NPASS drugs

Drug Information

Drug ID:	NPD3092
Drug Name:	Estriol
Molecular Formula:	C18H24O3
Canonical SMILES:	Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1C[C@H]([C@@H]2O)O)C
Standard InCHI:	InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1
Standard InCHIKey:	PROQIPRRNZUXQM-ZXXIGWHRSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3092

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	223
0.1-0.2	1009
0.2-0.3	1880
0.3-0.4	4563
0.4-0.5	7835
0.5-0.6	8475
0.6-0.7	5626
0.7-0.8	1163
0.8-0.85	75
0.85-0.9	32
0.9-0.95	4
0.95-1	5

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	NPC77569
High Similarity	1.0	NPC142198
High Similarity	0.9649	NPC48342
High Similarity	0.9649	NPC164649
High Similarity	0.9569	NPC328504
High Similarity	0.9487	NPC475166
High Similarity	0.9407	NPC321402
High Similarity	0.9153	NPC68339
High Similarity	0.9035	NPC322753
High Similarity	0.8974	NPC247858
High Similarity	0.8974	NPC137496
High Similarity	0.8974	NPC474387
High Similarity	0.8974	NPC474358
High Similarity	0.8974	NPC257540
High Similarity	0.8974	NPC154511
High Similarity	0.8889	NPC147179
High Similarity	0.8833	NPC99734
High Similarity	0.8824	NPC469609
High Similarity	0.8824	NPC471671
High Similarity	0.8814	NPC38893
High Similarity	0.8814	NPC219112
High Similarity	0.8814	NPC477137
High Similarity	0.8814	NPC308828
High Similarity	0.8814	NPC308311
High Similarity	0.8803	NPC268160
High Similarity	0.877	NPC471794
High Similarity	0.875	NPC469644
High Similarity	0.8739	NPC304510
High Similarity	0.8739	NPC477136
High Similarity	0.8739	NPC172219
High Similarity	0.8729	NPC192948
High Similarity	0.8729	NPC35797
High Similarity	0.872	NPC262936
High Similarity	0.872	NPC30491
High Similarity	0.8672	NPC321502
High Similarity	0.8655	NPC469663
High Similarity	0.8655	NPC92
High Similarity	0.8609	NPC11554
High Similarity	0.8525	NPC318552
High Similarity	0.8525	NPC190501
High Similarity	0.8512	NPC154030
Intermediate Similarity	0.8492	NPC269598
Intermediate Similarity	0.8475	NPC228425
Intermediate Similarity	0.8462	NPC141782
Intermediate Similarity	0.843	NPC16030
Intermediate Similarity	0.8425	NPC471077
Intermediate Similarity	0.8417	NPC469719
Intermediate Similarity	0.839	NPC176279
Intermediate Similarity	0.839	NPC260323
Intermediate Similarity	0.8374	NPC135467
Intermediate Similarity	0.8374	NPC260832
Intermediate Similarity	0.8333	NPC195922
Intermediate Similarity	0.8333	NPC15127
Intermediate Similarity	0.8319	NPC250323
Intermediate Similarity	0.8305	NPC13482
Intermediate Similarity	0.8268	NPC87985
Intermediate Similarity	0.8235	NPC77772
Intermediate Similarity	0.8235	NPC95716
Intermediate Similarity	0.8197	NPC471668
Intermediate Similarity	0.8197	NPC141001
Intermediate Similarity	0.8189	NPC181334
Intermediate Similarity	0.8182	NPC120280
Intermediate Similarity	0.8182	NPC471534
Intermediate Similarity	0.8167	NPC46940
Intermediate Similarity	0.8151	NPC132720
Intermediate Similarity	0.8145	NPC258366
Intermediate Similarity	0.8145	NPC42657
Intermediate Similarity	0.8145	NPC473974
Intermediate Similarity	0.8145	NPC79933
Intermediate Similarity	0.8145	NPC31296
Intermediate Similarity	0.814	NPC476536
Intermediate Similarity	0.8136	NPC149455
Intermediate Similarity	0.8136	NPC64642
Intermediate Similarity	0.8136	NPC472982
Intermediate Similarity	0.8125	NPC124030
Intermediate Similarity	0.8115	NPC474486
Intermediate Similarity	0.811	NPC471187
Intermediate Similarity	0.811	NPC198014
Intermediate Similarity	0.8099	NPC715
Intermediate Similarity	0.8095	NPC253627
Intermediate Similarity	0.8087	NPC101025
Intermediate Similarity	0.8087	NPC471578
Intermediate Similarity	0.8083	NPC470770
Intermediate Similarity	0.8083	NPC266937
Intermediate Similarity	0.8067	NPC55617
Intermediate Similarity	0.8067	NPC62258
Intermediate Similarity	0.8062	NPC321822
Intermediate Similarity	0.8062	NPC325294
Intermediate Similarity	0.8051	NPC472979
Intermediate Similarity	0.8051	NPC27252
Intermediate Similarity	0.8051	NPC151477
Intermediate Similarity	0.8049	NPC33900
Intermediate Similarity	0.8049	NPC472862
Intermediate Similarity	0.8034	NPC243601
Intermediate Similarity	0.8033	NPC12656
Intermediate Similarity	0.8031	NPC11250
Intermediate Similarity	0.8031	NPC152946
Intermediate Similarity	0.8031	NPC478058
Intermediate Similarity	0.8031	NPC71094
Intermediate Similarity	0.803	NPC312341
Intermediate Similarity	0.8017	NPC62867
Intermediate Similarity	0.8017	NPC177962
Intermediate Similarity	0.8015	NPC288290
Intermediate Similarity	0.8	NPC147634
Intermediate Similarity	0.8	NPC126002
Intermediate Similarity	0.8	NPC174096
Intermediate Similarity	0.8	NPC476699
Intermediate Similarity	0.8	NPC120982
Intermediate Similarity	0.8	NPC211885
Intermediate Similarity	0.8	NPC323074
Intermediate Similarity	0.8	NPC294741
Intermediate Similarity	0.8	NPC44732
Intermediate Similarity	0.8	NPC79793
Intermediate Similarity	0.8	NPC151197
Intermediate Similarity	0.8	NPC93071
Intermediate Similarity	0.8	NPC226401
Intermediate Similarity	0.7986	NPC477207
Intermediate Similarity	0.7984	NPC76119
Intermediate Similarity	0.7984	NPC4286
Intermediate Similarity	0.797	NPC85595
Intermediate Similarity	0.7966	NPC477814
Intermediate Similarity	0.7956	NPC164743
Intermediate Similarity	0.7951	NPC317869
Intermediate Similarity	0.7951	NPC471485
Intermediate Similarity	0.7949	NPC254965
Intermediate Similarity	0.7949	NPC323810
Intermediate Similarity	0.7949	NPC327811
Intermediate Similarity	0.7939	NPC307050
Intermediate Similarity	0.7939	NPC277458
Intermediate Similarity	0.7937	NPC318581
Intermediate Similarity	0.7937	NPC325544
Intermediate Similarity	0.7937	NPC477037
Intermediate Similarity	0.7934	NPC187583
Intermediate Similarity	0.7934	NPC257430
Intermediate Similarity	0.7934	NPC151537
Intermediate Similarity	0.7934	NPC179002
Intermediate Similarity	0.7934	NPC308689
Intermediate Similarity	0.7923	NPC100414
Intermediate Similarity	0.7923	NPC43000
Intermediate Similarity	0.792	NPC206
Intermediate Similarity	0.7917	NPC228343
Intermediate Similarity	0.7917	NPC58865
Intermediate Similarity	0.7917	NPC254833
Intermediate Similarity	0.7913	NPC92730
Intermediate Similarity	0.7913	NPC132078
Intermediate Similarity	0.7913	NPC216468
Intermediate Similarity	0.7913	NPC51333
Intermediate Similarity	0.7913	NPC78119
Intermediate Similarity	0.791	NPC227719
Intermediate Similarity	0.7899	NPC320439
Intermediate Similarity	0.7899	NPC472980
Intermediate Similarity	0.7895	NPC78575
Intermediate Similarity	0.7895	NPC202986
Intermediate Similarity	0.7891	NPC297057
Intermediate Similarity	0.7886	NPC473137
Intermediate Similarity	0.7881	NPC117115
Intermediate Similarity	0.7874	NPC32322
Intermediate Similarity	0.7874	NPC259703
Intermediate Similarity	0.7874	NPC21216
Intermediate Similarity	0.7869	NPC471179
Intermediate Similarity	0.7869	NPC473521
Intermediate Similarity	0.7863	NPC108164
Intermediate Similarity	0.7863	NPC186889
Intermediate Similarity	0.7863	NPC19856
Intermediate Similarity	0.7857	NPC176893
Intermediate Similarity	0.7852	NPC471942
Intermediate Similarity	0.7852	NPC11266
Intermediate Similarity	0.7846	NPC29008
Intermediate Similarity	0.7846	NPC228771
Intermediate Similarity	0.7846	NPC266705
Intermediate Similarity	0.7846	NPC137750
Intermediate Similarity	0.7845	NPC213730
Intermediate Similarity	0.7842	NPC35212
Intermediate Similarity	0.784	NPC320864
Intermediate Similarity	0.7836	NPC59239
Intermediate Similarity	0.7833	NPC262365
Intermediate Similarity	0.7833	NPC306295
Intermediate Similarity	0.7833	NPC64586
Intermediate Similarity	0.7826	NPC221134
Intermediate Similarity	0.7826	NPC225464
Intermediate Similarity	0.7826	NPC474073
Intermediate Similarity	0.7823	NPC84999
Intermediate Similarity	0.7823	NPC246760
Intermediate Similarity	0.782	NPC99795
Intermediate Similarity	0.782	NPC196193
Intermediate Similarity	0.7815	NPC271274
Intermediate Similarity	0.7815	NPC310456
Intermediate Similarity	0.7815	NPC21594
Intermediate Similarity	0.7812	NPC249340
Intermediate Similarity	0.7812	NPC162935
Intermediate Similarity	0.7805	NPC176730
Intermediate Similarity	0.7805	NPC123175
Intermediate Similarity	0.7797	NPC120719
Intermediate Similarity	0.7797	NPC475225
Intermediate Similarity	0.7797	NPC56168
Intermediate Similarity	0.7797	NPC315794
Intermediate Similarity	0.7795	NPC103916
Intermediate Similarity	0.7795	NPC223451
Intermediate Similarity	0.7794	NPC252343
Intermediate Similarity	0.7786	NPC252133

Drug Structure

NPD3092 OpenBabel08211702562D 24 27 0 0 1 0 0 0 0 0999 V2000 -0.0003 1.0080 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 4.2114 -1.4573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8431 -2.4309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3694 -0.9712 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 0.8423 0.4866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3699 -2.9166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6834 -0.9726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5280 -2.4305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2116 -2.4300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5277 -1.4577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6851 -0.9716 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8428 -1.4582 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0003 -0.9721 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6837 -0.0005 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8426 0.4861 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 5.0538 -2.9157 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5255 0.4849 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8431 1.4578 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6249 -2.1289 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0962 -0.3016 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7311 1.8525 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 4 1 0 0 0 0 2 10 1 0 0 0 0 3 5 1 0 0 0 0 3 11 2 0 0 0 0 5 12 2 0 0 0 0 6 7 1 0 0 0 0 7 18 1 0 0 0 0 8 10 2 0 0 0 0 8 11 1 0 0 0 0 9 15 1 0 0 0 0 9 16 1 0 0 0 0 10 12 1 0 0 0 0 11 19 1 0 0 0 0 12 13 1 0 0 0 0 13 6 1 6 0 0 0 13 14 1 0 0 0 0 14 4 1 1 0 0 0 14 15 1 0 0 0 0 15 18 1 6 0 0 0 16 17 1 0 0 0 0 16 20 1 1 0 0 0 17 18 1 6 0 0 0 17 21 1 0 0 0 0 18 1 1 6 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006272; DAP001019
DrugBank	DB04573
ChEMBL	CHEMBL193482
IUPHAR/BPS	2821
PharmaGKB	PA164769104
KEGG Drug	D00185
PubChem CID	5756
ChEBI	27974
CAS Number	50-27-1

Drug Properties

Molecular Weight	288.17
ALogP	-0.6926
MLogP	3.11
XLogP	4.045
HDA	2
HBD	3
Rotatable Bonds	4
TPSA	60.69
RO5 Violation	0