NPASS drugs

Drug Information

Drug ID:	NPD5532
Drug Name:	Merimepodib
Molecular Formula:	C23H24N4O6
Canonical SMILES:	COc1cc(ccc1c1cnco1)NC(=Nc1cccc(c1)CN=C(O[C@@H]1COCC1)O)O
Standard InCHI:	InChI=1S/C23H24N4O6/c1-30-20-10-17(5-6-19(20)21-12-24-14-32-21)27-22(28)26-16-4-2-3-15(9-16)11-25-23(29)33-18-7-8-31-13-18/h2-6,9-10,12,14,18H,7-8,11,13H2,1H3,(H,25,29)(H2,26,27,28)/t18-/m0/s1
Standard InCHIKey:	JBPUGFODGPKTDW-SFHVURJKSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5532

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	343
0.1-0.2	2494
0.2-0.3	9650
0.3-0.4	3945
0.4-0.5	11364
0.5-0.6	2330
0.6-0.7	744
0.7-0.8	20
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	0.7358	NPC196718
Intermediate Similarity	0.7309	NPC477587
Intermediate Similarity	0.7309	NPC477589
Intermediate Similarity	0.7287	NPC102593
Intermediate Similarity	0.7251	NPC477586
Intermediate Similarity	0.7251	NPC477590
Intermediate Similarity	0.7251	NPC477588
Intermediate Similarity	0.7251	NPC477585
Intermediate Similarity	0.7233	NPC316224
Intermediate Similarity	0.7197	NPC470042
Intermediate Similarity	0.7176	NPC282346
Intermediate Similarity	0.7126	NPC258048
Intermediate Similarity	0.7113	NPC146418
Intermediate Similarity	0.7097	NPC194740
Intermediate Similarity	0.707	NPC196449
Intermediate Similarity	0.707	NPC314222
Intermediate Similarity	0.7037	NPC169402
Intermediate Similarity	0.702	NPC150239
Intermediate Similarity	0.702	NPC174760
Intermediate Similarity	0.7011	NPC314882
Remote Similarity	0.6992	NPC152620
Remote Similarity	0.6988	NPC63971
Remote Similarity	0.6988	NPC91868
Remote Similarity	0.6975	NPC472287
Remote Similarity	0.6975	NPC472286
Remote Similarity	0.697	NPC478006
Remote Similarity	0.6969	NPC184680
Remote Similarity	0.6969	NPC15801
Remote Similarity	0.6965	NPC208364
Remote Similarity	0.6955	NPC116238
Remote Similarity	0.695	NPC161801
Remote Similarity	0.6942	NPC308137
Remote Similarity	0.6942	NPC310211
Remote Similarity	0.6942	NPC474428
Remote Similarity	0.6941	NPC470785
Remote Similarity	0.6939	NPC247803
Remote Similarity	0.6926	NPC101312
Remote Similarity	0.6923	NPC198503
Remote Similarity	0.6914	NPC478010
Remote Similarity	0.6911	NPC58209
Remote Similarity	0.6905	NPC260434
Remote Similarity	0.6902	NPC240384
Remote Similarity	0.6894	NPC53534
Remote Similarity	0.689	NPC39370
Remote Similarity	0.6877	NPC473186
Remote Similarity	0.6875	NPC101350
Remote Similarity	0.6873	NPC78609
Remote Similarity	0.687	NPC131885
Remote Similarity	0.687	NPC46561
Remote Similarity	0.6867	NPC314633
Remote Similarity	0.6866	NPC132385
Remote Similarity	0.6864	NPC315499
Remote Similarity	0.686	NPC166712
Remote Similarity	0.6858	NPC270515
Remote Similarity	0.6858	NPC173250
Remote Similarity	0.6853	NPC186351
Remote Similarity	0.6842	NPC208084
Remote Similarity	0.684	NPC314056
Remote Similarity	0.6836	NPC6786
Remote Similarity	0.6836	NPC235685
Remote Similarity	0.6836	NPC472061
Remote Similarity	0.683	NPC120513
Remote Similarity	0.6829	NPC472285
Remote Similarity	0.6828	NPC209981
Remote Similarity	0.6824	NPC34770
Remote Similarity	0.6822	NPC148889
Remote Similarity	0.6822	NPC475844
Remote Similarity	0.6815	NPC315467
Remote Similarity	0.6815	NPC54066
Remote Similarity	0.6809	NPC166722
Remote Similarity	0.6809	NPC470784
Remote Similarity	0.6806	NPC473188
Remote Similarity	0.68	NPC205372
Remote Similarity	0.68	NPC122436
Remote Similarity	0.6797	NPC473187
Remote Similarity	0.679	NPC478009
Remote Similarity	0.679	NPC269367
Remote Similarity	0.6789	NPC3207
Remote Similarity	0.6788	NPC478012
Remote Similarity	0.6784	NPC22481
Remote Similarity	0.6783	NPC168922
Remote Similarity	0.6776	NPC324361
Remote Similarity	0.6774	NPC298436
Remote Similarity	0.6773	NPC179287
Remote Similarity	0.6773	NPC97746
Remote Similarity	0.6769	NPC160100
Remote Similarity	0.6768	NPC203373
Remote Similarity	0.6768	NPC165964
Remote Similarity	0.6765	NPC478013
Remote Similarity	0.6759	NPC274640
Remote Similarity	0.6757	NPC119134
Remote Similarity	0.6756	NPC1608
Remote Similarity	0.6754	NPC89549
Remote Similarity	0.6754	NPC185197
Remote Similarity	0.6747	NPC225279
Remote Similarity	0.6746	NPC470018
Remote Similarity	0.6743	NPC124313
Remote Similarity	0.6742	NPC183537
Remote Similarity	0.6736	NPC249583
Remote Similarity	0.6734	NPC303658
Remote Similarity	0.6732	NPC108342
Remote Similarity	0.6732	NPC278525
Remote Similarity	0.6731	NPC84164
Remote Similarity	0.6731	NPC207283
Remote Similarity	0.6729	NPC303374
Remote Similarity	0.6725	NPC207620
Remote Similarity	0.6721	NPC36405
Remote Similarity	0.6719	NPC140296
Remote Similarity	0.6716	NPC472436
Remote Similarity	0.6707	NPC236668
Remote Similarity	0.6707	NPC313804
Remote Similarity	0.6707	NPC315804
Remote Similarity	0.6706	NPC474688
Remote Similarity	0.6705	NPC142385
Remote Similarity	0.6705	NPC188400
Remote Similarity	0.6705	NPC189903
Remote Similarity	0.6705	NPC182907
Remote Similarity	0.6704	NPC230683
Remote Similarity	0.6701	NPC169716
Remote Similarity	0.6694	NPC187501
Remote Similarity	0.6694	NPC23294
Remote Similarity	0.6694	NPC87413
Remote Similarity	0.6693	NPC471762
Remote Similarity	0.6693	NPC144452
Remote Similarity	0.6693	NPC253675
Remote Similarity	0.6693	NPC216612
Remote Similarity	0.6692	NPC210296
Remote Similarity	0.6681	NPC472284
Remote Similarity	0.668	NPC49547
Remote Similarity	0.668	NPC153452
Remote Similarity	0.668	NPC16066
Remote Similarity	0.668	NPC146976
Remote Similarity	0.6679	NPC77878
Remote Similarity	0.6679	NPC208522
Remote Similarity	0.6679	NPC67401
Remote Similarity	0.6667	NPC478011
Remote Similarity	0.6667	NPC4687
Remote Similarity	0.6667	NPC322482
Remote Similarity	0.6667	NPC478045
Remote Similarity	0.6667	NPC314270
Remote Similarity	0.6667	NPC184408
Remote Similarity	0.6667	NPC321428
Remote Similarity	0.6667	NPC472435
Remote Similarity	0.6654	NPC323752
Remote Similarity	0.6654	NPC244536
Remote Similarity	0.6654	NPC41501
Remote Similarity	0.6653	NPC148183
Remote Similarity	0.6653	NPC303951
Remote Similarity	0.6653	NPC60621
Remote Similarity	0.6653	NPC152768
Remote Similarity	0.6653	NPC288349
Remote Similarity	0.6643	NPC260909
Remote Similarity	0.6643	NPC314176
Remote Similarity	0.6641	NPC217176
Remote Similarity	0.6641	NPC75179
Remote Similarity	0.664	NPC39500
Remote Similarity	0.664	NPC269270
Remote Similarity	0.6628	NPC90875
Remote Similarity	0.6627	NPC66777
Remote Similarity	0.6627	NPC210434
Remote Similarity	0.6617	NPC133609
Remote Similarity	0.6616	NPC472434
Remote Similarity	0.6615	NPC89987
Remote Similarity	0.6615	NPC474183
Remote Similarity	0.6615	NPC233334
Remote Similarity	0.6614	NPC14686
Remote Similarity	0.6614	NPC24370
Remote Similarity	0.6614	NPC319232
Remote Similarity	0.6612	NPC317572
Remote Similarity	0.6603	NPC72905
Remote Similarity	0.6602	NPC24019
Remote Similarity	0.6599	NPC118940
Remote Similarity	0.6591	NPC72715
Remote Similarity	0.6588	NPC74575
Remote Similarity	0.6587	NPC280799
Remote Similarity	0.6583	NPC220408
Remote Similarity	0.6581	NPC471978
Remote Similarity	0.6578	NPC15406
Remote Similarity	0.6575	NPC212766
Remote Similarity	0.6575	NPC289423
Remote Similarity	0.6574	NPC168209
Remote Similarity	0.6571	NPC210828
Remote Similarity	0.6571	NPC86834
Remote Similarity	0.6569	NPC471979
Remote Similarity	0.6564	NPC182222
Remote Similarity	0.656	NPC305984
Remote Similarity	0.6557	NPC45190
Remote Similarity	0.6554	NPC137353
Remote Similarity	0.6553	NPC179896
Remote Similarity	0.6548	NPC128115
Remote Similarity	0.654	NPC124300
Remote Similarity	0.6535	NPC94842
Remote Similarity	0.6534	NPC264285
Remote Similarity	0.6533	NPC100734
Remote Similarity	0.6533	NPC88923
Remote Similarity	0.6533	NPC315634
Remote Similarity	0.653	NPC189079
Remote Similarity	0.6525	NPC141053
Remote Similarity	0.6523	NPC157931
Remote Similarity	0.6522	NPC90019

Drug Structure

NPD5532 OpenBabel08211708292D 36 39 0 0 1 0 0 0 0 0999 V2000 0.1045 3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7891 -1.9122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1199 -1.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.5055 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9706 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -1.5055 0.0000 C 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 5.3007 -2.0055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 1.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 2.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 2.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -0.5055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 2.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6199 -0.3030 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -2.0055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 3.9945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 3.9945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.0055 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 15 1 0 0 0 0 4 16 2 0 0 0 0 5 6 2 0 0 0 0 5 17 1 0 0 0 0 6 19 1 0 0 0 0 7 8 1 0 0 0 0 7 18 1 0 0 0 0 8 31 1 0 0 0 0 9 15 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 10 20 1 0 0 0 0 11 15 1 0 0 0 0 11 25 1 0 0 0 0 12 21 2 0 0 0 0 12 24 1 0 0 0 0 13 18 1 0 0 0 0 13 31 1 0 0 0 0 14 24 2 0 0 0 0 14 32 1 0 0 0 0 16 26 1 0 0 0 0 17 27 1 0 0 0 0 18 33 1 1 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 20 30 1 0 0 0 0 21 32 1 0 0 0 0 22 26 2 3 0 0 0 22 27 1 0 0 0 0 22 28 1 0 0 0 0 23 25 2 3 0 0 0 23 29 1 0 0 0 0 23 33 1 0 0 0 0 27 34 1 0 0 0 0 28 35 1 0 0 0 0 29 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001507; DAP001451
DrugBank	DB04862
ChEMBL	CHEMBL304087
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	153241
ChEBI
CAS Number	198821-22-6

Drug Properties

Molecular Weight	452.17
ALogP	-0.4931
MLogP	2.89
XLogP	3.832
HDA	8
HBD	3
Rotatable Bonds	12
TPSA	130.93
RO5 Violation	0