NPASS drugs

Drug Information

Drug ID:	NPD6584
Drug Name:	Droloxifene
Molecular Formula:	C26H29NO2
Canonical SMILES:	CC/C(=C(c1cccc(c1)O)/c1ccc(cc1)OCCN(C)C)/c1ccccc1
Standard InCHI:	InChI=1S/C26H29NO2/c1-4-25(20-9-6-5-7-10-20)26(22-11-8-12-23(28)19-22)21-13-15-24(16-14-21)29-18-17-27(2)3/h5-16,19,28H,4,17-18H2,1-3H3/b26-25+
Standard InCHIKey:	ZQZFYGIXNQKOAV-OCEACIFDSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6584

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	117
0.1-0.2	985
0.2-0.3	2716
0.3-0.4	9516
0.4-0.5	3584
0.5-0.6	4877
0.6-0.7	7384
0.7-0.8	1694
0.8-0.85	16
0.85-0.9	1
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	0.88	NPC255253
Intermediate Similarity	0.8403	NPC75440
Intermediate Similarity	0.8235	NPC113457
Intermediate Similarity	0.8189	NPC103916
Intermediate Similarity	0.8189	NPC263835
Intermediate Similarity	0.8189	NPC321133
Intermediate Similarity	0.8168	NPC17837
Intermediate Similarity	0.8168	NPC304630
Intermediate Similarity	0.811	NPC256369
Intermediate Similarity	0.8099	NPC201959
Intermediate Similarity	0.8067	NPC12987
Intermediate Similarity	0.8067	NPC474603
Intermediate Similarity	0.8062	NPC290451
Intermediate Similarity	0.8062	NPC127389
Intermediate Similarity	0.8028	NPC245974
Intermediate Similarity	0.8014	NPC247298
Intermediate Similarity	0.8	NPC470393
Intermediate Similarity	0.7971	NPC193528
Intermediate Similarity	0.7969	NPC43275
Intermediate Similarity	0.7955	NPC28476
Intermediate Similarity	0.7955	NPC133407
Intermediate Similarity	0.7953	NPC86947
Intermediate Similarity	0.7953	NPC474933
Intermediate Similarity	0.7939	NPC211218
Intermediate Similarity	0.792	NPC35344
Intermediate Similarity	0.792	NPC141003
Intermediate Similarity	0.7917	NPC108875
Intermediate Similarity	0.7917	NPC38079
Intermediate Similarity	0.7895	NPC134431
Intermediate Similarity	0.7895	NPC156854
Intermediate Similarity	0.7891	NPC470626
Intermediate Similarity	0.7886	NPC474272
Intermediate Similarity	0.7879	NPC293701
Intermediate Similarity	0.7879	NPC48990
Intermediate Similarity	0.7879	NPC62101
Intermediate Similarity	0.7879	NPC114901
Intermediate Similarity	0.7879	NPC95733
Intermediate Similarity	0.7874	NPC141090
Intermediate Similarity	0.7863	NPC150026
Intermediate Similarity	0.7863	NPC100099
Intermediate Similarity	0.7863	NPC36016
Intermediate Similarity	0.7863	NPC471314
Intermediate Similarity	0.7863	NPC471315
Intermediate Similarity	0.7857	NPC212850
Intermediate Similarity	0.7857	NPC83289
Intermediate Similarity	0.7857	NPC189724
Intermediate Similarity	0.7847	NPC277857
Intermediate Similarity	0.7847	NPC115144
Intermediate Similarity	0.7846	NPC207613
Intermediate Similarity	0.7836	NPC251571
Intermediate Similarity	0.7833	NPC192596
Intermediate Similarity	0.7829	NPC310338
Intermediate Similarity	0.7829	NPC163036
Intermediate Similarity	0.7829	NPC281298
Intermediate Similarity	0.782	NPC113495
Intermediate Similarity	0.782	NPC194519
Intermediate Similarity	0.782	NPC29477
Intermediate Similarity	0.7812	NPC293619
Intermediate Similarity	0.781	NPC189482
Intermediate Similarity	0.7803	NPC261992
Intermediate Similarity	0.7803	NPC317769
Intermediate Similarity	0.7803	NPC76465
Intermediate Similarity	0.7803	NPC31344
Intermediate Similarity	0.7803	NPC38761
Intermediate Similarity	0.7795	NPC303370
Intermediate Similarity	0.7795	NPC53906
Intermediate Similarity	0.7794	NPC114102
Intermediate Similarity	0.7793	NPC470935
Intermediate Similarity	0.7793	NPC471032
Intermediate Similarity	0.7787	NPC92623
Intermediate Similarity	0.7787	NPC135464
Intermediate Similarity	0.7786	NPC54872
Intermediate Similarity	0.7786	NPC113865
Intermediate Similarity	0.7786	NPC470212
Intermediate Similarity	0.7786	NPC54972
Intermediate Similarity	0.7786	NPC324571
Intermediate Similarity	0.7786	NPC312675
Intermediate Similarity	0.7786	NPC299583
Intermediate Similarity	0.7786	NPC262156
Intermediate Similarity	0.7786	NPC473853
Intermediate Similarity	0.7786	NPC184651
Intermediate Similarity	0.7786	NPC343720
Intermediate Similarity	0.7778	NPC155838
Intermediate Similarity	0.7769	NPC117780
Intermediate Similarity	0.7769	NPC56214
Intermediate Similarity	0.7769	NPC227217
Intermediate Similarity	0.7769	NPC165133
Intermediate Similarity	0.7769	NPC95614
Intermediate Similarity	0.7769	NPC242885
Intermediate Similarity	0.7769	NPC232316
Intermediate Similarity	0.7761	NPC218323
Intermediate Similarity	0.7761	NPC191037
Intermediate Similarity	0.7761	NPC50315
Intermediate Similarity	0.7761	NPC178284
Intermediate Similarity	0.7761	NPC301713
Intermediate Similarity	0.7761	NPC283049
Intermediate Similarity	0.7761	NPC230479
Intermediate Similarity	0.7761	NPC26879
Intermediate Similarity	0.7761	NPC58607
Intermediate Similarity	0.776	NPC166837
Intermediate Similarity	0.776	NPC266932
Intermediate Similarity	0.7754	NPC469610
Intermediate Similarity	0.7752	NPC474040
Intermediate Similarity	0.7752	NPC474214
Intermediate Similarity	0.775	NPC51633
Intermediate Similarity	0.7744	NPC109822
Intermediate Similarity	0.7744	NPC197351
Intermediate Similarity	0.7744	NPC94276
Intermediate Similarity	0.7744	NPC134195
Intermediate Similarity	0.7744	NPC270030
Intermediate Similarity	0.7744	NPC246648
Intermediate Similarity	0.7744	NPC106914
Intermediate Similarity	0.7744	NPC86502
Intermediate Similarity	0.7742	NPC265211
Intermediate Similarity	0.7742	NPC306045
Intermediate Similarity	0.7737	NPC472590
Intermediate Similarity	0.7737	NPC8899
Intermediate Similarity	0.7737	NPC471953
Intermediate Similarity	0.7737	NPC214869
Intermediate Similarity	0.7727	NPC188997
Intermediate Similarity	0.7727	NPC30462
Intermediate Similarity	0.7727	NPC71090
Intermediate Similarity	0.7727	NPC85488
Intermediate Similarity	0.7721	NPC52029
Intermediate Similarity	0.7721	NPC5851
Intermediate Similarity	0.7721	NPC35961
Intermediate Similarity	0.7721	NPC210655
Intermediate Similarity	0.7721	NPC86030
Intermediate Similarity	0.7721	NPC195749
Intermediate Similarity	0.7717	NPC180508
Intermediate Similarity	0.7717	NPC276737
Intermediate Similarity	0.7717	NPC22610
Intermediate Similarity	0.7717	NPC228287
Intermediate Similarity	0.7714	NPC41473
Intermediate Similarity	0.7714	NPC77861
Intermediate Similarity	0.7714	NPC160607
Intermediate Similarity	0.7714	NPC204848
Intermediate Similarity	0.7714	NPC14600
Intermediate Similarity	0.7714	NPC312770
Intermediate Similarity	0.7714	NPC231163
Intermediate Similarity	0.7714	NPC318591
Intermediate Similarity	0.771	NPC83279
Intermediate Similarity	0.771	NPC129176
Intermediate Similarity	0.7705	NPC154899
Intermediate Similarity	0.7705	NPC233396
Intermediate Similarity	0.7704	NPC319625
Intermediate Similarity	0.7704	NPC183181
Intermediate Similarity	0.7704	NPC292056
Intermediate Similarity	0.7704	NPC118787
Intermediate Similarity	0.7704	NPC111247
Intermediate Similarity	0.7704	NPC46978
Intermediate Similarity	0.7704	NPC186898
Intermediate Similarity	0.7704	NPC163332
Intermediate Similarity	0.7704	NPC41706
Intermediate Similarity	0.7704	NPC147821
Intermediate Similarity	0.7698	NPC165646
Intermediate Similarity	0.7698	NPC474920
Intermediate Similarity	0.7698	NPC141023
Intermediate Similarity	0.7692	NPC474320
Intermediate Similarity	0.7692	NPC295259
Intermediate Similarity	0.7692	NPC51341
Intermediate Similarity	0.7692	NPC32152
Intermediate Similarity	0.7687	NPC17809
Intermediate Similarity	0.7687	NPC320242
Intermediate Similarity	0.7687	NPC228771
Intermediate Similarity	0.7687	NPC102540
Intermediate Similarity	0.7687	NPC103420
Intermediate Similarity	0.7687	NPC285040
Intermediate Similarity	0.7687	NPC87113
Intermediate Similarity	0.7687	NPC266705
Intermediate Similarity	0.7687	NPC29008
Intermediate Similarity	0.7687	NPC188022
Intermediate Similarity	0.7687	NPC81641
Intermediate Similarity	0.7681	NPC469611
Intermediate Similarity	0.768	NPC475852
Intermediate Similarity	0.7674	NPC195466
Intermediate Similarity	0.7674	NPC69261
Intermediate Similarity	0.7674	NPC33270
Intermediate Similarity	0.7674	NPC470759
Intermediate Similarity	0.7674	NPC164386
Intermediate Similarity	0.7674	NPC15860
Intermediate Similarity	0.7674	NPC219070
Intermediate Similarity	0.7674	NPC127894
Intermediate Similarity	0.7669	NPC471693
Intermediate Similarity	0.7669	NPC280704
Intermediate Similarity	0.7669	NPC307020
Intermediate Similarity	0.7669	NPC328267
Intermediate Similarity	0.7667	NPC316797
Intermediate Similarity	0.7656	NPC301321
Intermediate Similarity	0.7656	NPC808
Intermediate Similarity	0.7656	NPC473718
Intermediate Similarity	0.7652	NPC38996
Intermediate Similarity	0.7652	NPC476633
Intermediate Similarity	0.7652	NPC193364
Intermediate Similarity	0.7652	NPC160380
Intermediate Similarity	0.7647	NPC38664
Intermediate Similarity	0.7647	NPC252307
Intermediate Similarity	0.7647	NPC226661
Intermediate Similarity	0.7647	NPC474178
Intermediate Similarity	0.7647	NPC277458

Drug Structure

NPD6584 OpenBabel08211710072D 30 32 0 0 0 0 0 0 0 0999 V2000 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 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 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 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 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 6.5000 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 3.4641 2.0000 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 0.8660 1.5000 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 1.7321 5.0000 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 8.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 27 1 0 0 0 0 3 27 1 0 0 0 0 4 25 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 9 1 0 0 0 0 7 10 2 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 9 20 2 0 0 0 0 10 20 1 0 0 0 0 11 22 1 0 0 0 0 12 23 2 0 0 0 0 13 15 1 0 0 0 0 13 21 2 0 0 0 0 14 16 2 0 0 0 0 14 21 1 0 0 0 0 15 24 2 0 0 0 0 16 24 1 0 0 0 0 17 18 1 0 0 0 0 17 27 1 0 0 0 0 18 29 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 22 26 1 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 25 26 2 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016627
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	387.22
ALogP	0.0101
MLogP	3.99
XLogP	8.738
HDA	1
HBD	1
Rotatable Bonds	12
TPSA	32.7
RO5 Violation	1