NPASS drugs

Drug Information

Drug ID:	NPD4059
Drug Name:	Ethinyl Estradiol; Ethinylestradiol
Molecular Formula:	C20H24O2
Canonical SMILES:	C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)O
Standard InCHI:	InChI=1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1
Standard InCHIKey:	BFPYWIDHMRZLRN-SLHNCBLASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4059

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	244
0.1-0.2	1392
0.2-0.3	1950
0.3-0.4	6089
0.4-0.5	7955
0.5-0.6	9184
0.6-0.7	3379
0.7-0.8	610
0.8-0.85	64
0.85-0.9	19
0.9-0.95	3
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	1.0	NPC99734
High Similarity	0.9196	NPC322753
High Similarity	0.9138	NPC164649
High Similarity	0.9138	NPC48342
High Similarity	0.8908	NPC328504
High Similarity	0.8879	NPC469719
High Similarity	0.8833	NPC142198
High Similarity	0.8833	NPC77569
High Similarity	0.8761	NPC11554
High Similarity	0.8667	NPC190501
High Similarity	0.8667	NPC318552
High Similarity	0.8667	NPC68339
High Similarity	0.8644	NPC257540
High Similarity	0.8644	NPC474387
High Similarity	0.8644	NPC474358
High Similarity	0.8644	NPC137496
High Similarity	0.8644	NPC154511
High Similarity	0.8644	NPC247858
High Similarity	0.8609	NPC141782
High Similarity	0.8607	NPC321402
High Similarity	0.8534	NPC176279
High Similarity	0.8534	NPC260323
High Similarity	0.8525	NPC475166
Intermediate Similarity	0.8487	NPC471668
Intermediate Similarity	0.8475	NPC195922
Intermediate Similarity	0.8475	NPC268160
Intermediate Similarity	0.8462	NPC250323
Intermediate Similarity	0.8448	NPC13482
Intermediate Similarity	0.843	NPC473974
Intermediate Similarity	0.843	NPC31296
Intermediate Similarity	0.843	NPC79933
Intermediate Similarity	0.843	NPC258366
Intermediate Similarity	0.8403	NPC35797
Intermediate Similarity	0.8403	NPC192948
Intermediate Similarity	0.8403	NPC147179
Intermediate Similarity	0.8376	NPC77772
Intermediate Similarity	0.8376	NPC95716
Intermediate Similarity	0.8333	NPC308828
Intermediate Similarity	0.8333	NPC219112
Intermediate Similarity	0.8333	NPC308311
Intermediate Similarity	0.8333	NPC141001
Intermediate Similarity	0.8333	NPC38893
Intermediate Similarity	0.8333	NPC477137
Intermediate Similarity	0.8319	NPC471534
Intermediate Similarity	0.8305	NPC46940
Intermediate Similarity	0.8279	NPC126002
Intermediate Similarity	0.8279	NPC93071
Intermediate Similarity	0.8279	NPC42657
Intermediate Similarity	0.8268	NPC30491
Intermediate Similarity	0.8268	NPC262936
Intermediate Similarity	0.8264	NPC16030
Intermediate Similarity	0.8264	NPC477136
Intermediate Similarity	0.8264	NPC304510
Intermediate Similarity	0.8264	NPC172219
Intermediate Similarity	0.8261	NPC310456
Intermediate Similarity	0.8246	NPC327811
Intermediate Similarity	0.8246	NPC254965
Intermediate Similarity	0.8235	NPC715
Intermediate Similarity	0.822	NPC470770
Intermediate Similarity	0.822	NPC266937
Intermediate Similarity	0.8197	NPC469609
Intermediate Similarity	0.8197	NPC471671
Intermediate Similarity	0.819	NPC151477
Intermediate Similarity	0.8189	NPC269598
Intermediate Similarity	0.8182	NPC33900
Intermediate Similarity	0.8182	NPC92
Intermediate Similarity	0.8182	NPC469663
Intermediate Similarity	0.8175	NPC15127
Intermediate Similarity	0.816	NPC297057
Intermediate Similarity	0.8151	NPC62867
Intermediate Similarity	0.8151	NPC177962
Intermediate Similarity	0.8142	NPC211885
Intermediate Similarity	0.813	NPC469644
Intermediate Similarity	0.812	NPC64586
Intermediate Similarity	0.812	NPC306295
Intermediate Similarity	0.8065	NPC260832
Intermediate Similarity	0.8065	NPC135467
Intermediate Similarity	0.8053	NPC92730
Intermediate Similarity	0.8051	NPC58865
Intermediate Similarity	0.8049	NPC206
Intermediate Similarity	0.8036	NPC202986
Intermediate Similarity	0.8034	NPC320439
Intermediate Similarity	0.8017	NPC117115
Intermediate Similarity	0.8	NPC228425
Intermediate Similarity	0.8	NPC21216
Intermediate Similarity	0.8	NPC32322
Intermediate Similarity	0.8	NPC259703
Intermediate Similarity	0.7965	NPC225464
Intermediate Similarity	0.7955	NPC321502
Intermediate Similarity	0.7949	NPC21594
Intermediate Similarity	0.7949	NPC271274
Intermediate Similarity	0.7937	NPC253627
Intermediate Similarity	0.7937	NPC249340
Intermediate Similarity	0.7937	NPC162935
Intermediate Similarity	0.7917	NPC151537
Intermediate Similarity	0.7907	NPC9292
Intermediate Similarity	0.7907	NPC145659
Intermediate Similarity	0.7903	NPC154030
Intermediate Similarity	0.7899	NPC314187
Intermediate Similarity	0.7876	NPC473388
Intermediate Similarity	0.7876	NPC132271
Intermediate Similarity	0.7876	NPC216520
Intermediate Similarity	0.7876	NPC292730
Intermediate Similarity	0.7876	NPC82664
Intermediate Similarity	0.7874	NPC11250
Intermediate Similarity	0.7874	NPC471794
Intermediate Similarity	0.7874	NPC176208
Intermediate Similarity	0.7874	NPC120172
Intermediate Similarity	0.7863	NPC288290
Intermediate Similarity	0.7857	NPC316301
Intermediate Similarity	0.7857	NPC241001
Intermediate Similarity	0.7857	NPC27323
Intermediate Similarity	0.784	NPC151197
Intermediate Similarity	0.7833	NPC132720
Intermediate Similarity	0.7833	NPC296683
Intermediate Similarity	0.7829	NPC124030
Intermediate Similarity	0.7826	NPC225506
Intermediate Similarity	0.7826	NPC72729
Intermediate Similarity	0.7823	NPC299180
Intermediate Similarity	0.7812	NPC198014
Intermediate Similarity	0.7812	NPC471187
Intermediate Similarity	0.7807	NPC32674
Intermediate Similarity	0.7805	NPC84999
Intermediate Similarity	0.7805	NPC246760
Intermediate Similarity	0.7797	NPC477814
Intermediate Similarity	0.7797	NPC53740
Intermediate Similarity	0.7795	NPC154696
Intermediate Similarity	0.7788	NPC26244
Intermediate Similarity	0.7788	NPC274678
Intermediate Similarity	0.7788	NPC222146
Intermediate Similarity	0.7787	NPC321589
Intermediate Similarity	0.7787	NPC317869
Intermediate Similarity	0.7787	NPC322239
Intermediate Similarity	0.7778	NPC103916
Intermediate Similarity	0.7768	NPC55903
Intermediate Similarity	0.7759	NPC252105
Intermediate Similarity	0.7752	NPC97578
Intermediate Similarity	0.7752	NPC181334
Intermediate Similarity	0.7752	NPC265413
Intermediate Similarity	0.7752	NPC10154
Intermediate Similarity	0.775	NPC254833
Intermediate Similarity	0.775	NPC228343
Intermediate Similarity	0.7742	NPC471936
Intermediate Similarity	0.7739	NPC33675
Intermediate Similarity	0.7739	NPC252821
Intermediate Similarity	0.7739	NPC122005
Intermediate Similarity	0.7739	NPC299762
Intermediate Similarity	0.7734	NPC478058
Intermediate Similarity	0.7734	NPC121168
Intermediate Similarity	0.7731	NPC472979
Intermediate Similarity	0.7731	NPC27252
Intermediate Similarity	0.7724	NPC107240
Intermediate Similarity	0.7712	NPC138942
Intermediate Similarity	0.7712	NPC47284
Intermediate Similarity	0.7705	NPC471179
Intermediate Similarity	0.7699	NPC76938
Intermediate Similarity	0.7699	NPC151715
Intermediate Similarity	0.7698	NPC323074
Intermediate Similarity	0.7692	NPC168829
Intermediate Similarity	0.7692	NPC19856
Intermediate Similarity	0.7692	NPC137750
Intermediate Similarity	0.7692	NPC87985
Intermediate Similarity	0.7687	NPC85595
Intermediate Similarity	0.7679	NPC155908
Intermediate Similarity	0.7679	NPC270547
Intermediate Similarity	0.7679	NPC304541
Intermediate Similarity	0.7674	NPC12824
Intermediate Similarity	0.7652	NPC79241
Intermediate Similarity	0.7652	NPC77492
Intermediate Similarity	0.7652	NPC6597
Intermediate Similarity	0.7647	NPC155072
Intermediate Similarity	0.7638	NPC318581
Intermediate Similarity	0.7638	NPC477037
Intermediate Similarity	0.7638	NPC325544
Intermediate Similarity	0.7634	NPC100414
Intermediate Similarity	0.7634	NPC43000
Intermediate Similarity	0.7634	NPC321822
Intermediate Similarity	0.7634	NPC325294
Intermediate Similarity	0.7632	NPC32714
Intermediate Similarity	0.7627	NPC288411
Intermediate Similarity	0.7627	NPC238696
Intermediate Similarity	0.7627	NPC120719
Intermediate Similarity	0.7627	NPC323810
Intermediate Similarity	0.7623	NPC469912
Intermediate Similarity	0.7615	NPC248557
Intermediate Similarity	0.7611	NPC162314
Intermediate Similarity	0.7611	NPC147284
Intermediate Similarity	0.7611	NPC3358
Intermediate Similarity	0.7611	NPC94139
Intermediate Similarity	0.7611	NPC210497
Intermediate Similarity	0.7611	NPC306884
Intermediate Similarity	0.7607	NPC51015
Intermediate Similarity	0.76	NPC261973
Intermediate Similarity	0.76	NPC472862
Intermediate Similarity	0.7597	NPC30462
Intermediate Similarity	0.7597	NPC152946
Intermediate Similarity	0.7594	NPC276238
Intermediate Similarity	0.7591	NPC476699
Intermediate Similarity	0.7589	NPC192
Intermediate Similarity	0.7583	NPC472980

Drug Structure

NPD4059 OpenBabel08211704332D 24 27 0 0 1 0 0 0 0 0999 V2000 -0.7226 1.6217 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8423 0.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5282 -3.4032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0539 -1.9434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6857 -2.9170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2119 -1.4573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5274 -0.4856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8408 -1.4587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6848 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8411 -0.4866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2125 -3.4027 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3705 -2.9166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0542 -2.9161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3702 -1.9439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5277 -1.4577 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6854 -1.9443 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8428 -1.4582 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8426 -0.4861 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.8963 -3.4020 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8417 0.4856 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3822 -2.5598 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7657 0.1850 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 3 0 0 0 0 2 19 1 0 0 0 0 4 6 1 0 0 0 0 4 13 1 0 0 0 0 5 7 1 0 0 0 0 5 14 2 0 0 0 0 7 15 2 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 21 1 0 0 0 0 15 16 1 0 0 0 0 16 8 1 6 0 0 0 16 17 1 0 0 0 0 17 6 1 1 0 0 0 17 18 1 0 0 0 0 18 19 1 6 0 0 0 19 20 1 1 0 0 0 20 3 1 1 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001018
DrugBank	DB00977
ChEMBL	CHEMBL691
IUPHAR/BPS	7071
PharmaGKB	PA449527
KEGG Drug	D00554
PubChem CID	5991
ChEBI	4903
CAS Number	57-63-6

Drug Properties

Molecular Weight	296.18
ALogP	0.6041
MLogP	3.44
XLogP	4.667
HDA	1
HBD	2
Rotatable Bonds	3
TPSA	40.46
RO5 Violation	0