NPASS drugs

Drug Information

Drug ID:	NPD2859
Drug Name:	Dienestrol
Molecular Formula:	C18H18O2
Canonical SMILES:	CC=C(C(=CC)c1ccc(cc1)O)c1ccc(cc1)O
Standard InCHI:	InChI=1S/C18H18O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h3-12,19-20H,1-2H3
Standard InCHIKey:	NFDFQCUYFHCNBW-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD2859

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	140
0.1-0.2	1138
0.2-0.3	2382
0.3-0.4	8758
0.4-0.5	5280
0.5-0.6	6392
0.6-0.7	5060
0.7-0.8	1350
0.8-0.85	230
0.85-0.9	110
0.9-0.95	46
0.95-1	4

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	NPC26244
High Similarity	0.9889	NPC473388
High Similarity	0.9888	NPC151715
High Similarity	0.9663	NPC45040
High Similarity	0.9462	NPC216468
High Similarity	0.9462	NPC92730
High Similarity	0.9462	NPC51333
High Similarity	0.9462	NPC78119
High Similarity	0.9462	NPC132078
High Similarity	0.9457	NPC292730
High Similarity	0.9457	NPC216520
High Similarity	0.9457	NPC82664
High Similarity	0.9457	NPC132271
High Similarity	0.9451	NPC128062
High Similarity	0.9438	NPC280347
High Similarity	0.9438	NPC177420
High Similarity	0.9438	NPC123273
High Similarity	0.9438	NPC318325
High Similarity	0.9438	NPC242240
High Similarity	0.9362	NPC213730
High Similarity	0.9355	NPC225464
High Similarity	0.9348	NPC274678
High Similarity	0.9333	NPC55561
High Similarity	0.9326	NPC25493
High Similarity	0.9326	NPC113460
High Similarity	0.9263	NPC40258
High Similarity	0.9263	NPC91461
High Similarity	0.9263	NPC7686
High Similarity	0.9239	NPC76938
High Similarity	0.9222	NPC258219
High Similarity	0.9213	NPC23167
High Similarity	0.9175	NPC154899
High Similarity	0.9175	NPC233396
High Similarity	0.9175	NPC138942
High Similarity	0.9167	NPC168829
High Similarity	0.914	NPC32714
High Similarity	0.9101	NPC197783
High Similarity	0.9082	NPC113457
High Similarity	0.9082	NPC92623
High Similarity	0.9082	NPC135464
High Similarity	0.9072	NPC8931
High Similarity	0.9072	NPC261573
High Similarity	0.9072	NPC120693
High Similarity	0.9072	NPC288411
High Similarity	0.9032	NPC27323
High Similarity	0.9032	NPC316301
High Similarity	0.9022	NPC270547
High Similarity	0.9022	NPC304541
High Similarity	0.9011	NPC98772
High Similarity	0.9	NPC184169
High Similarity	0.8989	NPC175313
High Similarity	0.8989	NPC248817
High Similarity	0.898	NPC474839
High Similarity	0.8969	NPC135784
High Similarity	0.8958	NPC294741
High Similarity	0.8947	NPC201967
High Similarity	0.8925	NPC162314
High Similarity	0.8925	NPC138117
High Similarity	0.8925	NPC325292
High Similarity	0.8925	NPC210497
High Similarity	0.8925	NPC306884
High Similarity	0.8925	NPC147284
High Similarity	0.8925	NPC3358
High Similarity	0.8925	NPC271440
High Similarity	0.8925	NPC94139
High Similarity	0.8913	NPC300017
High Similarity	0.8913	NPC192
High Similarity	0.89	NPC61885
High Similarity	0.89	NPC63698
High Similarity	0.89	NPC11554
High Similarity	0.8889	NPC188677
High Similarity	0.8889	NPC271274
High Similarity	0.8878	NPC119860
High Similarity	0.8876	NPC124436
High Similarity	0.8876	NPC265146
High Similarity	0.8854	NPC128723
High Similarity	0.8854	NPC130193
High Similarity	0.8817	NPC204210
High Similarity	0.8817	NPC155908
High Similarity	0.8812	NPC254833
High Similarity	0.8812	NPC228343
High Similarity	0.8791	NPC307235
High Similarity	0.8791	NPC407
High Similarity	0.8788	NPC99557
High Similarity	0.8788	NPC219286
High Similarity	0.8763	NPC225506
High Similarity	0.875	NPC32674
High Similarity	0.875	NPC77492
High Similarity	0.8737	NPC8392
High Similarity	0.8737	NPC313650
High Similarity	0.8725	NPC63345
High Similarity	0.8725	NPC296683
High Similarity	0.8713	NPC75440
High Similarity	0.8713	NPC262365
High Similarity	0.8713	NPC201959
High Similarity	0.87	NPC69332
High Similarity	0.87	NPC29989
High Similarity	0.87	NPC70843
High Similarity	0.87	NPC95178
High Similarity	0.8696	NPC104216
High Similarity	0.8696	NPC27974
High Similarity	0.8687	NPC323810
High Similarity	0.8687	NPC30506
High Similarity	0.8687	NPC241891
High Similarity	0.8687	NPC471511
High Similarity	0.8681	NPC155393
High Similarity	0.8673	NPC51015
High Similarity	0.866	NPC252821
High Similarity	0.866	NPC122005
High Similarity	0.8641	NPC225679
High Similarity	0.8641	NPC95716
High Similarity	0.8641	NPC165770
High Similarity	0.8641	NPC4493
High Similarity	0.8641	NPC476632
High Similarity	0.8632	NPC152415
High Similarity	0.8627	NPC88141
High Similarity	0.8627	NPC62258
High Similarity	0.8627	NPC265211
High Similarity	0.8627	NPC55617
High Similarity	0.8627	NPC306045
High Similarity	0.8617	NPC306074
High Similarity	0.8602	NPC70436
High Similarity	0.86	NPC134829
High Similarity	0.86	NPC239291
High Similarity	0.8586	NPC68269
High Similarity	0.8586	NPC196479
High Similarity	0.8571	NPC129373
High Similarity	0.8571	NPC248396
High Similarity	0.8571	NPC48730
High Similarity	0.8571	NPC286904
High Similarity	0.8558	NPC46940
High Similarity	0.8558	NPC166995
High Similarity	0.8558	NPC43525
High Similarity	0.8557	NPC152097
High Similarity	0.8557	NPC260000
High Similarity	0.8557	NPC474073
High Similarity	0.8544	NPC475018
High Similarity	0.8544	NPC79793
High Similarity	0.8544	NPC147634
High Similarity	0.8544	NPC44732
High Similarity	0.8544	NPC252544
High Similarity	0.8544	NPC120982
High Similarity	0.8544	NPC321252
High Similarity	0.8544	NPC174096
High Similarity	0.8544	NPC226401
High Similarity	0.8542	NPC144682
High Similarity	0.8526	NPC55903
High Similarity	0.8526	NPC181709
High Similarity	0.8515	NPC39097
High Similarity	0.8515	NPC248904
High Similarity	0.8515	NPC39664
High Similarity	0.8515	NPC118286
High Similarity	0.8515	NPC477814
High Similarity	0.8515	NPC54765
High Similarity	0.8515	NPC109691
High Similarity	0.8515	NPC302681
High Similarity	0.8515	NPC470700
High Similarity	0.8511	NPC300478
High Similarity	0.85	NPC327811
High Similarity	0.85	NPC254965
Intermediate Similarity	0.8485	NPC100340
Intermediate Similarity	0.8485	NPC143659
Intermediate Similarity	0.8485	NPC101025
Intermediate Similarity	0.8485	NPC471578
Intermediate Similarity	0.8485	NPC472585
Intermediate Similarity	0.8485	NPC12221
Intermediate Similarity	0.8476	NPC35344
Intermediate Similarity	0.8476	NPC176730
Intermediate Similarity	0.8476	NPC141003
Intermediate Similarity	0.8476	NPC123175
Intermediate Similarity	0.8476	NPC117846
Intermediate Similarity	0.8469	NPC80027
Intermediate Similarity	0.8469	NPC260775
Intermediate Similarity	0.8469	NPC280869
Intermediate Similarity	0.8469	NPC275104
Intermediate Similarity	0.8462	NPC187583
Intermediate Similarity	0.8462	NPC308689
Intermediate Similarity	0.8462	NPC257430
Intermediate Similarity	0.8462	NPC179002
Intermediate Similarity	0.8462	NPC177576
Intermediate Similarity	0.8447	NPC474272
Intermediate Similarity	0.8447	NPC19808
Intermediate Similarity	0.8447	NPC58865
Intermediate Similarity	0.8447	NPC33728
Intermediate Similarity	0.8438	NPC289769
Intermediate Similarity	0.8431	NPC320439
Intermediate Similarity	0.8431	NPC151477
Intermediate Similarity	0.8431	NPC54844
Intermediate Similarity	0.8416	NPC246056
Intermediate Similarity	0.8416	NPC243677
Intermediate Similarity	0.8416	NPC303141
Intermediate Similarity	0.84	NPC24404
Intermediate Similarity	0.84	NPC302219
Intermediate Similarity	0.84	NPC222522
Intermediate Similarity	0.84	NPC94351
Intermediate Similarity	0.84	NPC71002
Intermediate Similarity	0.84	NPC168303
Intermediate Similarity	0.84	NPC53051
Intermediate Similarity	0.84	NPC242342
Intermediate Similarity	0.84	NPC313030

Drug Structure

NPD2859 OpenBabel08211702562D 22 23 0 0 0 0 0 0 0 0999 V2000 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 17 2 3 0 0 0 4 18 2 3 0 0 0 5 9 1 0 0 0 0 5 13 2 0 0 0 0 6 10 2 0 0 0 0 6 13 1 0 0 0 0 7 11 1 0 0 0 0 7 14 2 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 15 1 0 0 0 0 11 16 2 0 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001015
DrugBank	DB00890
ChEMBL	CHEMBL1018
IUPHAR/BPS
PharmaGKB	PA164745534
KEGG Drug	D00898
PubChem CID
ChEBI	4518
CAS Number	13029-44-2

Drug Properties

Molecular Weight	266.13
ALogP	0.5028
MLogP	3.22
XLogP	6.088
HDA	0
HBD	2
Rotatable Bonds	7
TPSA	40.46
RO5 Violation	1