NPASS drugs

Drug Information

Drug ID:	NPD6581
Drug Name:	Tamoxifen
Molecular Formula:	C26H29NO
Canonical SMILES:	CC/C(=C(c1ccccc1)/c1ccc(cc1)OCCN(C)C)/c1ccccc1
Standard InCHI:	InChI=1S/C26H29NO/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)28-20-19-27(2)3/h5-18H,4,19-20H2,1-3H3/b26-25-
Standard InCHIKey:	NKANXQFJJICGDU-QPLCGJKRSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6581

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	140
0.1-0.2	1127
0.2-0.3	3413
0.3-0.4	9913
0.4-0.5	3025
0.5-0.6	7763
0.6-0.7	5045
0.7-0.8	452
0.8-0.85	11
0.85-0.9	0
0.9-0.95	1
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	0.9483	NPC255253
Intermediate Similarity	0.8288	NPC316797
Intermediate Similarity	0.8273	NPC313918
Intermediate Similarity	0.8246	NPC326801
Intermediate Similarity	0.8226	NPC328267
Intermediate Similarity	0.8197	NPC263835
Intermediate Similarity	0.8115	NPC256369
Intermediate Similarity	0.8067	NPC26524
Intermediate Similarity	0.8049	NPC321133
Intermediate Similarity	0.8036	NPC471576
Intermediate Similarity	0.8015	NPC247298
Intermediate Similarity	0.8	NPC470393
Intermediate Similarity	0.7937	NPC211218
Intermediate Similarity	0.7931	NPC113457
Intermediate Similarity	0.7913	NPC108875
Intermediate Similarity	0.7913	NPC38079
Intermediate Similarity	0.7899	NPC245974
Intermediate Similarity	0.7895	NPC300166
Intermediate Similarity	0.7881	NPC474272
Intermediate Similarity	0.7852	NPC212850
Intermediate Similarity	0.7852	NPC83289
Intermediate Similarity	0.7852	NPC189724
Intermediate Similarity	0.7845	NPC473855
Intermediate Similarity	0.7826	NPC192596
Intermediate Similarity	0.7823	NPC59561
Intermediate Similarity	0.7823	NPC43275
Intermediate Similarity	0.7823	NPC172253
Intermediate Similarity	0.7818	NPC321956
Intermediate Similarity	0.7815	NPC95977
Intermediate Similarity	0.7812	NPC320242
Intermediate Similarity	0.7787	NPC303370
Intermediate Similarity	0.775	NPC166837
Intermediate Similarity	0.7739	NPC51633
Intermediate Similarity	0.7734	NPC95733
Intermediate Similarity	0.7734	NPC62101
Intermediate Similarity	0.7727	NPC71853
Intermediate Similarity	0.7692	NPC42383
Intermediate Similarity	0.7692	NPC475269
Intermediate Similarity	0.7679	NPC471581
Intermediate Similarity	0.7674	NPC29477
Intermediate Similarity	0.7667	NPC475852
Intermediate Similarity	0.7661	NPC25648
Intermediate Similarity	0.7647	NPC201959
Intermediate Similarity	0.7647	NPC75440
Intermediate Similarity	0.7647	NPC97811
Intermediate Similarity	0.7636	NPC8002
Intermediate Similarity	0.7636	NPC177844
Intermediate Similarity	0.7636	NPC99886
Intermediate Similarity	0.7636	NPC259134
Intermediate Similarity	0.7634	NPC283079
Intermediate Similarity	0.7632	NPC95755
Intermediate Similarity	0.7632	NPC470161
Intermediate Similarity	0.7607	NPC241224
Intermediate Similarity	0.7594	NPC118419
Intermediate Similarity	0.7594	NPC274732
Intermediate Similarity	0.7594	NPC471953
Intermediate Similarity	0.7578	NPC100099
Intermediate Similarity	0.7578	NPC36016
Intermediate Similarity	0.7565	NPC100870
Intermediate Similarity	0.7563	NPC151530
Intermediate Similarity	0.7563	NPC157473
Intermediate Similarity	0.7538	NPC141739
Intermediate Similarity	0.7538	NPC136112
Intermediate Similarity	0.7537	NPC325568
Intermediate Similarity	0.752	NPC323948
Intermediate Similarity	0.7519	NPC76465
Intermediate Similarity	0.7519	NPC38761
Intermediate Similarity	0.75	NPC146530
Intermediate Similarity	0.75	NPC47194
Intermediate Similarity	0.75	NPC54972
Intermediate Similarity	0.7481	NPC17837
Intermediate Similarity	0.7481	NPC218323
Intermediate Similarity	0.7481	NPC304630
Intermediate Similarity	0.748	NPC165106
Intermediate Similarity	0.748	NPC141003
Intermediate Similarity	0.748	NPC103916
Intermediate Similarity	0.748	NPC35344
Intermediate Similarity	0.7479	NPC176971
Intermediate Similarity	0.7479	NPC135464
Intermediate Similarity	0.7479	NPC92623
Intermediate Similarity	0.7463	NPC97870
Intermediate Similarity	0.7463	NPC247018
Intermediate Similarity	0.7463	NPC307123
Intermediate Similarity	0.7462	NPC256015
Intermediate Similarity	0.7462	NPC294156
Intermediate Similarity	0.7462	NPC246648
Intermediate Similarity	0.7462	NPC106914
Intermediate Similarity	0.7462	NPC197351
Intermediate Similarity	0.7462	NPC134195
Intermediate Similarity	0.7462	NPC86502
Intermediate Similarity	0.7459	NPC266932
Intermediate Similarity	0.7458	NPC283546
Intermediate Similarity	0.7445	NPC231163
Intermediate Similarity	0.7445	NPC318591
Intermediate Similarity	0.7442	NPC150026
Intermediate Similarity	0.7442	NPC471315
Intermediate Similarity	0.7442	NPC471314
Intermediate Similarity	0.744	NPC33900
Intermediate Similarity	0.744	NPC81067
Intermediate Similarity	0.744	NPC9341
Intermediate Similarity	0.7438	NPC265211
Intermediate Similarity	0.7438	NPC306045
Intermediate Similarity	0.7436	NPC307425
Intermediate Similarity	0.7426	NPC11147
Intermediate Similarity	0.7424	NPC172403
Intermediate Similarity	0.7422	NPC83279
Intermediate Similarity	0.7417	NPC258171
Intermediate Similarity	0.7417	NPC186469
Intermediate Similarity	0.7405	NPC285040
Intermediate Similarity	0.7405	NPC188022
Intermediate Similarity	0.7405	NPC17809
Intermediate Similarity	0.7405	NPC102540
Intermediate Similarity	0.7405	NPC103420
Intermediate Similarity	0.7402	NPC295259
Intermediate Similarity	0.7402	NPC163036
Intermediate Similarity	0.7395	NPC473393
Intermediate Similarity	0.7395	NPC128730
Intermediate Similarity	0.7395	NPC154899
Intermediate Similarity	0.7395	NPC233396
Intermediate Similarity	0.7395	NPC8302
Intermediate Similarity	0.7385	NPC307020
Intermediate Similarity	0.7377	NPC231251
Intermediate Similarity	0.7377	NPC25067
Intermediate Similarity	0.7377	NPC88868
Intermediate Similarity	0.7377	NPC2682
Intermediate Similarity	0.7364	NPC127389
Intermediate Similarity	0.7364	NPC290451
Intermediate Similarity	0.736	NPC473264
Intermediate Similarity	0.736	NPC51345
Intermediate Similarity	0.736	NPC475815
Intermediate Similarity	0.7355	NPC309982
Intermediate Similarity	0.7355	NPC291837
Intermediate Similarity	0.7353	NPC29650
Intermediate Similarity	0.735	NPC107101
Intermediate Similarity	0.7348	NPC230479
Intermediate Similarity	0.7348	NPC50315
Intermediate Similarity	0.7348	NPC301713
Intermediate Similarity	0.7348	NPC276212
Intermediate Similarity	0.7348	NPC283049
Intermediate Similarity	0.7348	NPC26879
Intermediate Similarity	0.7344	NPC8283
Intermediate Similarity	0.7344	NPC93398
Intermediate Similarity	0.7344	NPC258979
Intermediate Similarity	0.7344	NPC41801
Intermediate Similarity	0.7339	NPC90903
Intermediate Similarity	0.7333	NPC470392
Intermediate Similarity	0.7333	NPC326447
Intermediate Similarity	0.7333	NPC474200
Intermediate Similarity	0.7323	NPC474214
Intermediate Similarity	0.7323	NPC474040
Intermediate Similarity	0.7323	NPC74821
Intermediate Similarity	0.7319	NPC193528
Intermediate Similarity	0.7313	NPC474227
Intermediate Similarity	0.7311	NPC12987
Intermediate Similarity	0.7311	NPC474603
Intermediate Similarity	0.7308	NPC71090
Intermediate Similarity	0.7308	NPC261661
Intermediate Similarity	0.7302	NPC85292
Intermediate Similarity	0.7302	NPC258992
Intermediate Similarity	0.7302	NPC54507
Intermediate Similarity	0.7302	NPC312105
Intermediate Similarity	0.7302	NPC229147
Intermediate Similarity	0.7299	NPC138365
Intermediate Similarity	0.7295	NPC82016
Intermediate Similarity	0.7293	NPC149796
Intermediate Similarity	0.7287	NPC212559
Intermediate Similarity	0.7287	NPC472596
Intermediate Similarity	0.7287	NPC318357
Intermediate Similarity	0.7286	NPC470925
Intermediate Similarity	0.728	NPC161696
Intermediate Similarity	0.7273	NPC81641
Intermediate Similarity	0.7273	NPC110131
Intermediate Similarity	0.7273	NPC133407
Intermediate Similarity	0.7273	NPC28476
Intermediate Similarity	0.7266	NPC474320
Intermediate Similarity	0.7258	NPC290353
Intermediate Similarity	0.7258	NPC42911
Intermediate Similarity	0.7258	NPC165646
Intermediate Similarity	0.7258	NPC153795
Intermediate Similarity	0.7252	NPC470887
Intermediate Similarity	0.7252	NPC279379
Intermediate Similarity	0.7252	NPC315807
Intermediate Similarity	0.725	NPC238115
Intermediate Similarity	0.7246	NPC231884
Intermediate Similarity	0.7246	NPC42793
Intermediate Similarity	0.7246	NPC167944
Intermediate Similarity	0.7244	NPC474933
Intermediate Similarity	0.7244	NPC469954
Intermediate Similarity	0.7244	NPC86947
Intermediate Similarity	0.7239	NPC222572
Intermediate Similarity	0.7239	NPC31707
Intermediate Similarity	0.7239	NPC274717
Intermediate Similarity	0.7239	NPC87224
Intermediate Similarity	0.7239	NPC38664
Intermediate Similarity	0.7239	NPC53986
Intermediate Similarity	0.7236	NPC106141
Intermediate Similarity	0.7236	NPC46844
Intermediate Similarity	0.7236	NPC473809
Intermediate Similarity	0.7231	NPC126935
Intermediate Similarity	0.7231	NPC475839

Drug Structure

NPD6581 OpenBabel08211710072D 28 30 0 0 0 0 0 0 0 0999 V2000 -0.0000 -5.0000 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 -2.5981 2.5000 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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 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 2.5981 -3.5000 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 -4.5000 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 0.8660 -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 0.8660 -0.5000 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 -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 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 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 0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 27 1 0 0 0 0 3 27 1 0 0 0 0 4 25 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 11 21 2 0 0 0 0 12 21 1 0 0 0 0 13 22 2 0 0 0 0 14 22 1 0 0 0 0 15 17 1 0 0 0 0 15 23 2 0 0 0 0 16 18 2 0 0 0 0 16 23 1 0 0 0 0 17 24 2 0 0 0 0 18 24 1 0 0 0 0 19 20 1 0 0 0 0 19 27 1 0 0 0 0 20 28 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 28 1 0 0 0 0 25 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000108
DrugBank	DB00675
ChEMBL	CHEMBL83
IUPHAR/BPS	1016
PharmaGKB	PA451581
KEGG Drug	D00966
PubChem CID	2733526
ChEBI	41774
CAS Number	10540-29-1

Drug Properties

Molecular Weight	371.22
ALogP	0.4704
MLogP	4.1
XLogP	10.756
HDA	1
HBD	0
Rotatable Bonds	11
TPSA	12.47
RO5 Violation	1