NPASS drugs

Drug Information

Drug ID:	NPD2933
Drug Name:	Diethylstilbestrol
Molecular Formula:	C18H20O2
Canonical SMILES:	CCC(=C(c1ccc(cc1)O)CC)c1ccc(cc1)O
Standard InCHI:	InChI=1S/C18H20O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,19-20H,3-4H2,1-2H3
Standard InCHIKey:	RGLYKWWBQGJZGM-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD2933

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	138
0.1-0.2	1133
0.2-0.3	2497
0.3-0.4	9233
0.4-0.5	4856
0.5-0.6	6508
0.6-0.7	4876
0.7-0.8	1283
0.8-0.85	232
0.85-0.9	88
0.9-0.95	40
0.95-1	6

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	0.9888	NPC26244
High Similarity	0.9778	NPC473388
High Similarity	0.9775	NPC151715
High Similarity	0.9551	NPC45040
High Similarity	0.9545	NPC280347
High Similarity	0.9545	NPC177420
High Similarity	0.9438	NPC55561
High Similarity	0.9432	NPC113460
High Similarity	0.9432	NPC25493
High Similarity	0.9355	NPC51333
High Similarity	0.9355	NPC132078
High Similarity	0.9355	NPC78119
High Similarity	0.9355	NPC216468
High Similarity	0.9355	NPC92730
High Similarity	0.9348	NPC132271
High Similarity	0.9348	NPC216520
High Similarity	0.9348	NPC82664
High Similarity	0.9348	NPC292730
High Similarity	0.9341	NPC128062
High Similarity	0.9326	NPC242240
High Similarity	0.9326	NPC318325
High Similarity	0.9326	NPC123273
High Similarity	0.9318	NPC23167
High Similarity	0.9255	NPC213730
High Similarity	0.9247	NPC225464
High Similarity	0.9239	NPC274678
High Similarity	0.9205	NPC197783
High Similarity	0.9158	NPC7686
High Similarity	0.9158	NPC40258
High Similarity	0.9158	NPC91461
High Similarity	0.913	NPC76938
High Similarity	0.9121	NPC270547
High Similarity	0.9111	NPC258219
High Similarity	0.9111	NPC98772
High Similarity	0.9101	NPC184169
High Similarity	0.9091	NPC175313
High Similarity	0.9091	NPC248817
High Similarity	0.9072	NPC138942
High Similarity	0.9072	NPC233396
High Similarity	0.9072	NPC154899
High Similarity	0.9062	NPC168829
High Similarity	0.9043	NPC201967
High Similarity	0.9032	NPC32714
High Similarity	0.9022	NPC325292
High Similarity	0.9022	NPC138117
High Similarity	0.9011	NPC300017
High Similarity	0.898	NPC113457
High Similarity	0.898	NPC135464
High Similarity	0.898	NPC92623
High Similarity	0.8977	NPC265146
High Similarity	0.8977	NPC124436
High Similarity	0.8969	NPC288411
High Similarity	0.8969	NPC8931
High Similarity	0.8969	NPC120693
High Similarity	0.8969	NPC261573
High Similarity	0.8947	NPC130193
High Similarity	0.8925	NPC27323
High Similarity	0.8925	NPC316301
High Similarity	0.8913	NPC304541
High Similarity	0.8889	NPC407
High Similarity	0.8889	NPC307235
High Similarity	0.8878	NPC474839
High Similarity	0.8866	NPC135784
High Similarity	0.8854	NPC294741
High Similarity	0.8842	NPC32674
High Similarity	0.883	NPC313650
High Similarity	0.8817	NPC94139
High Similarity	0.8817	NPC147284
High Similarity	0.8817	NPC162314
High Similarity	0.8817	NPC271440
High Similarity	0.8817	NPC3358
High Similarity	0.8817	NPC210497
High Similarity	0.8817	NPC306884
High Similarity	0.8804	NPC192
High Similarity	0.88	NPC61885
High Similarity	0.88	NPC63698
High Similarity	0.88	NPC11554
High Similarity	0.8791	NPC27974
High Similarity	0.8791	NPC104216
High Similarity	0.8788	NPC70843
High Similarity	0.8788	NPC29989
High Similarity	0.8788	NPC271274
High Similarity	0.8788	NPC69332
High Similarity	0.8788	NPC95178
High Similarity	0.8788	NPC188677
High Similarity	0.8778	NPC155393
High Similarity	0.8776	NPC119860
High Similarity	0.875	NPC128723
High Similarity	0.8713	NPC254833
High Similarity	0.8713	NPC228343
High Similarity	0.871	NPC204210
High Similarity	0.871	NPC155908
High Similarity	0.8687	NPC219286
High Similarity	0.8687	NPC99557
High Similarity	0.8673	NPC196479
High Similarity	0.8673	NPC68269
High Similarity	0.8667	NPC286904
High Similarity	0.866	NPC225506
High Similarity	0.8646	NPC260000
High Similarity	0.8646	NPC152097
High Similarity	0.8646	NPC77492
High Similarity	0.8632	NPC8392
High Similarity	0.8627	NPC296683
High Similarity	0.8627	NPC63345
High Similarity	0.8617	NPC181709
High Similarity	0.8614	NPC75440
High Similarity	0.8614	NPC262365
High Similarity	0.8614	NPC201959
High Similarity	0.8602	NPC300478
High Similarity	0.8586	NPC241891
High Similarity	0.8586	NPC323810
High Similarity	0.8586	NPC471511
High Similarity	0.8586	NPC30506
High Similarity	0.8571	NPC51015
High Similarity	0.8557	NPC275104
High Similarity	0.8557	NPC260775
High Similarity	0.8557	NPC280869
High Similarity	0.8557	NPC80027
High Similarity	0.8557	NPC122005
High Similarity	0.8557	NPC252821
High Similarity	0.8544	NPC225679
High Similarity	0.8544	NPC476632
High Similarity	0.8544	NPC95716
High Similarity	0.8544	NPC165770
High Similarity	0.8544	NPC4493
High Similarity	0.8529	NPC88141
High Similarity	0.8529	NPC265211
High Similarity	0.8529	NPC306045
High Similarity	0.8529	NPC62258
High Similarity	0.8529	NPC55617
High Similarity	0.8526	NPC152415
High Similarity	0.8511	NPC306074
High Similarity	0.85	NPC134829
High Similarity	0.85	NPC239291
Intermediate Similarity	0.8495	NPC70436
Intermediate Similarity	0.8469	NPC248573
Intermediate Similarity	0.8469	NPC248396
Intermediate Similarity	0.8469	NPC48730
Intermediate Similarity	0.8469	NPC275053
Intermediate Similarity	0.8469	NPC70677
Intermediate Similarity	0.8469	NPC161571
Intermediate Similarity	0.8469	NPC12931
Intermediate Similarity	0.8469	NPC129373
Intermediate Similarity	0.8469	NPC130756
Intermediate Similarity	0.8469	NPC223393
Intermediate Similarity	0.8469	NPC166761
Intermediate Similarity	0.8462	NPC43525
Intermediate Similarity	0.8462	NPC150837
Intermediate Similarity	0.8462	NPC46940
Intermediate Similarity	0.8462	NPC166995
Intermediate Similarity	0.8454	NPC475078
Intermediate Similarity	0.8454	NPC156313
Intermediate Similarity	0.8454	NPC109955
Intermediate Similarity	0.8454	NPC474073
Intermediate Similarity	0.8454	NPC107619
Intermediate Similarity	0.8447	NPC174096
Intermediate Similarity	0.8447	NPC321252
Intermediate Similarity	0.8447	NPC147634
Intermediate Similarity	0.8447	NPC226401
Intermediate Similarity	0.8447	NPC183700
Intermediate Similarity	0.8447	NPC44732
Intermediate Similarity	0.8447	NPC252544
Intermediate Similarity	0.8447	NPC120982
Intermediate Similarity	0.8447	NPC475018
Intermediate Similarity	0.8447	NPC79793
Intermediate Similarity	0.8438	NPC144682
Intermediate Similarity	0.8431	NPC24101
Intermediate Similarity	0.8431	NPC96224
Intermediate Similarity	0.8421	NPC55903
Intermediate Similarity	0.8416	NPC39097
Intermediate Similarity	0.8416	NPC302681
Intermediate Similarity	0.8416	NPC248904
Intermediate Similarity	0.8416	NPC477814
Intermediate Similarity	0.8416	NPC54765
Intermediate Similarity	0.8416	NPC39664
Intermediate Similarity	0.8416	NPC118286
Intermediate Similarity	0.8416	NPC109691
Intermediate Similarity	0.8416	NPC470700
Intermediate Similarity	0.84	NPC327811
Intermediate Similarity	0.84	NPC254965
Intermediate Similarity	0.84	NPC474603
Intermediate Similarity	0.84	NPC12987
Intermediate Similarity	0.8384	NPC471578
Intermediate Similarity	0.8384	NPC101025
Intermediate Similarity	0.8384	NPC12221
Intermediate Similarity	0.8384	NPC143659
Intermediate Similarity	0.8384	NPC100340
Intermediate Similarity	0.8384	NPC472585
Intermediate Similarity	0.8381	NPC141003
Intermediate Similarity	0.8381	NPC176730
Intermediate Similarity	0.8381	NPC35344
Intermediate Similarity	0.8381	NPC117846
Intermediate Similarity	0.8381	NPC123175
Intermediate Similarity	0.8367	NPC245561
Intermediate Similarity	0.8365	NPC179002
Intermediate Similarity	0.8365	NPC297657
Intermediate Similarity	0.8365	NPC257430
Intermediate Similarity	0.8365	NPC177576
Intermediate Similarity	0.8365	NPC187583
Intermediate Similarity	0.8365	NPC308689

Drug Structure

NPD2933 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 1 0 0 0 0 4 18 1 0 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 2 3 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001011
DrugBank	DB00255
ChEMBL	CHEMBL411
IUPHAR/BPS
PharmaGKB	PA449307
KEGG Drug	D00577
PubChem CID
ChEBI	41922
CAS Number	56-53-1

Drug Properties

Molecular Weight	268.15
ALogP	-0.2302
MLogP	3.22
XLogP	5.662
HDA	0
HBD	2
Rotatable Bonds	8
TPSA	40.46
RO5 Violation	1