bonds	12
TPSA	12.47
RO5 Violation	1