NPASS drugs

Drug Information

Drug ID:	NPD4624
Drug Name:	Mestranol
Molecular Formula:	C21H26O2
Canonical SMILES:	C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OC
Standard InCHI:	InChI=1S/C21H26O2/c1-4-21(22)12-10-19-18-7-5-14-13-15(23-3)6-8-16(14)17(18)9-11-20(19,21)2/h1,6,8,13,17-19,22H,5,7,9-12H2,2-3H3/t17-,18-,19+,20+,21+/m1/s1
Standard InCHIKey:	IMSSROKUHAOUJS-MJCUULBUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4624

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	258
0.1-0.2	1385
0.2-0.3	1958
0.3-0.4	5903
0.4-0.5	7555
0.5-0.6	6789
0.6-0.7	6095
0.7-0.8	913
0.8-0.85	32
0.85-0.9	0
0.9-0.95	2
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	0.9091	NPC99734
High Similarity	0.9076	NPC33900
Intermediate Similarity	0.8485	NPC321502
Intermediate Similarity	0.8468	NPC48342
Intermediate Similarity	0.8468	NPC164649
Intermediate Similarity	0.8425	NPC152946
Intermediate Similarity	0.8347	NPC322753
Intermediate Similarity	0.8333	NPC103916
Intermediate Similarity	0.8306	NPC312105
Intermediate Similarity	0.8268	NPC328504
Intermediate Similarity	0.8231	NPC4286
Intermediate Similarity	0.8231	NPC76119
Intermediate Similarity	0.8209	NPC85595
Intermediate Similarity	0.8203	NPC77569
Intermediate Similarity	0.8203	NPC142198
Intermediate Similarity	0.814	NPC30462
Intermediate Similarity	0.8106	NPC186889
Intermediate Similarity	0.8095	NPC25648
Intermediate Similarity	0.8092	NPC266705
Intermediate Similarity	0.8092	NPC29008
Intermediate Similarity	0.8092	NPC228771
Intermediate Similarity	0.808	NPC469719
Intermediate Similarity	0.8047	NPC260832
Intermediate Similarity	0.8047	NPC135467
Intermediate Similarity	0.8047	NPC68339
Intermediate Similarity	0.8029	NPC252343
Intermediate Similarity	0.8016	NPC257540
Intermediate Similarity	0.8016	NPC154511
Intermediate Similarity	0.8016	NPC137496
Intermediate Similarity	0.8016	NPC474387
Intermediate Similarity	0.8016	NPC247858
Intermediate Similarity	0.8016	NPC474358
Intermediate Similarity	0.8015	NPC248557
Intermediate Similarity	0.8	NPC321402
Intermediate Similarity	0.7984	NPC129176
Intermediate Similarity	0.7955	NPC9067
Intermediate Similarity	0.7951	NPC201959
Intermediate Similarity	0.7951	NPC75440
Intermediate Similarity	0.7951	NPC11554
Intermediate Similarity	0.7929	NPC221134
Intermediate Similarity	0.7926	NPC249425
Intermediate Similarity	0.7926	NPC196193
Intermediate Similarity	0.7923	NPC475839
Intermediate Similarity	0.7923	NPC475166
Intermediate Similarity	0.791	NPC201069
Intermediate Similarity	0.791	NPC307050
Intermediate Similarity	0.791	NPC277458
Intermediate Similarity	0.791	NPC223912
Intermediate Similarity	0.791	NPC47288
Intermediate Similarity	0.7907	NPC190501
Intermediate Similarity	0.7907	NPC318552
Intermediate Similarity	0.7903	NPC470723
Intermediate Similarity	0.7895	NPC170485
Intermediate Similarity	0.7879	NPC75432
Intermediate Similarity	0.7868	NPC153019
Intermediate Similarity	0.7857	NPC268160
Intermediate Similarity	0.7823	NPC141782
Intermediate Similarity	0.782	NPC17348
Intermediate Similarity	0.782	NPC124030
Intermediate Similarity	0.781	NPC227002
Intermediate Similarity	0.7795	NPC147179
Intermediate Similarity	0.7795	NPC35797
Intermediate Similarity	0.7795	NPC192948
Intermediate Similarity	0.7787	NPC113457
Intermediate Similarity	0.7778	NPC35344
Intermediate Similarity	0.7778	NPC141003
Intermediate Similarity	0.7769	NPC241224
Intermediate Similarity	0.7761	NPC470724
Intermediate Similarity	0.776	NPC260323
Intermediate Similarity	0.776	NPC176279
Intermediate Similarity	0.7754	NPC211352
Intermediate Similarity	0.7752	NPC474040
Intermediate Similarity	0.7744	NPC228503
Intermediate Similarity	0.7744	NPC138248
Intermediate Similarity	0.7734	NPC219112
Intermediate Similarity	0.7734	NPC38893
Intermediate Similarity	0.7734	NPC477137
Intermediate Similarity	0.7734	NPC471668
Intermediate Similarity	0.7734	NPC308311
Intermediate Similarity	0.7734	NPC308828
Intermediate Similarity	0.7721	NPC206028
Intermediate Similarity	0.7721	NPC288290
Intermediate Similarity	0.7717	NPC195922
Intermediate Similarity	0.7704	NPC262936
Intermediate Similarity	0.7704	NPC30491
Intermediate Similarity	0.7704	NPC177167
Intermediate Similarity	0.7698	NPC311256
Intermediate Similarity	0.7698	NPC471942
Intermediate Similarity	0.7698	NPC213122
Intermediate Similarity	0.7698	NPC250323
Intermediate Similarity	0.7692	NPC79933
Intermediate Similarity	0.7692	NPC258366
Intermediate Similarity	0.7692	NPC473974
Intermediate Similarity	0.7692	NPC310338
Intermediate Similarity	0.7692	NPC31296
Intermediate Similarity	0.7692	NPC281298
Intermediate Similarity	0.7687	NPC470726
Intermediate Similarity	0.7687	NPC105718
Intermediate Similarity	0.7687	NPC105031
Intermediate Similarity	0.7687	NPC113495
Intermediate Similarity	0.7687	NPC278955
Intermediate Similarity	0.7681	NPC289624
Intermediate Similarity	0.7681	NPC27578
Intermediate Similarity	0.768	NPC13482
Intermediate Similarity	0.7674	NPC172219
Intermediate Similarity	0.7674	NPC477136
Intermediate Similarity	0.7674	NPC304510
Intermediate Similarity	0.7656	NPC47194
Intermediate Similarity	0.7656	NPC283169
Intermediate Similarity	0.7655	NPC271607
Intermediate Similarity	0.7655	NPC280717
Intermediate Similarity	0.7655	NPC235195
Intermediate Similarity	0.7655	NPC19862
Intermediate Similarity	0.7647	NPC176590
Intermediate Similarity	0.7647	NPC215300
Intermediate Similarity	0.7638	NPC165106
Intermediate Similarity	0.7634	NPC232316
Intermediate Similarity	0.7634	NPC227217
Intermediate Similarity	0.7634	NPC165133
Intermediate Similarity	0.7634	NPC56214
Intermediate Similarity	0.7634	NPC242885
Intermediate Similarity	0.7634	NPC95614
Intermediate Similarity	0.7634	NPC117780
Intermediate Similarity	0.763	NPC269598
Intermediate Similarity	0.7626	NPC469610
Intermediate Similarity	0.7626	NPC227719
Intermediate Similarity	0.7623	NPC474603
Intermediate Similarity	0.7623	NPC12987
Intermediate Similarity	0.7619	NPC77772
Intermediate Similarity	0.7619	NPC95716
Intermediate Similarity	0.7619	NPC95990
Intermediate Similarity	0.7619	NPC275627
Intermediate Similarity	0.7615	NPC471671
Intermediate Similarity	0.7615	NPC63010
Intermediate Similarity	0.7615	NPC469609
Intermediate Similarity	0.7612	NPC111088
Intermediate Similarity	0.7612	NPC61685
Intermediate Similarity	0.7612	NPC265413
Intermediate Similarity	0.7612	NPC10154
Intermediate Similarity	0.7609	NPC282508
Intermediate Similarity	0.7606	NPC76032
Intermediate Similarity	0.7606	NPC132723
Intermediate Similarity	0.7603	NPC300166
Intermediate Similarity	0.76	NPC474272
Intermediate Similarity	0.7597	NPC92
Intermediate Similarity	0.7597	NPC469663
Intermediate Similarity	0.7597	NPC141001
Intermediate Similarity	0.7591	NPC266868
Intermediate Similarity	0.7591	NPC471518
Intermediate Similarity	0.7591	NPC471519
Intermediate Similarity	0.7578	NPC471534
Intermediate Similarity	0.7576	NPC21216
Intermediate Similarity	0.7576	NPC212559
Intermediate Similarity	0.7576	NPC102639
Intermediate Similarity	0.7574	NPC471077
Intermediate Similarity	0.7574	NPC100129
Intermediate Similarity	0.7574	NPC53781
Intermediate Similarity	0.7568	NPC292206
Intermediate Similarity	0.7559	NPC46940
Intermediate Similarity	0.7559	NPC98372
Intermediate Similarity	0.7557	NPC469644
Intermediate Similarity	0.7557	NPC93071
Intermediate Similarity	0.7557	NPC126002
Intermediate Similarity	0.7557	NPC51341
Intermediate Similarity	0.7557	NPC42657
Intermediate Similarity	0.7557	NPC471449
Intermediate Similarity	0.7554	NPC14224
Intermediate Similarity	0.7554	NPC161958
Intermediate Similarity	0.7554	NPC469611
Intermediate Similarity	0.7541	NPC12870
Intermediate Similarity	0.7541	NPC24327
Intermediate Similarity	0.754	NPC475852
Intermediate Similarity	0.7538	NPC16030
Intermediate Similarity	0.7538	NPC474933
Intermediate Similarity	0.7537	NPC31344
Intermediate Similarity	0.7537	NPC317769
Intermediate Similarity	0.7537	NPC249788
Intermediate Similarity	0.7536	NPC470725
Intermediate Similarity	0.7536	NPC254000
Intermediate Similarity	0.7536	NPC470727
Intermediate Similarity	0.7535	NPC98804
Intermediate Similarity	0.7519	NPC473264
Intermediate Similarity	0.7519	NPC38996
Intermediate Similarity	0.7519	NPC475815
Intermediate Similarity	0.7519	NPC48623
Intermediate Similarity	0.7519	NPC160380
Intermediate Similarity	0.7519	NPC168707
Intermediate Similarity	0.7518	NPC38017
Intermediate Similarity	0.7518	NPC313081
Intermediate Similarity	0.7518	NPC35630
Intermediate Similarity	0.75	NPC715
Intermediate Similarity	0.75	NPC321133
Intermediate Similarity	0.75	NPC470161
Intermediate Similarity	0.75	NPC128321
Intermediate Similarity	0.75	NPC310456
Intermediate Similarity	0.75	NPC96930
Intermediate Similarity	0.75	NPC32017
Intermediate Similarity	0.7483	NPC265335
Intermediate Similarity	0.7483	NPC87794
Intermediate Similarity	0.7483	NPC211758

Drug Structure

NPD4624 OpenBabel08211705262D 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 6.3822 -2.5598 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 -0.8417 0.4856 0.0000 O 0 0 0 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 -1.7657 0.1850 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 3 0 0 0 0 2 20 1 0 0 0 0 3 23 1 0 0 0 0 5 7 1 0 0 0 0 5 14 1 0 0 0 0 6 8 1 0 0 0 0 6 15 2 0 0 0 0 8 16 2 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 17 9 1 6 0 0 0 17 18 1 0 0 0 0 18 7 1 1 0 0 0 18 19 1 0 0 0 0 19 20 1 6 0 0 0 20 21 1 1 0 0 0 21 4 1 1 0 0 0 21 22 1 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001014
DrugBank	DB01357
ChEMBL	CHEMBL1201151
IUPHAR/BPS	7087
PharmaGKB	PA450388
KEGG Drug	D00575
PubChem CID	6291
ChEBI	6784
CAS Number	72-33-3

Drug Properties

Molecular Weight	310.19
ALogP	1.0126
MLogP	3.55
XLogP	5.186
HDA	1
HBD	1
Rotatable Bonds	4
TPSA	29.46
RO5 Violation	1