NPASS drugs

Drug Information

Drug ID:	NPD6252
Drug Name:
Molecular Formula:	C25H27N5O5
Canonical SMILES:	CC[C@@H](OC(=N[C@H](c1cccc(c1)N=C(Nc1ccc(c(c1)OC)c1cnco1)O)C)O)CC#N
Standard InCHI:	InChI=1S/C25H27N5O5/c1-4-20(10-11-26)35-25(32)28-16(2)17-6-5-7-18(12-17)29-24(31)30-19-8-9-21(22(13-19)33-3)23-14-27-15-34-23/h5-9,12-16,20H,4,10H2,1-3H3,(H,28,32)(H2,29,30,31)/t16-,20+/m0/s1
Standard InCHIKey:	GYCPCOJTCINIFZ-OXJNMPFZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6252

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	350
0.1-0.2	2765
0.2-0.3	9781
0.3-0.4	5025
0.4-0.5	10092
0.5-0.6	2288
0.6-0.7	573
0.7-0.8	16
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	0.7309	NPC477587
Intermediate Similarity	0.7309	NPC477589
Intermediate Similarity	0.7251	NPC477586
Intermediate Similarity	0.7251	NPC477590
Intermediate Similarity	0.7251	NPC477588
Intermediate Similarity	0.7251	NPC477585
Intermediate Similarity	0.7149	NPC196718
Intermediate Similarity	0.7113	NPC146418
Intermediate Similarity	0.711	NPC282346
Intermediate Similarity	0.7098	NPC316224
Intermediate Similarity	0.708	NPC102593
Intermediate Similarity	0.7037	NPC169402
Intermediate Similarity	0.7028	NPC194740
Intermediate Similarity	0.702	NPC150239
Intermediate Similarity	0.702	NPC174760
Intermediate Similarity	0.7004	NPC470042
Remote Similarity	0.6955	NPC116238
Remote Similarity	0.6942	NPC308137
Remote Similarity	0.6942	NPC310211
Remote Similarity	0.6942	NPC474428
Remote Similarity	0.6939	NPC247803
Remote Similarity	0.6905	NPC260434
Remote Similarity	0.6885	NPC161801
Remote Similarity	0.6884	NPC196449
Remote Similarity	0.6884	NPC314222
Remote Similarity	0.687	NPC46561
Remote Similarity	0.6866	NPC152620
Remote Similarity	0.6858	NPC91868
Remote Similarity	0.6858	NPC63971
Remote Similarity	0.6855	NPC198503
Remote Similarity	0.6853	NPC186351
Remote Similarity	0.6842	NPC208084
Remote Similarity	0.6836	NPC15801
Remote Similarity	0.6833	NPC472287
Remote Similarity	0.6833	NPC472286
Remote Similarity	0.6822	NPC148889
Remote Similarity	0.6805	NPC258048
Remote Similarity	0.6802	NPC131885
Remote Similarity	0.68	NPC314633
Remote Similarity	0.68	NPC122436
Remote Similarity	0.6789	NPC3207
Remote Similarity	0.6776	NPC324361
Remote Similarity	0.6773	NPC179287
Remote Similarity	0.677	NPC472061
Remote Similarity	0.677	NPC6786
Remote Similarity	0.677	NPC240384
Remote Similarity	0.677	NPC184680
Remote Similarity	0.6767	NPC53534
Remote Similarity	0.6759	NPC274640
Remote Similarity	0.6758	NPC39370
Remote Similarity	0.6755	NPC314882
Remote Similarity	0.6747	NPC225279
Remote Similarity	0.6746	NPC470018
Remote Similarity	0.6745	NPC473186
Remote Similarity	0.6744	NPC101350
Remote Similarity	0.6744	NPC470785
Remote Similarity	0.6741	NPC132385
Remote Similarity	0.6736	NPC249583
Remote Similarity	0.6733	NPC205372
Remote Similarity	0.673	NPC270515
Remote Similarity	0.6721	NPC152768
Remote Similarity	0.6721	NPC148183
Remote Similarity	0.6721	NPC269367
Remote Similarity	0.6718	NPC58209
Remote Similarity	0.6716	NPC478006
Remote Similarity	0.6707	NPC298436
Remote Similarity	0.6707	NPC313804
Remote Similarity	0.6707	NPC315804
Remote Similarity	0.6706	NPC97746
Remote Similarity	0.6705	NPC142385
Remote Similarity	0.6705	NPC235685
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	NPC216612
Remote Similarity	0.668	NPC166722
Remote Similarity	0.668	NPC49547
Remote Similarity	0.668	NPC470784
Remote Similarity	0.668	NPC54066
Remote Similarity	0.6679	NPC208522
Remote Similarity	0.6679	NPC78609
Remote Similarity	0.6667	NPC303658
Remote Similarity	0.6667	NPC473187
Remote Similarity	0.6667	NPC184408
Remote Similarity	0.6667	NPC4687
Remote Similarity	0.6667	NPC478010
Remote Similarity	0.6667	NPC322482
Remote Similarity	0.6667	NPC13880
Remote Similarity	0.6667	NPC321428
Remote Similarity	0.6667	NPC166712
Remote Similarity	0.6654	NPC22481
Remote Similarity	0.6654	NPC140296
Remote Similarity	0.6653	NPC11464
Remote Similarity	0.6653	NPC170114
Remote Similarity	0.6653	NPC303951
Remote Similarity	0.6653	NPC60621
Remote Similarity	0.6642	NPC209981
Remote Similarity	0.6641	NPC208364
Remote Similarity	0.6641	NPC474688
Remote Similarity	0.664	NPC39500
Remote Similarity	0.6632	NPC315499
Remote Similarity	0.6628	NPC34770
Remote Similarity	0.6628	NPC475844
Remote Similarity	0.6627	NPC472285
Remote Similarity	0.6627	NPC66777
Remote Similarity	0.6618	NPC101312
Remote Similarity	0.6617	NPC183537
Remote Similarity	0.6616	NPC124313
Remote Similarity	0.6614	NPC24370
Remote Similarity	0.6614	NPC319232
Remote Similarity	0.6613	NPC470549
Remote Similarity	0.6613	NPC16066
Remote Similarity	0.6611	NPC472284
Remote Similarity	0.6603	NPC207283
Remote Similarity	0.6603	NPC84164
Remote Similarity	0.6603	NPC72905
Remote Similarity	0.6602	NPC108342
Remote Similarity	0.6602	NPC278525
Remote Similarity	0.6593	NPC314056
Remote Similarity	0.6588	NPC74575
Remote Similarity	0.6586	NPC36405
Remote Similarity	0.6583	NPC220408
Remote Similarity	0.6579	NPC203373
Remote Similarity	0.6578	NPC75179
Remote Similarity	0.6578	NPC160100
Remote Similarity	0.6577	NPC189903
Remote Similarity	0.6577	NPC182907
Remote Similarity	0.6573	NPC236668
Remote Similarity	0.6571	NPC210828
Remote Similarity	0.6571	NPC86834
Remote Similarity	0.6569	NPC315467
Remote Similarity	0.6568	NPC185197
Remote Similarity	0.6565	NPC210296
Remote Similarity	0.6565	NPC119134
Remote Similarity	0.6564	NPC182222
Remote Similarity	0.6561	NPC478141
Remote Similarity	0.6557	NPC45190
Remote Similarity	0.6554	NPC137353
Remote Similarity	0.6554	NPC473188
Remote Similarity	0.6554	NPC77878
Remote Similarity	0.6554	NPC67401
Remote Similarity	0.6547	NPC478012
Remote Similarity	0.6546	NPC146976
Remote Similarity	0.6545	NPC478009
Remote Similarity	0.6543	NPC317572
Remote Similarity	0.6541	NPC173250
Remote Similarity	0.6534	NPC314270
Remote Similarity	0.6532	NPC118940
Remote Similarity	0.6527	NPC41501
Remote Similarity	0.6525	NPC323752
Remote Similarity	0.6523	NPC157931
Remote Similarity	0.6523	NPC244536
Remote Similarity	0.6522	NPC280799
Remote Similarity	0.6522	NPC478013
Remote Similarity	0.652	NPC230683
Remote Similarity	0.6519	NPC120513
Remote Similarity	0.6515	NPC188400
Remote Similarity	0.651	NPC125597
Remote Similarity	0.6508	NPC168209
Remote Similarity	0.6508	NPC269270
Remote Similarity	0.6507	NPC89549
Remote Similarity	0.6504	NPC39679
Remote Similarity	0.65	NPC90875
Remote Similarity	0.6496	NPC210434
Remote Similarity	0.6495	NPC207620
Remote Similarity	0.6494	NPC305984
Remote Similarity	0.649	NPC300156
Remote Similarity	0.6489	NPC474183
Remote Similarity	0.6486	NPC233334
Remote Similarity	0.6482	NPC323969
Remote Similarity	0.6482	NPC14686
Remote Similarity	0.6481	NPC478045
Remote Similarity	0.6481	NPC472435
Remote Similarity	0.6481	NPC303374
Remote Similarity	0.648	NPC153452
Remote Similarity	0.6478	NPC174672
Remote Similarity	0.6475	NPC470017
Remote Similarity	0.6473	NPC24019
Remote Similarity	0.6473	NPC169716
Remote Similarity	0.6471	NPC51388
Remote Similarity	0.6464	NPC168922
Remote Similarity	0.6459	NPC257851
Remote Similarity	0.6457	NPC473317
Remote Similarity	0.6455	NPC165964
Remote Similarity	0.6454	NPC288349
Remote Similarity	0.6453	NPC15406
Remote Similarity	0.6448	NPC217176
Remote Similarity	0.6446	NPC123395
Remote Similarity	0.6442	NPC1608
Remote Similarity	0.6441	NPC179896
Remote Similarity	0.6437	NPC253675
Remote Similarity	0.6437	NPC287208
Remote Similarity	0.6431	NPC175150
Remote Similarity	0.6431	NPC243633
Remote Similarity	0.6431	NPC133609
Remote Similarity	0.6429	NPC478011
Remote Similarity	0.6426	NPC9894
Remote Similarity	0.6414	NPC477979

Drug Structure

NPD6252 OpenBabel08211709092D 38 40 0 0 1 0 0 0 0 0999 V2000 6.1667 -4.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7615 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 -5.0055 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 8.7648 -5.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7648 -6.0055 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 -0.8090 1.4013 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 -1.5055 0.0000 C 0 0 1 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 7.8988 -4.5055 0.0000 C 0 0 2 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 7.0327 -3.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7648 -7.0055 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 7.0327 -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 6.1667 -3.5055 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 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 -3.5055 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 6.1667 2.4945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -3.0055 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 3 33 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 17 1 0 0 0 0 7 18 2 0 0 0 0 8 9 2 0 0 0 0 8 19 1 0 0 0 0 9 21 1 0 0 0 0 10 11 1 0 0 0 0 10 20 1 0 0 0 0 11 26 3 0 0 0 0 12 17 2 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 13 22 1 0 0 0 0 14 23 2 0 0 0 0 14 27 1 0 0 0 0 15 27 2 0 0 0 0 15 34 1 0 0 0 0 16 2 1 1 0 0 0 16 17 1 0 0 0 0 16 28 1 0 0 0 0 18 29 1 0 0 0 0 19 30 1 0 0 0 0 20 4 1 1 0 0 0 20 35 1 0 0 0 0 21 22 2 0 0 0 0 21 23 1 0 0 0 0 22 33 1 0 0 0 0 23 34 1 0 0 0 0 24 29 2 3 0 0 0 24 30 1 0 0 0 0 24 31 1 0 0 0 0 25 28 2 3 0 0 0 25 32 1 0 0 0 0 25 35 1 0 0 0 0 30 36 1 0 0 0 0 31 37 1 0 0 0 0 32 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016769
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9918559
ChEBI
CAS Number

Drug Properties

Molecular Weight	477.20
ALogP	-0.14
MLogP	3.11
XLogP	4.832
HDA	8
HBD	3
Rotatable Bonds	16
TPSA	145.49
RO5 Violation	1