NPASS drugs

Drug Information

Drug ID:	NPD6516
Drug Name:	Fispemifene
Molecular Formula:	C26H27ClO3
Canonical SMILES:	ClCC/C(=C(c1ccccc1)/c1ccc(cc1)OCCOCCO)/c1ccccc1
Standard InCHI:	InChI=1S/C26H27ClO3/c27-16-15-25(21-7-3-1-4-8-21)26(22-9-5-2-6-10-22)23-11-13-24(14-12-23)30-20-19-29-18-17-28/h1-14,28H,15-20H2/b26-25-
Standard InCHIKey:	NKZTZAQIKKGTDB-QPLCGJKRSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6516

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	260
0.1-0.2	1156
0.2-0.3	2926
0.3-0.4	10024
0.4-0.5	3380
0.5-0.6	5221
0.6-0.7	6664
0.7-0.8	1244
0.8-0.85	15
0.85-0.9	0
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
Intermediate Similarity	0.8333	NPC470393
Intermediate Similarity	0.8246	NPC108875
Intermediate Similarity	0.8246	NPC38079
Intermediate Similarity	0.824	NPC255253
Intermediate Similarity	0.8226	NPC290451
Intermediate Similarity	0.8226	NPC127389
Intermediate Similarity	0.8205	NPC474272
Intermediate Similarity	0.8158	NPC192596
Intermediate Similarity	0.813	NPC163036
Intermediate Similarity	0.8103	NPC326801
Intermediate Similarity	0.8103	NPC113457
Intermediate Similarity	0.807	NPC51633
Intermediate Similarity	0.8047	NPC17837
Intermediate Similarity	0.8047	NPC304630
Intermediate Similarity	0.8016	NPC71090
Intermediate Similarity	0.7983	NPC46844
Intermediate Similarity	0.7967	NPC142042
Intermediate Similarity	0.7967	NPC86947
Intermediate Similarity	0.7907	NPC156854
Intermediate Similarity	0.7907	NPC134431
Intermediate Similarity	0.7903	NPC474040
Intermediate Similarity	0.7903	NPC474214
Intermediate Similarity	0.7895	NPC100870
Intermediate Similarity	0.7891	NPC293701
Intermediate Similarity	0.7891	NPC114901
Intermediate Similarity	0.7891	NPC94276
Intermediate Similarity	0.7891	NPC109822
Intermediate Similarity	0.7891	NPC48990
Intermediate Similarity	0.7886	NPC473556
Intermediate Similarity	0.7886	NPC301651
Intermediate Similarity	0.7881	NPC194034
Intermediate Similarity	0.7863	NPC8302
Intermediate Similarity	0.7857	NPC207613
Intermediate Similarity	0.7851	NPC115379
Intermediate Similarity	0.7851	NPC165646
Intermediate Similarity	0.784	NPC474320
Intermediate Similarity	0.7829	NPC167571
Intermediate Similarity	0.7829	NPC278552
Intermediate Similarity	0.7829	NPC194519
Intermediate Similarity	0.7829	NPC207179
Intermediate Similarity	0.7815	NPC201959
Intermediate Similarity	0.7815	NPC75440
Intermediate Similarity	0.7797	NPC135464
Intermediate Similarity	0.7797	NPC92623
Intermediate Similarity	0.7795	NPC312675
Intermediate Similarity	0.7795	NPC262156
Intermediate Similarity	0.7795	NPC473853
Intermediate Similarity	0.7795	NPC184651
Intermediate Similarity	0.7795	NPC343720
Intermediate Similarity	0.7795	NPC54872
Intermediate Similarity	0.7795	NPC113865
Intermediate Similarity	0.7795	NPC470212
Intermediate Similarity	0.7795	NPC54972
Intermediate Similarity	0.7795	NPC324571
Intermediate Similarity	0.7787	NPC301735
Intermediate Similarity	0.7786	NPC87224
Intermediate Similarity	0.7786	NPC222572
Intermediate Similarity	0.7786	NPC72529
Intermediate Similarity	0.7778	NPC93783
Intermediate Similarity	0.7769	NPC55300
Intermediate Similarity	0.7769	NPC191037
Intermediate Similarity	0.7769	NPC178284
Intermediate Similarity	0.7769	NPC266932
Intermediate Similarity	0.7769	NPC58607
Intermediate Similarity	0.776	NPC470626
Intermediate Similarity	0.7759	NPC300166
Intermediate Similarity	0.775	NPC265211
Intermediate Similarity	0.775	NPC306045
Intermediate Similarity	0.7744	NPC103799
Intermediate Similarity	0.7739	NPC471576
Intermediate Similarity	0.7734	NPC100099
Intermediate Similarity	0.7734	NPC85488
Intermediate Similarity	0.7734	NPC36016
Intermediate Similarity	0.7731	NPC251306
Intermediate Similarity	0.7727	NPC5851
Intermediate Similarity	0.7727	NPC210655
Intermediate Similarity	0.7727	NPC86030
Intermediate Similarity	0.7721	NPC77861
Intermediate Similarity	0.7717	NPC469412
Intermediate Similarity	0.7717	NPC198734
Intermediate Similarity	0.7712	NPC233396
Intermediate Similarity	0.7712	NPC473855
Intermediate Similarity	0.7712	NPC154899
Intermediate Similarity	0.771	NPC118787
Intermediate Similarity	0.771	NPC319625
Intermediate Similarity	0.771	NPC163332
Intermediate Similarity	0.771	NPC41706
Intermediate Similarity	0.771	NPC111247
Intermediate Similarity	0.771	NPC183181
Intermediate Similarity	0.771	NPC147821
Intermediate Similarity	0.771	NPC292056
Intermediate Similarity	0.771	NPC474119
Intermediate Similarity	0.7705	NPC290353
Intermediate Similarity	0.7705	NPC42911
Intermediate Similarity	0.7705	NPC153795
Intermediate Similarity	0.7704	NPC184269
Intermediate Similarity	0.7698	NPC295259
Intermediate Similarity	0.7698	NPC172253
Intermediate Similarity	0.7698	NPC310338
Intermediate Similarity	0.7698	NPC59561
Intermediate Similarity	0.7698	NPC281298
Intermediate Similarity	0.7692	NPC87113
Intermediate Similarity	0.7686	NPC137685
Intermediate Similarity	0.768	NPC164386
Intermediate Similarity	0.768	NPC293619
Intermediate Similarity	0.7674	NPC317769
Intermediate Similarity	0.7674	NPC38761
Intermediate Similarity	0.7674	NPC471693
Intermediate Similarity	0.7674	NPC76465
Intermediate Similarity	0.7674	NPC280704
Intermediate Similarity	0.7674	NPC31344
Intermediate Similarity	0.7664	NPC474390
Intermediate Similarity	0.7661	NPC51345
Intermediate Similarity	0.7661	NPC47194
Intermediate Similarity	0.7656	NPC190454
Intermediate Similarity	0.7656	NPC97432
Intermediate Similarity	0.7652	NPC277458
Intermediate Similarity	0.7652	NPC307050
Intermediate Similarity	0.7652	NPC245826
Intermediate Similarity	0.7652	NPC252307
Intermediate Similarity	0.7652	NPC474178
Intermediate Similarity	0.7642	NPC35344
Intermediate Similarity	0.7642	NPC141003
Intermediate Similarity	0.7642	NPC165106
Intermediate Similarity	0.7638	NPC232316
Intermediate Similarity	0.7638	NPC103916
Intermediate Similarity	0.7638	NPC469708
Intermediate Similarity	0.7638	NPC227217
Intermediate Similarity	0.7638	NPC117780
Intermediate Similarity	0.7638	NPC165133
Intermediate Similarity	0.7638	NPC8283
Intermediate Similarity	0.7638	NPC242885
Intermediate Similarity	0.7638	NPC258979
Intermediate Similarity	0.7638	NPC95614
Intermediate Similarity	0.7638	NPC60589
Intermediate Similarity	0.7638	NPC93398
Intermediate Similarity	0.7638	NPC56214
Intermediate Similarity	0.7634	NPC276212
Intermediate Similarity	0.763	NPC263064
Intermediate Similarity	0.7619	NPC74821
Intermediate Similarity	0.7615	NPC106914
Intermediate Similarity	0.7615	NPC86502
Intermediate Similarity	0.7615	NPC197351
Intermediate Similarity	0.7615	NPC246648
Intermediate Similarity	0.7615	NPC134195
Intermediate Similarity	0.7609	NPC260842
Intermediate Similarity	0.7609	NPC22517
Intermediate Similarity	0.76	NPC9341
Intermediate Similarity	0.76	NPC81067
Intermediate Similarity	0.7597	NPC150026
Intermediate Similarity	0.7597	NPC476142
Intermediate Similarity	0.7594	NPC3439
Intermediate Similarity	0.7594	NPC202582
Intermediate Similarity	0.7594	NPC470258
Intermediate Similarity	0.7594	NPC222004
Intermediate Similarity	0.7594	NPC210623
Intermediate Similarity	0.7594	NPC273295
Intermediate Similarity	0.7594	NPC190629
Intermediate Similarity	0.7594	NPC218856
Intermediate Similarity	0.7594	NPC226788
Intermediate Similarity	0.7594	NPC285339
Intermediate Similarity	0.7589	NPC318429
Intermediate Similarity	0.7586	NPC216468
Intermediate Similarity	0.7586	NPC78119
Intermediate Similarity	0.7586	NPC51333
Intermediate Similarity	0.7586	NPC132078
Intermediate Similarity	0.7583	NPC258171
Intermediate Similarity	0.7581	NPC161696
Intermediate Similarity	0.7578	NPC269242
Intermediate Similarity	0.7574	NPC478085
Intermediate Similarity	0.7574	NPC141023
Intermediate Similarity	0.7574	NPC476411
Intermediate Similarity	0.7563	NPC475269
Intermediate Similarity	0.7559	NPC24474
Intermediate Similarity	0.7559	NPC311595
Intermediate Similarity	0.7557	NPC148627
Intermediate Similarity	0.7557	NPC17809
Intermediate Similarity	0.7557	NPC228771
Intermediate Similarity	0.7557	NPC81641
Intermediate Similarity	0.7557	NPC133407
Intermediate Similarity	0.7557	NPC103420
Intermediate Similarity	0.7557	NPC285040
Intermediate Similarity	0.7557	NPC102540
Intermediate Similarity	0.7557	NPC29008
Intermediate Similarity	0.7557	NPC3221
Intermediate Similarity	0.7557	NPC28476
Intermediate Similarity	0.7557	NPC266705
Intermediate Similarity	0.7557	NPC188022
Intermediate Similarity	0.7556	NPC474134
Intermediate Similarity	0.7556	NPC131128
Intermediate Similarity	0.7556	NPC73656
Intermediate Similarity	0.7556	NPC189482
Intermediate Similarity	0.7556	NPC470752
Intermediate Similarity	0.7554	NPC266197
Intermediate Similarity	0.7554	NPC55793
Intermediate Similarity	0.7554	NPC291101
Intermediate Similarity	0.7542	NPC305205
Intermediate Similarity	0.7541	NPC475852
Intermediate Similarity	0.7538	NPC474160
Intermediate Similarity	0.7537	NPC472338

Drug Structure

NPD6516 OpenBabel08211710072D 31 33 0 0 0 0 0 0 0 0999 V2000 3.4641 2.0000 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 2.5981 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 -1.7321 5.0000 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 1.7321 2.0000 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 -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 -0.8660 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 -0.8660 0.5000 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 1.7321 5.0000 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 -1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 1.7321 3.0000 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 -0.0000 2.0000 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 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 6.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 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 -3.4641 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 21 2 0 0 0 0 8 21 1 0 0 0 0 9 22 2 0 0 0 0 10 22 1 0 0 0 0 11 13 1 0 0 0 0 11 23 2 0 0 0 0 12 14 2 0 0 0 0 12 23 1 0 0 0 0 13 24 2 0 0 0 0 14 24 1 0 0 0 0 15 16 1 0 0 0 0 15 25 1 0 0 0 0 16 27 1 0 0 0 0 17 18 1 0 0 0 0 17 28 1 0 0 0 0 18 29 1 0 0 0 0 19 20 1 0 0 0 0 19 29 1 0 0 0 0 20 30 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 23 26 1 0 0 0 0 24 30 1 0 0 0 0 25 26 2 0 0 0 0 28 31 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	422.16
ALogP	0.366
MLogP	3.88
XLogP	9.713
HDA	2
HBD	1
Rotatable Bonds	13
TPSA	38.69
RO5 Violation	2