NPASS drugs

Drug Information

Drug ID:	NPD7884
Drug Name:	lecimibide
Molecular Formula:	C34H40F2N4OS
Canonical SMILES:	CCCCCCCN(C(=Nc1ccc(cc1F)F)O)CCCCCSc1nc(c([nH]1)c1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C34H40F2N4OS/c1-2-3-4-5-13-22-40(34(41)37-30-21-20-28(35)25-29(30)36)23-14-8-15-24-42-33-38-31(26-16-9-6-10-17-26)32(39-33)27-18-11-7-12-19-27/h6-7,9-12,16-21,25H,2-5,8,13-15,22-24H2,1H3,(H,37,41)(H,38,39)
Standard InCHIKey:	TVXOXGBTADZYCZ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7884

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	604
0.1-0.2	8332
0.2-0.3	15187
0.3-0.4	3384
0.4-0.5	1770
0.5-0.6	1284
0.6-0.7	316
0.7-0.8	13
0.8-0.85	0
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	0.7969	NPC469308
Intermediate Similarity	0.763	NPC114209
Intermediate Similarity	0.7273	NPC317054
Intermediate Similarity	0.712	NPC470203
Intermediate Similarity	0.7119	NPC204141
Intermediate Similarity	0.7104	NPC300238
Intermediate Similarity	0.7102	NPC42483
Intermediate Similarity	0.7067	NPC471603
Intermediate Similarity	0.7065	NPC470204
Intermediate Similarity	0.7052	NPC216159
Intermediate Similarity	0.7037	NPC314557
Intermediate Similarity	0.7033	NPC476219
Intermediate Similarity	0.7017	NPC216713
Remote Similarity	0.6963	NPC315715
Remote Similarity	0.6961	NPC148592
Remote Similarity	0.694	NPC476297
Remote Similarity	0.6889	NPC39092
Remote Similarity	0.6882	NPC122141
Remote Similarity	0.6851	NPC471957
Remote Similarity	0.6818	NPC125746
Remote Similarity	0.6813	NPC282531
Remote Similarity	0.68	NPC198988
Remote Similarity	0.6798	NPC115611
Remote Similarity	0.6798	NPC284635
Remote Similarity	0.6793	NPC325903
Remote Similarity	0.6791	NPC229173
Remote Similarity	0.6755	NPC225018
Remote Similarity	0.6742	NPC88097
Remote Similarity	0.6739	NPC470823
Remote Similarity	0.6739	NPC470233
Remote Similarity	0.6738	NPC475990
Remote Similarity	0.6738	NPC474880
Remote Similarity	0.6738	NPC221786
Remote Similarity	0.6737	NPC49217
Remote Similarity	0.6703	NPC200214
Remote Similarity	0.6686	NPC473930
Remote Similarity	0.6684	NPC16659
Remote Similarity	0.6667	NPC474897
Remote Similarity	0.6667	NPC325252
Remote Similarity	0.6667	NPC179787
Remote Similarity	0.6667	NPC201380
Remote Similarity	0.6667	NPC248454
Remote Similarity	0.665	NPC307191
Remote Similarity	0.6649	NPC469975
Remote Similarity	0.6648	NPC470440
Remote Similarity	0.6635	NPC116555
Remote Similarity	0.6635	NPC71238
Remote Similarity	0.6633	NPC476341
Remote Similarity	0.6633	NPC265710
Remote Similarity	0.6632	NPC247987
Remote Similarity	0.663	NPC321911
Remote Similarity	0.6629	NPC475450
Remote Similarity	0.6616	NPC471609
Remote Similarity	0.6615	NPC280852
Remote Similarity	0.6612	NPC143872
Remote Similarity	0.6612	NPC63545
Remote Similarity	0.6611	NPC2949
Remote Similarity	0.6611	NPC59084
Remote Similarity	0.6595	NPC24678
Remote Similarity	0.6595	NPC105818
Remote Similarity	0.6589	NPC75726
Remote Similarity	0.6589	NPC31385
Remote Similarity	0.6589	NPC110602
Remote Similarity	0.6582	NPC240088
Remote Similarity	0.6582	NPC473380
Remote Similarity	0.658	NPC91895
Remote Similarity	0.6578	NPC212376
Remote Similarity	0.6578	NPC75540
Remote Similarity	0.6578	NPC70922
Remote Similarity	0.6578	NPC211572
Remote Similarity	0.6578	NPC80597
Remote Similarity	0.6576	NPC469811
Remote Similarity	0.6575	NPC63157
Remote Similarity	0.6575	NPC469766
Remote Similarity	0.6575	NPC473868
Remote Similarity	0.6573	NPC218268
Remote Similarity	0.6571	NPC22079
Remote Similarity	0.6561	NPC92796
Remote Similarity	0.6561	NPC135141
Remote Similarity	0.6557	NPC314372
Remote Similarity	0.6545	NPC317105
Remote Similarity	0.6544	NPC267811
Remote Similarity	0.6542	NPC54981
Remote Similarity	0.6541	NPC37548
Remote Similarity	0.6538	NPC190296
Remote Similarity	0.6533	NPC163055
Remote Similarity	0.6532	NPC250361
Remote Similarity	0.6524	NPC25008
Remote Similarity	0.6524	NPC259644
Remote Similarity	0.6524	NPC469765
Remote Similarity	0.6524	NPC469760
Remote Similarity	0.6524	NPC469763
Remote Similarity	0.6524	NPC469786
Remote Similarity	0.6524	NPC73952
Remote Similarity	0.6519	NPC469780
Remote Similarity	0.6519	NPC469768
Remote Similarity	0.6519	NPC469783
Remote Similarity	0.6519	NPC469779
Remote Similarity	0.6519	NPC469784
Remote Similarity	0.6519	NPC469761
Remote Similarity	0.6519	NPC469767
Remote Similarity	0.6518	NPC69843
Remote Similarity	0.6517	NPC135601
Remote Similarity	0.6517	NPC17273
Remote Similarity	0.6517	NPC141612
Remote Similarity	0.6514	NPC473587
Remote Similarity	0.6508	NPC236711
Remote Similarity	0.6505	NPC33421
Remote Similarity	0.6505	NPC53947
Remote Similarity	0.6503	NPC242556
Remote Similarity	0.65	NPC472294
Remote Similarity	0.65	NPC108011
Remote Similarity	0.6489	NPC120070
Remote Similarity	0.6486	NPC21605
Remote Similarity	0.6481	NPC282247
Remote Similarity	0.6477	NPC475428
Remote Similarity	0.6464	NPC73767
Remote Similarity	0.6464	NPC312092
Remote Similarity	0.6458	NPC21174
Remote Similarity	0.6458	NPC271797
Remote Similarity	0.6458	NPC476118
Remote Similarity	0.6457	NPC473762
Remote Similarity	0.6456	NPC294693
Remote Similarity	0.6452	NPC187951
Remote Similarity	0.6443	NPC317430
Remote Similarity	0.6441	NPC179365
Remote Similarity	0.6432	NPC129042
Remote Similarity	0.6432	NPC288838
Remote Similarity	0.6429	NPC472123
Remote Similarity	0.6421	NPC216643
Remote Similarity	0.6418	NPC21429
Remote Similarity	0.641	NPC194411
Remote Similarity	0.6402	NPC38736
Remote Similarity	0.6402	NPC470507
Remote Similarity	0.6398	NPC470111
Remote Similarity	0.6398	NPC477134
Remote Similarity	0.6395	NPC41174
Remote Similarity	0.6393	NPC88121
Remote Similarity	0.6387	NPC474791
Remote Similarity	0.6378	NPC159856
Remote Similarity	0.6374	NPC110126
Remote Similarity	0.6368	NPC469785
Remote Similarity	0.6368	NPC285469
Remote Similarity	0.6364	NPC124005
Remote Similarity	0.6359	NPC63751
Remote Similarity	0.6355	NPC94752
Remote Similarity	0.6354	NPC84911
Remote Similarity	0.6349	NPC232798
Remote Similarity	0.634	NPC2165
Remote Similarity	0.634	NPC195507
Remote Similarity	0.6335	NPC469762
Remote Similarity	0.6335	NPC299594
Remote Similarity	0.6332	NPC59269
Remote Similarity	0.6318	NPC79386
Remote Similarity	0.6318	NPC173344
Remote Similarity	0.6313	NPC189812
Remote Similarity	0.6313	NPC275305
Remote Similarity	0.6313	NPC329688
Remote Similarity	0.6313	NPC37423
Remote Similarity	0.6308	NPC160105
Remote Similarity	0.6305	NPC49051
Remote Similarity	0.6305	NPC15102
Remote Similarity	0.6302	NPC56765
Remote Similarity	0.6302	NPC206819
Remote Similarity	0.6302	NPC41257
Remote Similarity	0.6302	NPC318065
Remote Similarity	0.6298	NPC96102
Remote Similarity	0.6298	NPC261195
Remote Similarity	0.6298	NPC29886
Remote Similarity	0.6294	NPC82331
Remote Similarity	0.629	NPC149014
Remote Similarity	0.6289	NPC472587
Remote Similarity	0.6289	NPC311276
Remote Similarity	0.6289	NPC478182
Remote Similarity	0.6286	NPC265576
Remote Similarity	0.6284	NPC104483
Remote Similarity	0.6283	NPC184476
Remote Similarity	0.6279	NPC323927
Remote Similarity	0.6276	NPC201700
Remote Similarity	0.627	NPC20144
Remote Similarity	0.6269	NPC164228
Remote Similarity	0.6269	NPC44773
Remote Similarity	0.6269	NPC215584
Remote Similarity	0.6267	NPC19170
Remote Similarity	0.6264	NPC105127
Remote Similarity	0.6263	NPC314603
Remote Similarity	0.6263	NPC161108
Remote Similarity	0.6263	NPC161861
Remote Similarity	0.6262	NPC231536
Remote Similarity	0.6262	NPC324091
Remote Similarity	0.6257	NPC478186
Remote Similarity	0.625	NPC75999
Remote Similarity	0.625	NPC68354
Remote Similarity	0.625	NPC286427
Remote Similarity	0.6237	NPC478185
Remote Similarity	0.6237	NPC16667
Remote Similarity	0.6233	NPC77022
Remote Similarity	0.623	NPC207726
Remote Similarity	0.623	NPC471458
Remote Similarity	0.6224	NPC49954

Drug Structure

NPD7884 OpenBabel08211712032D 44 47 0 0 0 0 0 0 0 0999 V2000 -10.2141 -0.6203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2195 -0.7248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6317 0.0842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6372 -0.0203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0494 0.7887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0454 -3.6776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4836 1.1796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6977 -3.0085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9965 -3.3686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0549 0.6842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0714 0.3706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4890 1.0751 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4898 -2.0303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2044 -2.3904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2305 -0.9339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2360 -1.0384 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6482 -0.2294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0659 0.4751 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9013 1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4115 -2.6564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 -1.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8183 -1.7429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4170 -2.7609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8292 -1.9519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2469 -1.2474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8128 -1.6383 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.0103 -3.6745 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.8347 -2.0565 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.6537 -0.3339 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2524 -1.3520 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 1.7796 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8457 -2.2655 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 13 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 7 12 1 0 0 0 0 8 14 1 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 11 18 1 0 0 0 0 12 19 2 0 0 0 0 13 22 1 0 0 0 0 14 23 1 0 0 0 0 15 24 1 0 0 0 0 16 26 2 0 0 0 0 17 26 1 0 0 0 0 18 27 2 0 0 0 0 19 27 1 0 0 0 0 20 21 2 0 0 0 0 20 28 1 0 0 0 0 21 30 1 0 0 0 0 22 40 1 0 0 0 0 23 40 1 0 0 0 0 24 42 1 0 0 0 0 25 28 2 0 0 0 0 25 29 1 0 0 0 0 26 31 1 0 0 0 0 27 32 1 0 0 0 0 28 35 1 0 0 0 0 29 30 2 0 0 0 0 29 36 1 0 0 0 0 30 37 1 0 0 0 0 31 32 2 0 0 0 0 31 38 1 0 0 0 0 32 39 1 0 0 0 0 33 38 2 0 0 0 0 33 39 1 0 0 0 0 33 42 1 0 0 0 0 34 37 2 3 0 0 0 34 40 1 0 0 0 0 34 41 1 0 0 0 0 39 43 1 0 0 0 0 41 44 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002869
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	590.29
ALogP	-1.1628
MLogP	4.32
XLogP	13.51
HDA	5
HBD	2
Rotatable Bonds	21
TPSA	89.81
RO5 Violation	2