NPASS drugs

Drug Information

Drug ID:	NPD6460
Drug Name:
Molecular Formula:	C26H22N2O3
Canonical SMILES:	[O-]C(=O)c1ccc2c(c1)/C(=C/Cn1cnc3c1cc(C)c(c3)C)/c1ccccc1CO2
Standard InCHI:	InChI=1S/C26H22N2O3/c1-16-11-23-24(12-17(16)2)28(15-27-23)10-9-21-20-6-4-3-5-19(20)14-31-25-8-7-18(26(29)30)13-22(21)25/h3-9,11-13,15H,10,14H2,1-2H3,(H,29,30)/p-1/b21-9+
Standard InCHIKey:	WZXFXUCKNJCHJG-ZVBGSRNCSA-M
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6460

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	409
0.1-0.2	2077
0.2-0.3	8413
0.3-0.4	4432
0.4-0.5	10902
0.5-0.6	3839
0.6-0.7	800
0.7-0.8	18
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	0.7669	NPC187145
Intermediate Similarity	0.7238	NPC280799
Intermediate Similarity	0.7179	NPC470020
Intermediate Similarity	0.7177	NPC30540
Intermediate Similarity	0.7172	NPC24019
Intermediate Similarity	0.7166	NPC108342
Intermediate Similarity	0.7154	NPC329631
Intermediate Similarity	0.7137	NPC182907
Intermediate Similarity	0.7137	NPC189903
Intermediate Similarity	0.7076	NPC242923
Intermediate Similarity	0.7073	NPC474688
Intermediate Similarity	0.7066	NPC210434
Intermediate Similarity	0.7049	NPC470018
Intermediate Similarity	0.704	NPC166722
Intermediate Similarity	0.7033	NPC278525
Intermediate Similarity	0.7029	NPC62995
Intermediate Similarity	0.702	NPC74575
Intermediate Similarity	0.7016	NPC22481
Remote Similarity	0.6988	NPC90875
Remote Similarity	0.6984	NPC210296
Remote Similarity	0.6979	NPC193238
Remote Similarity	0.6976	NPC233334
Remote Similarity	0.6976	NPC49547
Remote Similarity	0.6969	NPC124313
Remote Similarity	0.6965	NPC137353
Remote Similarity	0.6957	NPC207283
Remote Similarity	0.6957	NPC84164
Remote Similarity	0.6955	NPC198503
Remote Similarity	0.6942	NPC308906
Remote Similarity	0.6926	NPC144452
Remote Similarity	0.692	NPC253675
Remote Similarity	0.6907	NPC4687
Remote Similarity	0.6904	NPC264176
Remote Similarity	0.6887	NPC270515
Remote Similarity	0.6875	NPC236668
Remote Similarity	0.687	NPC21638
Remote Similarity	0.686	NPC169402
Remote Similarity	0.6858	NPC318068
Remote Similarity	0.6857	NPC216612
Remote Similarity	0.6855	NPC66777
Remote Similarity	0.6855	NPC471762
Remote Similarity	0.685	NPC119134
Remote Similarity	0.685	NPC475844
Remote Similarity	0.6849	NPC174758
Remote Similarity	0.6846	NPC146976
Remote Similarity	0.6846	NPC116238
Remote Similarity	0.6844	NPC191489
Remote Similarity	0.6844	NPC323969
Remote Similarity	0.6844	NPC472099
Remote Similarity	0.6844	NPC225279
Remote Similarity	0.684	NPC473186
Remote Similarity	0.684	NPC471004
Remote Similarity	0.6838	NPC101350
Remote Similarity	0.6834	NPC183537
Remote Similarity	0.6829	NPC322482
Remote Similarity	0.6825	NPC470017
Remote Similarity	0.6806	NPC129897
Remote Similarity	0.6805	NPC324361
Remote Similarity	0.68	NPC260434
Remote Similarity	0.6798	NPC235685
Remote Similarity	0.6798	NPC6786
Remote Similarity	0.6798	NPC470022
Remote Similarity	0.6797	NPC477796
Remote Similarity	0.6797	NPC477805
Remote Similarity	0.6797	NPC477806
Remote Similarity	0.6797	NPC280638
Remote Similarity	0.6797	NPC15406
Remote Similarity	0.6797	NPC477795
Remote Similarity	0.6793	NPC300156
Remote Similarity	0.6792	NPC87413
Remote Similarity	0.6787	NPC274640
Remote Similarity	0.6786	NPC39370
Remote Similarity	0.6784	NPC148889
Remote Similarity	0.6778	NPC174672
Remote Similarity	0.677	NPC208522
Remote Similarity	0.6769	NPC77878
Remote Similarity	0.6765	NPC249583
Remote Similarity	0.6763	NPC308137
Remote Similarity	0.6763	NPC310211
Remote Similarity	0.6763	NPC474428
Remote Similarity	0.6763	NPC472098
Remote Similarity	0.6762	NPC473041
Remote Similarity	0.6761	NPC122436
Remote Similarity	0.676	NPC116622
Remote Similarity	0.6758	NPC72905
Remote Similarity	0.6747	NPC157931
Remote Similarity	0.6746	NPC473105
Remote Similarity	0.6742	NPC88923
Remote Similarity	0.6742	NPC100734
Remote Similarity	0.6742	NPC315634
Remote Similarity	0.6736	NPC82548
Remote Similarity	0.6733	NPC474701
Remote Similarity	0.6723	NPC238457
Remote Similarity	0.6719	NPC99891
Remote Similarity	0.6707	NPC174760
Remote Similarity	0.6707	NPC150239
Remote Similarity	0.6706	NPC474192
Remote Similarity	0.6706	NPC475720
Remote Similarity	0.6695	NPC243850
Remote Similarity	0.6694	NPC38237
Remote Similarity	0.6692	NPC472435
Remote Similarity	0.668	NPC274982
Remote Similarity	0.668	NPC152768
Remote Similarity	0.668	NPC60621
Remote Similarity	0.668	NPC148183
Remote Similarity	0.668	NPC257851
Remote Similarity	0.6667	NPC471615
Remote Similarity	0.6667	NPC287208
Remote Similarity	0.6667	NPC476999
Remote Similarity	0.6667	NPC142385
Remote Similarity	0.6654	NPC227824
Remote Similarity	0.6654	NPC182222
Remote Similarity	0.6653	NPC27041
Remote Similarity	0.6653	NPC45190
Remote Similarity	0.6642	NPC132385
Remote Similarity	0.6641	NPC67401
Remote Similarity	0.664	NPC54066
Remote Similarity	0.664	NPC227908
Remote Similarity	0.6638	NPC474916
Remote Similarity	0.6629	NPC478045
Remote Similarity	0.6627	NPC51388
Remote Similarity	0.6626	NPC96321
Remote Similarity	0.6626	NPC46561
Remote Similarity	0.6626	NPC247803
Remote Similarity	0.6617	NPC472436
Remote Similarity	0.6604	NPC472589
Remote Similarity	0.6602	NPC472061
Remote Similarity	0.6602	NPC285343
Remote Similarity	0.6601	NPC160666
Remote Similarity	0.6598	NPC39679
Remote Similarity	0.6598	NPC39500
Remote Similarity	0.6594	NPC476341
Remote Similarity	0.6592	NPC89549
Remote Similarity	0.6584	NPC208284
Remote Similarity	0.6584	NPC146418
Remote Similarity	0.6582	NPC11017
Remote Similarity	0.6579	NPC63109
Remote Similarity	0.6573	NPC477533
Remote Similarity	0.6568	NPC72211
Remote Similarity	0.6566	NPC85879
Remote Similarity	0.6566	NPC475301
Remote Similarity	0.6566	NPC53255
Remote Similarity	0.6566	NPC326930
Remote Similarity	0.6564	NPC124300
Remote Similarity	0.6562	NPC473187
Remote Similarity	0.6561	NPC115595
Remote Similarity	0.6559	NPC23614
Remote Similarity	0.6559	NPC100079
Remote Similarity	0.6558	NPC279589
Remote Similarity	0.6557	NPC251160
Remote Similarity	0.6555	NPC470586
Remote Similarity	0.6554	NPC74619
Remote Similarity	0.6554	NPC284685
Remote Similarity	0.6552	NPC475666
Remote Similarity	0.655	NPC471614
Remote Similarity	0.655	NPC475816
Remote Similarity	0.6548	NPC478078
Remote Similarity	0.6545	NPC3207
Remote Similarity	0.6543	NPC471304
Remote Similarity	0.6543	NPC314834
Remote Similarity	0.6543	NPC328928
Remote Similarity	0.6541	NPC13603
Remote Similarity	0.654	NPC472031
Remote Similarity	0.654	NPC472066
Remote Similarity	0.654	NPC472067
Remote Similarity	0.6538	NPC291609
Remote Similarity	0.6534	NPC473449
Remote Similarity	0.6534	NPC45048
Remote Similarity	0.6532	NPC168209
Remote Similarity	0.6532	NPC74360
Remote Similarity	0.6531	NPC149471
Remote Similarity	0.6531	NPC470042
Remote Similarity	0.6531	NPC221100
Remote Similarity	0.6531	NPC476287
Remote Similarity	0.6531	NPC234078
Remote Similarity	0.6531	NPC271215
Remote Similarity	0.653	NPC473833
Remote Similarity	0.6529	NPC470931
Remote Similarity	0.6528	NPC329982
Remote Similarity	0.6528	NPC472588
Remote Similarity	0.6527	NPC472068
Remote Similarity	0.6527	NPC295898
Remote Similarity	0.6525	NPC477066
Remote Similarity	0.6522	NPC246381
Remote Similarity	0.652	NPC46970
Remote Similarity	0.6517	NPC258048
Remote Similarity	0.6516	NPC187501
Remote Similarity	0.6516	NPC9894
Remote Similarity	0.6515	NPC261388
Remote Similarity	0.6513	NPC81939
Remote Similarity	0.6506	NPC469439
Remote Similarity	0.6504	NPC303374
Remote Similarity	0.6502	NPC91868
Remote Similarity	0.6502	NPC201697
Remote Similarity	0.6502	NPC63971
Remote Similarity	0.65	NPC295452
Remote Similarity	0.65	NPC478081
Remote Similarity	0.65	NPC171393
Remote Similarity	0.6496	NPC79213
Remote Similarity	0.6493	NPC216369

Drug Structure

NPD6460 OpenBabel08211710072D 31 35 0 0 0 0 0 0 0 0999 V2000 -7.5886 0.9407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9706 -0.2349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0866 3.5107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0826 3.6003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3337 2.6033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6582 2.7826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8246 -1.8383 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9512 -1.3513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8800 1.4615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0879 2.4396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5705 2.3419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9525 1.1663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6681 -0.3255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3480 3.6997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6750 1.3474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8660 0.7596 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -1.3254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2419 1.7856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2379 1.8753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9289 1.1525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7947 0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6570 2.7487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8480 2.1609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9362 -0.3514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5565 -1.8123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3480 3.6997 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0389 2.7487 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5714 -2.8122 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4149 -1.2994 0.0000 O 0 5 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 1 16 1 0 0 0 0 2 17 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 19 2 0 0 0 0 6 20 2 0 0 0 0 7 8 2 0 0 0 0 7 18 1 0 0 0 0 8 25 1 0 0 0 0 9 10 1 0 0 0 0 9 21 2 0 0 0 0 10 28 1 0 0 0 0 11 16 2 0 0 0 0 11 23 1 0 0 0 0 12 17 2 0 0 0 0 12 24 1 0 0 0 0 13 18 2 0 0 0 0 13 22 1 0 0 0 0 14 19 1 0 0 0 0 14 31 1 0 0 0 0 15 27 2 0 0 0 0 15 28 1 0 0 0 0 16 17 1 0 0 0 0 18 26 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 22 1 0 0 0 0 22 25 2 0 0 0 0 23 24 2 0 0 0 0 23 27 1 0 0 0 0 24 28 1 0 0 0 0 25 31 1 0 0 0 0 26 29 2 0 0 0 0 26 30 1 0 0 0 0 M CHG 1 30 -1 M END $$$$

External Identifiers

TTD	DIB009784
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	19088577
ChEBI
CAS Number

Drug Properties

Molecular Weight	409.16
ALogP	0.5209
MLogP	3.77
XLogP	6.007
HDA	4
HBD	0
Rotatable Bonds	6
TPSA	67.18
RO5 Violation	1