NPASS drugs

Drug Information

Drug ID:	NPD7805
Drug Name:	Lapaquistat Acetate
Molecular Formula:	C33H41ClN2O9
Canonical SMILES:	COc1cccc(c1OC)[C@H]1O[C@H](CC(=O)N2CCC(CC2)CC(=O)O)C(=O)N(c2c1cc(Cl)cc2)CC(COC(=O)C)(C)C
Standard InCHI:	InChI=1S/C33H41ClN2O9/c1-20(37)44-19-33(2,3)18-36-25-10-9-22(34)16-24(25)30(23-7-6-8-26(42-4)31(23)43-5)45-27(32(36)41)17-28(38)35-13-11-21(12-14-35)15-29(39)40/h6-10,16,21,27,30H,11-15,17-19H2,1-5H3,(H,39,40)/t27-,30-/m1/s1
Standard InCHIKey:	CMLUGNQVANVZHY-POURPWNDSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7805

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	259
0.1-0.2	1311
0.2-0.3	5039
0.3-0.4	8058
0.4-0.5	7299
0.5-0.6	8190
0.6-0.7	727
0.7-0.8	7
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	0.7105	NPC288110
Intermediate Similarity	0.7067	NPC127996
Intermediate Similarity	0.7039	NPC473458
Intermediate Similarity	0.7014	NPC207971
Intermediate Similarity	0.7013	NPC148124
Intermediate Similarity	0.7	NPC318525
Intermediate Similarity	0.7	NPC10653
Remote Similarity	0.6991	NPC10732
Remote Similarity	0.6982	NPC268077
Remote Similarity	0.697	NPC99724
Remote Similarity	0.6966	NPC471513
Remote Similarity	0.6966	NPC248903
Remote Similarity	0.6948	NPC262725
Remote Similarity	0.6933	NPC160113
Remote Similarity	0.6933	NPC476220
Remote Similarity	0.6926	NPC274268
Remote Similarity	0.6923	NPC26928
Remote Similarity	0.6916	NPC159815
Remote Similarity	0.6907	NPC477397
Remote Similarity	0.6904	NPC291173
Remote Similarity	0.69	NPC234772
Remote Similarity	0.6888	NPC304837
Remote Similarity	0.6888	NPC476258
Remote Similarity	0.6883	NPC222046
Remote Similarity	0.6866	NPC473004
Remote Similarity	0.6858	NPC477160
Remote Similarity	0.6831	NPC477395
Remote Similarity	0.6824	NPC46259
Remote Similarity	0.6822	NPC470480
Remote Similarity	0.6802	NPC127178
Remote Similarity	0.6802	NPC138830
Remote Similarity	0.6787	NPC71124
Remote Similarity	0.6786	NPC473460
Remote Similarity	0.678	NPC476436
Remote Similarity	0.6778	NPC476429
Remote Similarity	0.6776	NPC477393
Remote Similarity	0.6763	NPC154922
Remote Similarity	0.6762	NPC113455
Remote Similarity	0.6748	NPC120239
Remote Similarity	0.6744	NPC473007
Remote Similarity	0.6739	NPC473006
Remote Similarity	0.6727	NPC230313
Remote Similarity	0.6721	NPC477396
Remote Similarity	0.6697	NPC473008
Remote Similarity	0.6697	NPC474059
Remote Similarity	0.6696	NPC471489
Remote Similarity	0.6695	NPC134702
Remote Similarity	0.6695	NPC77777
Remote Similarity	0.6683	NPC301163
Remote Similarity	0.6681	NPC14339
Remote Similarity	0.6681	NPC473422
Remote Similarity	0.6667	NPC473005
Remote Similarity	0.6667	NPC231924
Remote Similarity	0.6667	NPC475609
Remote Similarity	0.6667	NPC161804
Remote Similarity	0.6652	NPC67904
Remote Similarity	0.6651	NPC220961
Remote Similarity	0.6638	NPC471561
Remote Similarity	0.6638	NPC148391
Remote Similarity	0.6637	NPC17677
Remote Similarity	0.6636	NPC263507
Remote Similarity	0.6636	NPC45112
Remote Similarity	0.6636	NPC134413
Remote Similarity	0.6636	NPC271958
Remote Similarity	0.6623	NPC470482
Remote Similarity	0.6623	NPC470481
Remote Similarity	0.6622	NPC473371
Remote Similarity	0.6622	NPC162653
Remote Similarity	0.6612	NPC323198
Remote Similarity	0.661	NPC118189
Remote Similarity	0.6607	NPC5374
Remote Similarity	0.6606	NPC471825
Remote Similarity	0.6606	NPC302001
Remote Similarity	0.6606	NPC21425
Remote Similarity	0.6606	NPC203972
Remote Similarity	0.6606	NPC254957
Remote Similarity	0.6595	NPC268223
Remote Similarity	0.6595	NPC114468
Remote Similarity	0.6593	NPC311357
Remote Similarity	0.6591	NPC28510
Remote Similarity	0.6588	NPC471604
Remote Similarity	0.658	NPC295479
Remote Similarity	0.658	NPC220241
Remote Similarity	0.6579	NPC195787
Remote Similarity	0.6579	NPC246140
Remote Similarity	0.6577	NPC243626
Remote Similarity	0.6568	NPC128115
Remote Similarity	0.6567	NPC2905
Remote Similarity	0.6562	NPC124302
Remote Similarity	0.6562	NPC215098
Remote Similarity	0.6562	NPC73020
Remote Similarity	0.6562	NPC14622
Remote Similarity	0.6562	NPC46744
Remote Similarity	0.6562	NPC70290
Remote Similarity	0.656	NPC33902
Remote Similarity	0.656	NPC276674
Remote Similarity	0.6555	NPC24954
Remote Similarity	0.6553	NPC182853
Remote Similarity	0.655	NPC308943
Remote Similarity	0.6545	NPC49583
Remote Similarity	0.6542	NPC285941
Remote Similarity	0.654	NPC329830
Remote Similarity	0.654	NPC76478
Remote Similarity	0.654	NPC7560
Remote Similarity	0.6535	NPC470484
Remote Similarity	0.6527	NPC477394
Remote Similarity	0.6527	NPC19175
Remote Similarity	0.652	NPC119818
Remote Similarity	0.652	NPC474077
Remote Similarity	0.652	NPC202771
Remote Similarity	0.652	NPC2173
Remote Similarity	0.652	NPC328700
Remote Similarity	0.6515	NPC74216
Remote Similarity	0.6511	NPC126556
Remote Similarity	0.6511	NPC195636
Remote Similarity	0.6509	NPC471532
Remote Similarity	0.6504	NPC72788
Remote Similarity	0.6504	NPC120671
Remote Similarity	0.6504	NPC314100
Remote Similarity	0.6504	NPC226652
Remote Similarity	0.65	NPC266994
Remote Similarity	0.65	NPC320088
Remote Similarity	0.6498	NPC86678
Remote Similarity	0.6495	NPC129624
Remote Similarity	0.6489	NPC23080
Remote Similarity	0.6489	NPC193906
Remote Similarity	0.6486	NPC226708
Remote Similarity	0.6483	NPC195120
Remote Similarity	0.6483	NPC87560
Remote Similarity	0.6481	NPC222524
Remote Similarity	0.6473	NPC13249
Remote Similarity	0.6471	NPC237579
Remote Similarity	0.6468	NPC179704
Remote Similarity	0.6466	NPC269449
Remote Similarity	0.6462	NPC151030
Remote Similarity	0.6462	NPC269383
Remote Similarity	0.646	NPC123859
Remote Similarity	0.6457	NPC78284
Remote Similarity	0.6457	NPC470485
Remote Similarity	0.6455	NPC232872
Remote Similarity	0.6452	NPC190461
Remote Similarity	0.645	NPC100573
Remote Similarity	0.645	NPC207873
Remote Similarity	0.6449	NPC227778
Remote Similarity	0.6444	NPC472191
Remote Similarity	0.6438	NPC315542
Remote Similarity	0.6438	NPC82541
Remote Similarity	0.6437	NPC301501
Remote Similarity	0.6435	NPC477161
Remote Similarity	0.6432	NPC285254
Remote Similarity	0.6429	NPC118154
Remote Similarity	0.6429	NPC476069
Remote Similarity	0.6429	NPC157983
Remote Similarity	0.6426	NPC55470
Remote Similarity	0.6426	NPC189661
Remote Similarity	0.6425	NPC477186
Remote Similarity	0.6416	NPC100863
Remote Similarity	0.6413	NPC319549
Remote Similarity	0.641	NPC116178
Remote Similarity	0.641	NPC119722
Remote Similarity	0.6409	NPC276120
Remote Similarity	0.6409	NPC474746
Remote Similarity	0.6409	NPC116007
Remote Similarity	0.6409	NPC475981
Remote Similarity	0.6408	NPC185031
Remote Similarity	0.6407	NPC478075
Remote Similarity	0.6406	NPC241704
Remote Similarity	0.6402	NPC128476
Remote Similarity	0.64	NPC477258
Remote Similarity	0.6396	NPC64140
Remote Similarity	0.6396	NPC474904
Remote Similarity	0.6396	NPC208890
Remote Similarity	0.6396	NPC174122
Remote Similarity	0.6391	NPC475147
Remote Similarity	0.6387	NPC108826
Remote Similarity	0.6385	NPC196091
Remote Similarity	0.6385	NPC329717
Remote Similarity	0.6383	NPC321166
Remote Similarity	0.6383	NPC217903
Remote Similarity	0.6376	NPC329816
Remote Similarity	0.6375	NPC71539
Remote Similarity	0.6375	NPC329932
Remote Similarity	0.6375	NPC250960
Remote Similarity	0.6374	NPC329480
Remote Similarity	0.6372	NPC24228
Remote Similarity	0.6372	NPC164608
Remote Similarity	0.6368	NPC470483
Remote Similarity	0.6364	NPC323858
Remote Similarity	0.6364	NPC249405
Remote Similarity	0.636	NPC469452
Remote Similarity	0.636	NPC469451
Remote Similarity	0.6359	NPC287152
Remote Similarity	0.6359	NPC475421
Remote Similarity	0.6356	NPC469816
Remote Similarity	0.6356	NPC469815
Remote Similarity	0.6352	NPC168250
Remote Similarity	0.6352	NPC475133
Remote Similarity	0.6351	NPC169387
Remote Similarity	0.6351	NPC234069
Remote Similarity	0.6351	NPC477259

Drug Structure

NPD7805 OpenBabel08211712032D 46 49 0 0 1 0 0 0 0 0999 V2000 1.1722 -4.4301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9557 -1.1639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0304 -2.1611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 6.1906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 3.6906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 4.6906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 3.6906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 5.1906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3121 1.1672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5791 0.4871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5232 -0.1083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9086 1.5804 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5483 0.1143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9337 1.8029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1783 0.4023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1340 2.4369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5984 0.5593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4339 -0.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3044 -2.6282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7355 -3.6039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2034 0.6248 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.0896 2.1422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 3.1906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4010 1.7568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6235 0.7818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 4.6906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6235 0.7818 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2786 1.2924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8585 1.1353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 2.1906 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3660 3.6906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1294 -1.7272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8226 2.8223 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.2535 1.0698 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 2.7327 -3.6786 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9838 2.2479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.8334 0.9128 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5637 2.0909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4339 -0.9010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 5.1906 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 3.1906 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3017 -2.7029 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4010 1.7568 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.2439 2.8240 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 33 1 0 0 0 0 3 33 1 0 0 0 0 4 42 1 0 0 0 0 5 43 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 23 1 0 0 0 0 8 26 2 0 0 0 0 9 10 2 0 0 0 0 9 22 1 0 0 0 0 10 25 1 0 0 0 0 11 13 1 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 12 21 1 0 0 0 0 13 35 1 0 0 0 0 14 35 1 0 0 0 0 15 21 1 0 0 0 0 15 29 1 0 0 0 0 16 22 2 0 0 0 0 16 24 1 0 0 0 0 17 28 1 0 0 0 0 18 33 1 0 0 0 0 18 36 1 0 0 0 0 19 33 1 0 0 0 0 19 44 1 0 0 0 0 20 37 2 0 0 0 0 20 44 1 0 0 0 0 22 34 1 0 0 0 0 23 31 2 0 0 0 0 24 25 2 0 0 0 0 24 30 1 0 0 0 0 25 36 1 0 0 0 0 26 31 1 0 0 0 0 26 42 1 0 0 0 0 27 17 1 1 0 0 0 27 32 1 0 0 0 0 27 45 1 0 0 0 0 28 35 1 0 0 0 0 28 38 2 0 0 0 0 29 39 2 0 0 0 0 29 40 1 0 0 0 0 30 23 1 6 0 0 0 30 45 1 0 0 0 0 31 43 1 0 0 0 0 32 36 1 0 0 0 0 32 41 2 0 0 0 0 40 46 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000147
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9874248
ChEBI
CAS Number

Drug Properties

Molecular Weight	644.25
ALogP	-1.1634
MLogP	3.77
XLogP	3.599
HDA	9
HBD	1
Rotatable Bonds	20
TPSA	131.91
RO5 Violation	1