NPASS drugs

Drug Information

Drug ID:	NPD6353
Drug Name:	Quinestrol
Molecular Formula:	C25H32O2
Canonical SMILES:	C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OC1CCCC1
Standard InCHI:	InChI=1S/C25H32O2/c1-3-25(26)15-13-23-22-10-8-17-16-19(27-18-6-4-5-7-18)9-11-20(17)21(22)12-14-24(23,25)2/h1,9,11,16,18,21-23,26H,4-8,10,12-15H2,2H3/t21-,22-,23+,24+,25+/m1/s1
Standard InCHIKey:	PWZUUYSISTUNDW-VAFBSOEGSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6353

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	291
0.1-0.2	1261
0.2-0.3	1978
0.3-0.4	5289
0.4-0.5	8121
0.5-0.6	6592
0.6-0.7	6529
0.7-0.8	811
0.8-0.85	16
0.85-0.9	2
0.9-0.95	0
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	0.8527	NPC99734
High Similarity	0.8504	NPC33900
Intermediate Similarity	0.8261	NPC321502
Intermediate Similarity	0.8239	NPC221134
Intermediate Similarity	0.8231	NPC164649
Intermediate Similarity	0.8231	NPC48342
Intermediate Similarity	0.8195	NPC152946
Intermediate Similarity	0.8129	NPC85595
Intermediate Similarity	0.8116	NPC196193
Intermediate Similarity	0.8116	NPC249425
Intermediate Similarity	0.8058	NPC153019
Intermediate Similarity	0.8045	NPC328504
Intermediate Similarity	0.8043	NPC288290
Intermediate Similarity	0.8029	NPC186889
Intermediate Similarity	0.8015	NPC4286
Intermediate Similarity	0.8015	NPC76119
Intermediate Similarity	0.8	NPC289624
Intermediate Similarity	0.8	NPC27578
Intermediate Similarity	0.7985	NPC475839
Intermediate Similarity	0.7985	NPC77569
Intermediate Similarity	0.7985	NPC142198
Intermediate Similarity	0.7971	NPC47288
Intermediate Similarity	0.797	NPC68339
Intermediate Similarity	0.797	NPC260832
Intermediate Similarity	0.797	NPC135467
Intermediate Similarity	0.7943	NPC211352
Intermediate Similarity	0.7941	NPC248557
Intermediate Similarity	0.7939	NPC474358
Intermediate Similarity	0.7939	NPC474387
Intermediate Similarity	0.7939	NPC247858
Intermediate Similarity	0.7939	NPC154511
Intermediate Similarity	0.7939	NPC137496
Intermediate Similarity	0.7939	NPC257540
Intermediate Similarity	0.7919	NPC95990
Intermediate Similarity	0.7836	NPC103916
Intermediate Similarity	0.7829	NPC322753
Intermediate Similarity	0.7803	NPC312105
Intermediate Similarity	0.7794	NPC321402
Intermediate Similarity	0.7754	NPC124030
Intermediate Similarity	0.7721	NPC475166
Intermediate Similarity	0.7718	NPC271607
Intermediate Similarity	0.7718	NPC19862
Intermediate Similarity	0.7718	NPC280717
Intermediate Similarity	0.7718	NPC235195
Intermediate Similarity	0.7714	NPC223912
Intermediate Similarity	0.7714	NPC176590
Intermediate Similarity	0.7692	NPC469610
Intermediate Similarity	0.7664	NPC188997
Intermediate Similarity	0.7664	NPC30462
Intermediate Similarity	0.7664	NPC150026
Intermediate Similarity	0.766	NPC266868
Intermediate Similarity	0.7655	NPC476699
Intermediate Similarity	0.7639	NPC471942
Intermediate Similarity	0.7635	NPC186033
Intermediate Similarity	0.7635	NPC470937
Intermediate Similarity	0.7632	NPC292206
Intermediate Similarity	0.763	NPC163036
Intermediate Similarity	0.7626	NPC266705
Intermediate Similarity	0.7626	NPC29008
Intermediate Similarity	0.7626	NPC228771
Intermediate Similarity	0.7622	NPC469611
Intermediate Similarity	0.7619	NPC473049
Intermediate Similarity	0.7619	NPC472794
Intermediate Similarity	0.7619	NPC76312
Intermediate Similarity	0.7612	NPC25648
Intermediate Similarity	0.7609	NPC261992
Intermediate Similarity	0.7606	NPC473048
Intermediate Similarity	0.7597	NPC473018
Intermediate Similarity	0.7597	NPC120633
Intermediate Similarity	0.7594	NPC147179
Intermediate Similarity	0.7594	NPC469719
Intermediate Similarity	0.7591	NPC168707
Intermediate Similarity	0.7591	NPC48623
Intermediate Similarity	0.7589	NPC277458
Intermediate Similarity	0.7589	NPC201069
Intermediate Similarity	0.7589	NPC307050
Intermediate Similarity	0.7586	NPC252343
Intermediate Similarity	0.7584	NPC184607
Intermediate Similarity	0.7582	NPC218801
Intermediate Similarity	0.7571	NPC470724
Intermediate Similarity	0.7571	NPC128321
Intermediate Similarity	0.7571	NPC269598
Intermediate Similarity	0.7569	NPC227719
Intermediate Similarity	0.7568	NPC472791
Intermediate Similarity	0.7568	NPC472792
Intermediate Similarity	0.7566	NPC96930
Intermediate Similarity	0.7566	NPC32017
Intermediate Similarity	0.7554	NPC10154
Intermediate Similarity	0.7554	NPC61685
Intermediate Similarity	0.7554	NPC265413
Intermediate Similarity	0.7552	NPC8899
Intermediate Similarity	0.7551	NPC76032
Intermediate Similarity	0.7551	NPC132723
Intermediate Similarity	0.7551	NPC265335
Intermediate Similarity	0.755	NPC211758
Intermediate Similarity	0.755	NPC87794
Intermediate Similarity	0.755	NPC471608
Intermediate Similarity	0.7537	NPC219112
Intermediate Similarity	0.7537	NPC308828
Intermediate Similarity	0.7537	NPC38893
Intermediate Similarity	0.7537	NPC308311
Intermediate Similarity	0.7537	NPC477137
Intermediate Similarity	0.7534	NPC474610
Intermediate Similarity	0.7532	NPC157081
Intermediate Similarity	0.7519	NPC268160
Intermediate Similarity	0.7518	NPC471077
Intermediate Similarity	0.7518	NPC30491
Intermediate Similarity	0.7518	NPC129176
Intermediate Similarity	0.7518	NPC262936
Intermediate Similarity	0.7518	NPC212559
Intermediate Similarity	0.7518	NPC45663
Intermediate Similarity	0.7517	NPC11266
Intermediate Similarity	0.7517	NPC473107
Intermediate Similarity	0.7516	NPC148516
Intermediate Similarity	0.7516	NPC122980
Intermediate Similarity	0.7516	NPC177172
Intermediate Similarity	0.7516	NPC273358
Intermediate Similarity	0.7516	NPC180605
Intermediate Similarity	0.7516	NPC107862
Intermediate Similarity	0.7516	NPC298647
Intermediate Similarity	0.75	NPC9067
Intermediate Similarity	0.75	NPC164743
Intermediate Similarity	0.75	NPC470393
Intermediate Similarity	0.75	NPC471449
Intermediate Similarity	0.75	NPC81641
Intermediate Similarity	0.75	NPC472798
Intermediate Similarity	0.75	NPC470726
Intermediate Similarity	0.75	NPC51341
Intermediate Similarity	0.7483	NPC90645
Intermediate Similarity	0.7481	NPC477136
Intermediate Similarity	0.7467	NPC135767
Intermediate Similarity	0.7467	NPC474104
Intermediate Similarity	0.7467	NPC155392
Intermediate Similarity	0.7467	NPC470273
Intermediate Similarity	0.7467	NPC274721
Intermediate Similarity	0.7466	NPC93783
Intermediate Similarity	0.7466	NPC11727
Intermediate Similarity	0.7466	NPC15109
Intermediate Similarity	0.7463	NPC35797
Intermediate Similarity	0.7463	NPC192948
Intermediate Similarity	0.7462	NPC201959
Intermediate Similarity	0.7462	NPC75440
Intermediate Similarity	0.7462	NPC11554
Intermediate Similarity	0.7451	NPC212142
Intermediate Similarity	0.7447	NPC170485
Intermediate Similarity	0.7445	NPC474131
Intermediate Similarity	0.7445	NPC232295
Intermediate Similarity	0.7445	NPC318552
Intermediate Similarity	0.7445	NPC190501
Intermediate Similarity	0.7432	NPC24635
Intermediate Similarity	0.7431	NPC472590
Intermediate Similarity	0.7429	NPC75432
Intermediate Similarity	0.7426	NPC469609
Intermediate Similarity	0.7426	NPC474040
Intermediate Similarity	0.7426	NPC471671
Intermediate Similarity	0.7424	NPC470723
Intermediate Similarity	0.7422	NPC108875
Intermediate Similarity	0.7422	NPC38079
Intermediate Similarity	0.7419	NPC105073
Intermediate Similarity	0.7419	NPC261659
Intermediate Similarity	0.7419	NPC233886
Intermediate Similarity	0.7419	NPC224528
Intermediate Similarity	0.7417	NPC277951
Intermediate Similarity	0.7417	NPC317237
Intermediate Similarity	0.7417	NPC473845
Intermediate Similarity	0.7417	NPC44530
Intermediate Similarity	0.7417	NPC474599
Intermediate Similarity	0.7415	NPC77861
Intermediate Similarity	0.7415	NPC21797
Intermediate Similarity	0.7415	NPC472800
Intermediate Similarity	0.7415	NPC126101
Intermediate Similarity	0.7415	NPC194847
Intermediate Similarity	0.7415	NPC68292
Intermediate Similarity	0.7413	NPC472797
Intermediate Similarity	0.7413	NPC222108
Intermediate Similarity	0.7413	NPC96719
Intermediate Similarity	0.741	NPC478058
Intermediate Similarity	0.741	NPC473464
Intermediate Similarity	0.741	NPC476332
Intermediate Similarity	0.741	NPC297057
Intermediate Similarity	0.7407	NPC92
Intermediate Similarity	0.7407	NPC469663
Intermediate Similarity	0.7407	NPC471668
Intermediate Similarity	0.7405	NPC67080
Intermediate Similarity	0.7405	NPC474272
Intermediate Similarity	0.7403	NPC253591
Intermediate Similarity	0.7397	NPC311256
Intermediate Similarity	0.7394	NPC177167
Intermediate Similarity	0.7386	NPC20360
Intermediate Similarity	0.7383	NPC79372
Intermediate Similarity	0.7379	NPC51262
Intermediate Similarity	0.7379	NPC230219
Intermediate Similarity	0.7379	NPC189482
Intermediate Similarity	0.7379	NPC227002
Intermediate Similarity	0.7379	NPC13005
Intermediate Similarity	0.7376	NPC17348
Intermediate Similarity	0.7376	NPC252962
Intermediate Similarity	0.7372	NPC476452
Intermediate Similarity	0.7372	NPC31296
Intermediate Similarity	0.7372	NPC32152

Drug Structure

NPD6353 OpenBabel08211709092D 28 32 0 0 1 0 0 0 0 0999 V2000 -1.8211 0.4880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0307 0.9947 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8452 0.4880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4221 3.7768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3712 2.8017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5105 4.1266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4280 2.5488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2298 0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2293 3.4188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3838 0.0004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3835 2.9308 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6922 1.9540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8461 -1.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8461 1.4655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 -0.9760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0756 1.9538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2299 1.4658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8961 3.3677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0754 2.9303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3838 1.9543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5377 1.4658 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5377 0.4888 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6916 0.0003 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8461 0.4885 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 -0.8452 -0.4880 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9209 3.4186 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5351 -1.4134 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 3 0 0 0 0 2 24 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 18 1 0 0 0 0 7 18 1 0 0 0 0 8 10 1 0 0 0 0 8 17 1 0 0 0 0 9 11 1 0 0 0 0 9 19 2 0 0 0 0 11 20 2 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 15 25 1 0 0 0 0 16 17 2 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 18 27 1 0 0 0 0 19 27 1 0 0 0 0 20 21 1 0 0 0 0 21 12 1 6 0 0 0 21 22 1 0 0 0 0 22 10 1 1 0 0 0 22 23 1 0 0 0 0 23 24 1 6 0 0 0 24 25 1 1 0 0 0 25 3 1 1 0 0 0 25 26 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001016
DrugBank	DB04575
ChEMBL	CHEMBL1201165
IUPHAR/BPS	7097
PharmaGKB	PA164749042
KEGG Drug	D00576
PubChem CID	9046
ChEBI	8716
CAS Number	152-43-2

Drug Properties

Molecular Weight	364.24
ALogP	-0.2921
MLogP	3.99
XLogP	6.445
HDA	1
HBD	1
Rotatable Bonds	4
TPSA	29.46
RO5 Violation	1