NPASS drugs

Drug Information

Drug ID:	NPD6540
Drug Name:	Enclomiphene Citrate
Molecular Formula:	C26H28ClNO.C6H8O7
Canonical SMILES:	OC(=O)C(CC(=O)O)(CC(=O)O)O.CCN(CCOc1ccc(cc1)/C(=C(c1ccccc1)/Cl)/c1ccccc1)CC
Standard InCHI:	InChI=1S/C26H28ClNO.C6H8O7/c1-3-28(4-2)19-20-29-24-17-15-22(16-18-24)25(21-11-7-5-8-12-21)26(27)23-13-9-6-10-14-23;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-18H,3-4,19-20H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25+;
Standard InCHIKey:	PYTMYKVIJXPNBD-BTKVJIOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6540

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	163
0.1-0.2	1206
0.2-0.3	4185
0.3-0.4	9322
0.4-0.5	3384
0.5-0.6	8892
0.6-0.7	3584
0.7-0.8	153
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	NPC255253
Intermediate Similarity	0.7863	NPC316797
Intermediate Similarity	0.7846	NPC328267
Intermediate Similarity	0.7845	NPC313918
Intermediate Similarity	0.7833	NPC326801
Intermediate Similarity	0.7812	NPC263835
Intermediate Similarity	0.7734	NPC256369
Intermediate Similarity	0.768	NPC26524
Intermediate Similarity	0.7676	NPC247298
Intermediate Similarity	0.7674	NPC321133
Intermediate Similarity	0.7627	NPC471576
Intermediate Similarity	0.7603	NPC470393
Intermediate Similarity	0.7594	NPC320242
Intermediate Similarity	0.7581	NPC95977
Intermediate Similarity	0.7576	NPC211218
Intermediate Similarity	0.7569	NPC245974
Intermediate Similarity	0.7541	NPC113457
Intermediate Similarity	0.7521	NPC108875
Intermediate Similarity	0.7521	NPC38079
Intermediate Similarity	0.7518	NPC189724
Intermediate Similarity	0.7518	NPC212850
Intermediate Similarity	0.7518	NPC83289
Intermediate Similarity	0.75	NPC474272
Intermediate Similarity	0.75	NPC300166
Intermediate Similarity	0.7462	NPC59561
Intermediate Similarity	0.7462	NPC172253
Intermediate Similarity	0.7462	NPC43275
Intermediate Similarity	0.7459	NPC473855
Intermediate Similarity	0.7438	NPC192596
Intermediate Similarity	0.7426	NPC283079
Intermediate Similarity	0.7422	NPC303370
Intermediate Similarity	0.7414	NPC321956
Intermediate Similarity	0.7391	NPC118419
Intermediate Similarity	0.7388	NPC62101
Intermediate Similarity	0.7388	NPC95733
Intermediate Similarity	0.7381	NPC166837
Intermediate Similarity	0.7355	NPC51633
Intermediate Similarity	0.7338	NPC325568
Intermediate Similarity	0.7333	NPC141739
Intermediate Similarity	0.7333	NPC136112
Intermediate Similarity	0.7333	NPC29477
Intermediate Similarity	0.7328	NPC71853
Intermediate Similarity	0.7317	NPC475269
Intermediate Similarity	0.7317	NPC42383
Intermediate Similarity	0.7308	NPC25648
Intermediate Similarity	0.7302	NPC475852
Intermediate Similarity	0.7288	NPC471581
Intermediate Similarity	0.728	NPC201959
Intermediate Similarity	0.728	NPC75440
Intermediate Similarity	0.728	NPC97811
Intermediate Similarity	0.7279	NPC218323
Intermediate Similarity	0.7266	NPC307123
Intermediate Similarity	0.7266	NPC274732
Intermediate Similarity	0.7266	NPC97870
Intermediate Similarity	0.7266	NPC247018
Intermediate Similarity	0.7266	NPC471953
Intermediate Similarity	0.7254	NPC318591
Intermediate Similarity	0.7254	NPC231163
Intermediate Similarity	0.725	NPC470161
Intermediate Similarity	0.725	NPC95755
Intermediate Similarity	0.7241	NPC259134
Intermediate Similarity	0.7241	NPC8002
Intermediate Similarity	0.7241	NPC99886
Intermediate Similarity	0.7241	NPC177844
Intermediate Similarity	0.7239	NPC100099
Intermediate Similarity	0.7239	NPC36016
Intermediate Similarity	0.7236	NPC241224
Intermediate Similarity	0.7234	NPC11147
Intermediate Similarity	0.7226	NPC172403
Intermediate Similarity	0.72	NPC157473
Intermediate Similarity	0.72	NPC151530
Intermediate Similarity	0.719	NPC100870
Intermediate Similarity	0.7185	NPC38761
Intermediate Similarity	0.7185	NPC307020
Intermediate Similarity	0.7185	NPC76465
Intermediate Similarity	0.7176	NPC323948
Intermediate Similarity	0.7164	NPC54972
Intermediate Similarity	0.7163	NPC29650
Intermediate Similarity	0.7154	NPC47194
Intermediate Similarity	0.7153	NPC304630
Intermediate Similarity	0.7153	NPC17837
Intermediate Similarity	0.7143	NPC146530
Intermediate Similarity	0.7143	NPC103916
Intermediate Similarity	0.7133	NPC193528
Intermediate Similarity	0.7132	NPC134195
Intermediate Similarity	0.7132	NPC294156
Intermediate Similarity	0.7132	NPC197351
Intermediate Similarity	0.7132	NPC106914
Intermediate Similarity	0.7132	NPC141003
Intermediate Similarity	0.7132	NPC86502
Intermediate Similarity	0.7132	NPC256015
Intermediate Similarity	0.7132	NPC165106
Intermediate Similarity	0.7132	NPC35344
Intermediate Similarity	0.7132	NPC246648
Intermediate Similarity	0.712	NPC92623
Intermediate Similarity	0.712	NPC135464
Intermediate Similarity	0.712	NPC176971
Intermediate Similarity	0.7113	NPC138365
Intermediate Similarity	0.7111	NPC150026
Intermediate Similarity	0.7111	NPC471315
Intermediate Similarity	0.7111	NPC471314
Intermediate Similarity	0.7109	NPC266932
Intermediate Similarity	0.7103	NPC470925
Intermediate Similarity	0.7099	NPC33900
Intermediate Similarity	0.7099	NPC9341
Intermediate Similarity	0.7099	NPC81067
Intermediate Similarity	0.7097	NPC283546
Intermediate Similarity	0.709	NPC83279
Intermediate Similarity	0.7087	NPC306045
Intermediate Similarity	0.7087	NPC265211
Intermediate Similarity	0.708	NPC102540
Intermediate Similarity	0.708	NPC285040
Intermediate Similarity	0.708	NPC17809
Intermediate Similarity	0.708	NPC103420
Intermediate Similarity	0.708	NPC188022
Intermediate Similarity	0.7073	NPC307425
Intermediate Similarity	0.7068	NPC163036
Intermediate Similarity	0.7068	NPC295259
Intermediate Similarity	0.7063	NPC42793
Intermediate Similarity	0.7063	NPC167944
Intermediate Similarity	0.7063	NPC231884
Intermediate Similarity	0.7063	NPC186469
Intermediate Similarity	0.7063	NPC258171
Intermediate Similarity	0.704	NPC128730
Intermediate Similarity	0.704	NPC233396
Intermediate Similarity	0.704	NPC154899
Intermediate Similarity	0.704	NPC8302
Intermediate Similarity	0.704	NPC473393
Intermediate Similarity	0.7037	NPC290451
Intermediate Similarity	0.7037	NPC127389
Intermediate Similarity	0.7034	NPC314682
Intermediate Similarity	0.7031	NPC88868
Intermediate Similarity	0.7031	NPC231251
Intermediate Similarity	0.7031	NPC25067
Intermediate Similarity	0.7031	NPC2682
Intermediate Similarity	0.7029	NPC50315
Intermediate Similarity	0.7029	NPC301713
Intermediate Similarity	0.7029	NPC26879
Intermediate Similarity	0.7029	NPC276212
Intermediate Similarity	0.7029	NPC230479
Intermediate Similarity	0.7029	NPC283049
Intermediate Similarity	0.7023	NPC475815
Intermediate Similarity	0.7023	NPC51345
Intermediate Similarity	0.7023	NPC473264
Intermediate Similarity	0.7021	NPC470392
Intermediate Similarity	0.7021	NPC474200
Intermediate Similarity	0.7015	NPC8283
Intermediate Similarity	0.7015	NPC258979
Intermediate Similarity	0.7015	NPC41801
Intermediate Similarity	0.7015	NPC93398
Intermediate Similarity	0.7008	NPC291837
Intermediate Similarity	0.7008	NPC309982
Intermediate Similarity	0.7	NPC90903
Intermediate Similarity	0.7	NPC474227
Remote Similarity	0.6992	NPC474040
Remote Similarity	0.6992	NPC74821
Remote Similarity	0.6992	NPC474214
Remote Similarity	0.6992	NPC107101
Remote Similarity	0.6986	NPC328750
Remote Similarity	0.6986	NPC188163
Remote Similarity	0.6986	NPC474915
Remote Similarity	0.6986	NPC213206
Remote Similarity	0.6985	NPC151237
Remote Similarity	0.6985	NPC27198
Remote Similarity	0.6985	NPC71090
Remote Similarity	0.6985	NPC261661
Remote Similarity	0.6984	NPC326447
Remote Similarity	0.6978	NPC149796
Remote Similarity	0.6972	NPC66643
Remote Similarity	0.6972	NPC266425
Remote Similarity	0.6972	NPC273984
Remote Similarity	0.697	NPC258992
Remote Similarity	0.697	NPC54507
Remote Similarity	0.697	NPC85292
Remote Similarity	0.697	NPC229147
Remote Similarity	0.697	NPC312105
Remote Similarity	0.6963	NPC212559
Remote Similarity	0.6963	NPC318357
Remote Similarity	0.6963	NPC472596
Remote Similarity	0.696	NPC12987
Remote Similarity	0.696	NPC474603
Remote Similarity	0.6957	NPC28476
Remote Similarity	0.6957	NPC81641
Remote Similarity	0.6957	NPC133407
Remote Similarity	0.6957	NPC110131
Remote Similarity	0.6953	NPC82016
Remote Similarity	0.6947	NPC161696
Remote Similarity	0.6944	NPC307682
Remote Similarity	0.694	NPC474320
Remote Similarity	0.6934	NPC320287
Remote Similarity	0.6934	NPC470887
Remote Similarity	0.6934	NPC315807
Remote Similarity	0.6934	NPC279379
Remote Similarity	0.6933	NPC115144
Remote Similarity	0.6933	NPC144863
Remote Similarity	0.6933	NPC90844
Remote Similarity	0.6933	NPC277857
Remote Similarity	0.6933	NPC95075
Remote Similarity	0.6933	NPC253883
Remote Similarity	0.6929	NPC87224

Drug Structure

NPD6540 OpenBabel08211710072D 46 47 0 0 0 0 0 0 0 0999 V2000 4.8301 -10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -8.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6603 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -3.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6603 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8923 -4.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -4.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.1603 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.1603 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -0.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6603 -3.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -3.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.1603 -2.2321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0981 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 28 1 0 0 0 0 4 28 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 11 21 2 0 0 0 0 12 21 1 0 0 0 0 13 23 2 0 0 0 0 14 23 1 0 0 0 0 15 17 1 0 0 0 0 15 22 2 0 0 0 0 16 18 2 0 0 0 0 16 22 1 0 0 0 0 17 24 2 0 0 0 0 18 24 1 0 0 0 0 19 20 1 0 0 0 0 19 28 1 0 0 0 0 20 29 1 0 0 0 0 21 25 1 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 24 29 1 0 0 0 0 25 26 2 0 0 0 0 26 27 1 0 0 0 0 30 32 1 0 0 0 0 30 35 1 0 0 0 0 31 33 1 0 0 0 0 31 35 1 0 0 0 0 32 36 2 0 0 0 0 32 37 1 0 0 0 0 33 38 2 0 0 0 0 33 39 1 0 0 0 0 34 35 1 0 0 0 0 34 40 2 0 0 0 0 34 41 1 0 0 0 0 35 42 1 0 0 0 0 37 43 1 0 0 0 0 39 44 1 0 0 0 0 41 45 1 0 0 0 0 42 46 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	405.19
ALogP	1.2286
MLogP	3.99
XLogP	9.846
HDA	1
HBD	0
Rotatable Bonds	12
TPSA	12.47
RO5 Violation	1