NPASS drugs

Drug Information

Drug ID:	NPD5735
Drug Name:	Quinestradol
Molecular Formula:	C23H32O3
Canonical SMILES:	O[C@@H]1C[C@@H]2[C@]([C@H]1O)(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OC1CCCC1
Standard InCHI:	InChI=1S/C23H32O3/c1-23-11-10-18-17-9-7-16(26-15-4-2-3-5-15)12-14(17)6-8-19(18)20(23)13-21(24)22(23)25/h7,9,12,15,18-22,24-25H,2-6,8,10-11,13H2,1H3/t18-,19-,20+,21-,22+,23+/m1/s1
Standard InCHIKey:	ODYKCPYPRCJXLY-PZORDLPLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5735

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	276
0.1-0.2	1072
0.2-0.3	2009
0.3-0.4	4687
0.4-0.5	7891
0.5-0.6	5080
0.6-0.7	8139
0.7-0.8	1696
0.8-0.85	37
0.85-0.9	3
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	0.875	NPC142198
High Similarity	0.875	NPC77569
High Similarity	0.8731	NPC321502
Intermediate Similarity	0.8444	NPC196193
Intermediate Similarity	0.8438	NPC164649
Intermediate Similarity	0.8438	NPC48342
Intermediate Similarity	0.8429	NPC221134
Intermediate Similarity	0.8425	NPC33900
Intermediate Similarity	0.8397	NPC152946
Intermediate Similarity	0.8385	NPC328504
Intermediate Similarity	0.8358	NPC186889
Intermediate Similarity	0.8345	NPC95990
Intermediate Similarity	0.8321	NPC475166
Intermediate Similarity	0.8309	NPC249425
Intermediate Similarity	0.8258	NPC321402
Intermediate Similarity	0.8209	NPC76119
Intermediate Similarity	0.8209	NPC4286
Intermediate Similarity	0.8188	NPC85595
Intermediate Similarity	0.8168	NPC68339
Intermediate Similarity	0.8129	NPC227719
Intermediate Similarity	0.8129	NPC211352
Intermediate Similarity	0.8116	NPC153019
Intermediate Similarity	0.8088	NPC471077
Intermediate Similarity	0.8071	NPC471942
Intermediate Similarity	0.8058	NPC289624
Intermediate Similarity	0.8058	NPC27578
Intermediate Similarity	0.8056	NPC470937
Intermediate Similarity	0.803	NPC135467
Intermediate Similarity	0.803	NPC260832
Intermediate Similarity	0.8029	NPC277458
Intermediate Similarity	0.8029	NPC307050
Intermediate Similarity	0.8015	NPC470724
Intermediate Similarity	0.8014	NPC93783
Intermediate Similarity	0.8	NPC137496
Intermediate Similarity	0.8	NPC154511
Intermediate Similarity	0.8	NPC257540
Intermediate Similarity	0.8	NPC184607
Intermediate Similarity	0.8	NPC474387
Intermediate Similarity	0.8	NPC247858
Intermediate Similarity	0.8	NPC474358
Intermediate Similarity	0.7971	NPC288290
Intermediate Similarity	0.7958	NPC77861
Intermediate Similarity	0.7958	NPC68292
Intermediate Similarity	0.7955	NPC163036
Intermediate Similarity	0.7941	NPC29008
Intermediate Similarity	0.7941	NPC228771
Intermediate Similarity	0.7941	NPC470726
Intermediate Similarity	0.7941	NPC266705
Intermediate Similarity	0.7931	NPC186033
Intermediate Similarity	0.791	NPC475839
Intermediate Similarity	0.7899	NPC201069
Intermediate Similarity	0.7899	NPC223912
Intermediate Similarity	0.7899	NPC47288
Intermediate Similarity	0.7898	NPC318472
Intermediate Similarity	0.7895	NPC103916
Intermediate Similarity	0.7891	NPC235195
Intermediate Similarity	0.7891	NPC322753
Intermediate Similarity	0.7891	NPC271607
Intermediate Similarity	0.7891	NPC280717
Intermediate Similarity	0.7891	NPC19862
Intermediate Similarity	0.7887	NPC252343
Intermediate Similarity	0.7868	NPC248557
Intermediate Similarity	0.7863	NPC312105
Intermediate Similarity	0.7852	NPC150026
Intermediate Similarity	0.7852	NPC30462
Intermediate Similarity	0.7852	NPC71090
Intermediate Similarity	0.7847	NPC260842
Intermediate Similarity	0.7834	NPC327694
Intermediate Similarity	0.7832	NPC472800
Intermediate Similarity	0.7832	NPC476699
Intermediate Similarity	0.7823	NPC473845
Intermediate Similarity	0.7817	NPC311256
Intermediate Similarity	0.781	NPC81641
Intermediate Similarity	0.781	NPC124030
Intermediate Similarity	0.781	NPC9067
Intermediate Similarity	0.7808	NPC302506
Intermediate Similarity	0.7801	NPC230219
Intermediate Similarity	0.78	NPC273358
Intermediate Similarity	0.78	NPC298647
Intermediate Similarity	0.7793	NPC472794
Intermediate Similarity	0.7793	NPC473049
Intermediate Similarity	0.7793	NPC164743
Intermediate Similarity	0.7786	NPC147179
Intermediate Similarity	0.7786	NPC470727
Intermediate Similarity	0.7778	NPC127389
Intermediate Similarity	0.7778	NPC290451
Intermediate Similarity	0.777	NPC472457
Intermediate Similarity	0.777	NPC470084
Intermediate Similarity	0.777	NPC176590
Intermediate Similarity	0.777	NPC90645
Intermediate Similarity	0.7761	NPC99734
Intermediate Similarity	0.7755	NPC474104
Intermediate Similarity	0.7754	NPC206882
Intermediate Similarity	0.7748	NPC158784
Intermediate Similarity	0.7748	NPC195561
Intermediate Similarity	0.7746	NPC469610
Intermediate Similarity	0.7746	NPC26394
Intermediate Similarity	0.7744	NPC469609
Intermediate Similarity	0.7744	NPC471671
Intermediate Similarity	0.7744	NPC474040
Intermediate Similarity	0.774	NPC470372
Intermediate Similarity	0.774	NPC476334
Intermediate Similarity	0.7737	NPC94276
Intermediate Similarity	0.7737	NPC293701
Intermediate Similarity	0.7737	NPC109822
Intermediate Similarity	0.7737	NPC48990
Intermediate Similarity	0.7737	NPC114901
Intermediate Similarity	0.7733	NPC32017
Intermediate Similarity	0.7733	NPC212142
Intermediate Similarity	0.7733	NPC96930
Intermediate Similarity	0.773	NPC8899
Intermediate Similarity	0.773	NPC312341
Intermediate Similarity	0.7727	NPC477137
Intermediate Similarity	0.7727	NPC308828
Intermediate Similarity	0.7727	NPC308311
Intermediate Similarity	0.7727	NPC219112
Intermediate Similarity	0.7727	NPC38893
Intermediate Similarity	0.7724	NPC76032
Intermediate Similarity	0.7724	NPC132723
Intermediate Similarity	0.7721	NPC188997
Intermediate Similarity	0.7721	NPC471794
Intermediate Similarity	0.7718	NPC471608
Intermediate Similarity	0.7718	NPC87794
Intermediate Similarity	0.7718	NPC211758
Intermediate Similarity	0.7714	NPC475875
Intermediate Similarity	0.771	NPC268160
Intermediate Similarity	0.7708	NPC177160
Intermediate Similarity	0.7708	NPC263367
Intermediate Similarity	0.7708	NPC209985
Intermediate Similarity	0.7708	NPC126101
Intermediate Similarity	0.7708	NPC29799
Intermediate Similarity	0.7708	NPC327735
Intermediate Similarity	0.7708	NPC156502
Intermediate Similarity	0.7708	NPC477939
Intermediate Similarity	0.7708	NPC54743
Intermediate Similarity	0.7708	NPC10737
Intermediate Similarity	0.7703	NPC253015
Intermediate Similarity	0.7703	NPC471415
Intermediate Similarity	0.7703	NPC470097
Intermediate Similarity	0.7703	NPC471065
Intermediate Similarity	0.7703	NPC179521
Intermediate Similarity	0.7703	NPC114119
Intermediate Similarity	0.7698	NPC469386
Intermediate Similarity	0.7698	NPC262936
Intermediate Similarity	0.7698	NPC470393
Intermediate Similarity	0.7698	NPC30491
Intermediate Similarity	0.7697	NPC302915
Intermediate Similarity	0.7697	NPC2745
Intermediate Similarity	0.7692	NPC184269
Intermediate Similarity	0.7692	NPC193026
Intermediate Similarity	0.7692	NPC187616
Intermediate Similarity	0.7692	NPC16485
Intermediate Similarity	0.7692	NPC49603
Intermediate Similarity	0.7692	NPC478085
Intermediate Similarity	0.7692	NPC473107
Intermediate Similarity	0.7687	NPC246947
Intermediate Similarity	0.7687	NPC469644
Intermediate Similarity	0.7687	NPC474320
Intermediate Similarity	0.7682	NPC292206
Intermediate Similarity	0.7682	NPC44452
Intermediate Similarity	0.7681	NPC194519
Intermediate Similarity	0.7681	NPC148627
Intermediate Similarity	0.7676	NPC469611
Intermediate Similarity	0.7676	NPC51262
Intermediate Similarity	0.7676	NPC18842
Intermediate Similarity	0.7676	NPC227002
Intermediate Similarity	0.7671	NPC291101
Intermediate Similarity	0.7671	NPC266197
Intermediate Similarity	0.7671	NPC55793
Intermediate Similarity	0.7669	NPC477136
Intermediate Similarity	0.7669	NPC172219
Intermediate Similarity	0.7669	NPC304510
Intermediate Similarity	0.7669	NPC25648
Intermediate Similarity	0.7667	NPC20360
Intermediate Similarity	0.7664	NPC31344
Intermediate Similarity	0.7664	NPC317769
Intermediate Similarity	0.7664	NPC261992
Intermediate Similarity	0.766	NPC257582
Intermediate Similarity	0.766	NPC64201
Intermediate Similarity	0.766	NPC241522
Intermediate Similarity	0.766	NPC11089
Intermediate Similarity	0.766	NPC242807
Intermediate Similarity	0.766	NPC174495
Intermediate Similarity	0.766	NPC153739
Intermediate Similarity	0.766	NPC92164
Intermediate Similarity	0.766	NPC77040
Intermediate Similarity	0.766	NPC145305
Intermediate Similarity	0.766	NPC473048
Intermediate Similarity	0.766	NPC42300
Intermediate Similarity	0.766	NPC187998
Intermediate Similarity	0.7655	NPC94994
Intermediate Similarity	0.7652	NPC192948
Intermediate Similarity	0.7652	NPC35797
Intermediate Similarity	0.7651	NPC181615
Intermediate Similarity	0.7651	NPC272619
Intermediate Similarity	0.7651	NPC286245
Intermediate Similarity	0.7647	NPC157783
Intermediate Similarity	0.7647	NPC120633
Intermediate Similarity	0.7647	NPC325860
Intermediate Similarity	0.7647	NPC473018

Drug Structure

NPD5735 OpenBabel08211708292D 28 32 0 0 1 0 0 0 0 0999 V2000 -0.8768 0.5062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5998 3.0249 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4472 2.0604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7297 3.4681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4827 1.9076 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 3.3832 2.9303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5377 -0.4881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5374 2.4423 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 0.0000 0.9770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2296 1.4653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9526 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3838 0.9773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0393 2.7775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2293 2.4418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5377 1.4658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6916 0.9773 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6916 0.0003 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8455 -0.4882 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8455 -1.4645 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8461 -0.4885 0.0000 C 0 0 1 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 -1.6906 -1.9526 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6914 -0.0008 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0749 2.9301 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3408 -2.8636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5098 -0.5326 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 15 1 0 0 0 0 5 15 1 0 0 0 0 6 8 1 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 9 17 2 0 0 0 0 10 11 1 0 0 0 0 11 23 1 0 0 0 0 12 14 2 0 0 0 0 12 16 1 0 0 0 0 13 20 1 0 0 0 0 13 21 1 0 0 0 0 14 17 1 0 0 0 0 15 26 1 0 0 0 0 16 26 1 0 0 0 0 17 18 1 0 0 0 0 18 10 1 6 0 0 0 18 19 1 0 0 0 0 19 8 1 1 0 0 0 19 20 1 0 0 0 0 20 23 1 6 0 0 0 21 22 1 0 0 0 0 21 24 1 1 0 0 0 22 23 1 6 0 0 0 22 25 1 0 0 0 0 23 1 1 6 0 0 0 24 27 1 0 0 0 0 25 28 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	356.24
ALogP	-1.5888
MLogP	3.66
XLogP	5.823
HDA	2
HBD	2
Rotatable Bonds	5
TPSA	49.69
RO5 Violation	1