NPASS drugs

Drug Information

Drug ID:	NPD6223
Drug Name:
Molecular Formula:	C25H26FN3O2
Canonical SMILES:	COc1cc(ccc1n1cnc(c1)C)/C=C/1CCCN(C1=O)[C@H](c1ccc(cc1)F)C
Standard InCHI:	InChI=1S/C25H26FN3O2/c1-17-15-28(16-27-17)23-11-6-19(14-24(23)31-3)13-21-5-4-12-29(25(21)30)18(2)20-7-9-22(26)10-8-20/h6-11,13-16,18H,4-5,12H2,1-3H3/b21-13+/t18-/m0/s1
Standard InCHIKey:	PUOAETJYKQITMO-LANLRWRYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6223

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	487
0.1-0.2	3474
0.2-0.3	9189
0.3-0.4	10435
0.4-0.5	4474
0.5-0.6	2099
0.6-0.7	676
0.7-0.8	56
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	0.7931	NPC30540
Intermediate Similarity	0.789	NPC287208
Intermediate Similarity	0.7647	NPC82548
Intermediate Similarity	0.7623	NPC242923
Intermediate Similarity	0.7621	NPC308906
Intermediate Similarity	0.7468	NPC257851
Intermediate Similarity	0.7466	NPC245816
Intermediate Similarity	0.7466	NPC476138
Intermediate Similarity	0.7455	NPC174758
Intermediate Similarity	0.7454	NPC198673
Intermediate Similarity	0.7397	NPC168911
Intermediate Similarity	0.7387	NPC475774
Intermediate Similarity	0.7384	NPC141053
Intermediate Similarity	0.7378	NPC174672
Intermediate Similarity	0.7352	NPC267928
Intermediate Similarity	0.7347	NPC26543
Intermediate Similarity	0.7325	NPC476287
Intermediate Similarity	0.7318	NPC239954
Intermediate Similarity	0.7281	NPC26679
Intermediate Similarity	0.7261	NPC274982
Intermediate Similarity	0.7231	NPC471614
Intermediate Similarity	0.7225	NPC185782
Intermediate Similarity	0.7206	NPC472066
Intermediate Similarity	0.7206	NPC472067
Intermediate Similarity	0.7206	NPC472031
Intermediate Similarity	0.7175	NPC19872
Intermediate Similarity	0.7173	NPC187145
Intermediate Similarity	0.7131	NPC470018
Intermediate Similarity	0.713	NPC471603
Intermediate Similarity	0.7126	NPC472068
Intermediate Similarity	0.7102	NPC72905
Intermediate Similarity	0.7101	NPC157931
Intermediate Similarity	0.7094	NPC17565
Intermediate Similarity	0.7085	NPC212213
Intermediate Similarity	0.7063	NPC53534
Intermediate Similarity	0.7061	NPC148889
Intermediate Similarity	0.7059	NPC103687
Intermediate Similarity	0.7059	NPC132631
Intermediate Similarity	0.7054	NPC49547
Intermediate Similarity	0.7054	NPC101543
Intermediate Similarity	0.7054	NPC469554
Intermediate Similarity	0.7054	NPC473186
Intermediate Similarity	0.7046	NPC65277
Intermediate Similarity	0.7039	NPC8022
Intermediate Similarity	0.7039	NPC470799
Intermediate Similarity	0.7035	NPC211813
Intermediate Similarity	0.7033	NPC171393
Intermediate Similarity	0.7033	NPC295452
Intermediate Similarity	0.7029	NPC186351
Intermediate Similarity	0.7029	NPC74575
Intermediate Similarity	0.7027	NPC280638
Intermediate Similarity	0.7025	NPC329631
Intermediate Similarity	0.7024	NPC472435
Intermediate Similarity	0.7009	NPC12100
Intermediate Similarity	0.7004	NPC216612
Intermediate Similarity	0.7	NPC314954
Remote Similarity	0.6996	NPC39370
Remote Similarity	0.6992	NPC323969
Remote Similarity	0.6976	NPC472434
Remote Similarity	0.6974	NPC472259
Remote Similarity	0.6972	NPC137353
Remote Similarity	0.6962	NPC17305
Remote Similarity	0.6949	NPC292958
Remote Similarity	0.6947	NPC176538
Remote Similarity	0.6941	NPC472436
Remote Similarity	0.6935	NPC142385
Remote Similarity	0.6935	NPC477805
Remote Similarity	0.6935	NPC477806
Remote Similarity	0.6935	NPC477795
Remote Similarity	0.6935	NPC477796
Remote Similarity	0.6929	NPC471762
Remote Similarity	0.6926	NPC253675
Remote Similarity	0.691	NPC94157
Remote Similarity	0.6905	NPC118511
Remote Similarity	0.6899	NPC152620
Remote Similarity	0.6898	NPC470017
Remote Similarity	0.6897	NPC470020
Remote Similarity	0.6872	NPC260434
Remote Similarity	0.6872	NPC160666
Remote Similarity	0.6867	NPC187501
Remote Similarity	0.686	NPC66777
Remote Similarity	0.6858	NPC127085
Remote Similarity	0.6856	NPC53144
Remote Similarity	0.6853	NPC161801
Remote Similarity	0.6849	NPC472099
Remote Similarity	0.6838	NPC264176
Remote Similarity	0.6838	NPC472098
Remote Similarity	0.6831	NPC115595
Remote Similarity	0.6828	NPC476167
Remote Similarity	0.682	NPC12649
Remote Similarity	0.6818	NPC20249
Remote Similarity	0.6816	NPC220852
Remote Similarity	0.6812	NPC295898
Remote Similarity	0.6809	NPC39500
Remote Similarity	0.6809	NPC74619
Remote Similarity	0.6807	NPC315804
Remote Similarity	0.6807	NPC313804
Remote Similarity	0.6807	NPC168209
Remote Similarity	0.6802	NPC285343
Remote Similarity	0.6802	NPC470022
Remote Similarity	0.68	NPC316756
Remote Similarity	0.6784	NPC192315
Remote Similarity	0.6783	NPC200836
Remote Similarity	0.6778	NPC225279
Remote Similarity	0.6778	NPC54066
Remote Similarity	0.6774	NPC101350
Remote Similarity	0.6773	NPC208522
Remote Similarity	0.6769	NPC232727
Remote Similarity	0.6769	NPC470586
Remote Similarity	0.6766	NPC474428
Remote Similarity	0.6763	NPC122436
Remote Similarity	0.6758	NPC118776
Remote Similarity	0.6756	NPC84853
Remote Similarity	0.6754	NPC476582
Remote Similarity	0.6754	NPC476578
Remote Similarity	0.6754	NPC4071
Remote Similarity	0.6753	NPC329708
Remote Similarity	0.6753	NPC165349
Remote Similarity	0.6753	NPC264166
Remote Similarity	0.6753	NPC274291
Remote Similarity	0.6753	NPC118832
Remote Similarity	0.6753	NPC47059
Remote Similarity	0.6752	NPC167860
Remote Similarity	0.6752	NPC123976
Remote Similarity	0.675	NPC60621
Remote Similarity	0.6749	NPC323244
Remote Similarity	0.6737	NPC236668
Remote Similarity	0.6734	NPC235685
Remote Similarity	0.6726	NPC242928
Remote Similarity	0.6726	NPC472289
Remote Similarity	0.6725	NPC477019
Remote Similarity	0.6725	NPC315957
Remote Similarity	0.6723	NPC208284
Remote Similarity	0.6723	NPC305984
Remote Similarity	0.6722	NPC243633
Remote Similarity	0.6722	NPC175150
Remote Similarity	0.6722	NPC144452
Remote Similarity	0.672	NPC99891
Remote Similarity	0.6711	NPC195268
Remote Similarity	0.6711	NPC133140
Remote Similarity	0.6709	NPC146976
Remote Similarity	0.6708	NPC132642
Remote Similarity	0.6707	NPC196718
Remote Similarity	0.6706	NPC56271
Remote Similarity	0.6698	NPC476518
Remote Similarity	0.6695	NPC193238
Remote Similarity	0.6695	NPC313189
Remote Similarity	0.6695	NPC184408
Remote Similarity	0.6694	NPC322482
Remote Similarity	0.669	NPC179896
Remote Similarity	0.6682	NPC266551
Remote Similarity	0.6682	NPC219963
Remote Similarity	0.6682	NPC161887
Remote Similarity	0.6681	NPC36229
Remote Similarity	0.6681	NPC85273
Remote Similarity	0.6681	NPC16452
Remote Similarity	0.6681	NPC476581
Remote Similarity	0.6681	NPC471304
Remote Similarity	0.668	NPC172222
Remote Similarity	0.6667	NPC288987
Remote Similarity	0.6667	NPC208084
Remote Similarity	0.6667	NPC476465
Remote Similarity	0.6667	NPC474688
Remote Similarity	0.6667	NPC472061
Remote Similarity	0.6667	NPC121658
Remote Similarity	0.6667	NPC14651
Remote Similarity	0.6667	NPC92111
Remote Similarity	0.6653	NPC182222
Remote Similarity	0.6652	NPC198401
Remote Similarity	0.6651	NPC1527
Remote Similarity	0.664	NPC102593
Remote Similarity	0.664	NPC328924
Remote Similarity	0.6627	NPC270515
Remote Similarity	0.6625	NPC467439
Remote Similarity	0.6625	NPC303658
Remote Similarity	0.6624	NPC118940
Remote Similarity	0.6624	NPC296482
Remote Similarity	0.6624	NPC243850
Remote Similarity	0.6624	NPC53344
Remote Similarity	0.6624	NPC53069
Remote Similarity	0.6624	NPC202768
Remote Similarity	0.6624	NPC316403
Remote Similarity	0.6622	NPC76748
Remote Similarity	0.6622	NPC284678
Remote Similarity	0.662	NPC473764
Remote Similarity	0.662	NPC314940
Remote Similarity	0.6615	NPC478006
Remote Similarity	0.661	NPC5145
Remote Similarity	0.6609	NPC475070
Remote Similarity	0.6609	NPC187558
Remote Similarity	0.6609	NPC285558
Remote Similarity	0.6609	NPC210256
Remote Similarity	0.6608	NPC307963
Remote Similarity	0.6608	NPC226202
Remote Similarity	0.6608	NPC230403
Remote Similarity	0.6601	NPC316224
Remote Similarity	0.66	NPC28945
Remote Similarity	0.6598	NPC193267
Remote Similarity	0.6598	NPC213530
Remote Similarity	0.6598	NPC136924

Drug Structure

NPD6223 OpenBabel08211709092D 31 34 0 0 1 0 0 0 0 0999 V2000 7.5516 3.6160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 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 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 3 31 1 0 0 0 0 4 5 1 0 0 0 0 4 12 1 0 0 0 0 5 21 1 0 0 0 0 6 11 2 0 0 0 0 6 19 1 0 0 0 0 7 9 1 0 0 0 0 7 20 2 0 0 0 0 8 10 2 0 0 0 0 8 20 1 0 0 0 0 9 22 2 0 0 0 0 10 22 1 0 0 0 0 11 23 1 0 0 0 0 12 29 1 0 0 0 0 13 19 1 0 0 0 0 13 21 2 0 0 0 0 14 19 2 0 0 0 0 14 24 1 0 0 0 0 15 17 2 0 0 0 0 15 28 1 0 0 0 0 16 27 2 0 0 0 0 16 28 1 0 0 0 0 17 27 1 0 0 0 0 18 2 1 6 0 0 0 18 20 1 0 0 0 0 18 29 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 23 24 2 0 0 0 0 23 28 1 0 0 0 0 24 31 1 0 0 0 0 25 29 1 0 0 0 0 25 30 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000107
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11560787
ChEBI
CAS Number

Drug Properties

Molecular Weight	419.20
ALogP	0.3049
MLogP	3.55
XLogP	5.142
HDA	4
HBD	0
Rotatable Bonds	9
TPSA	46.84
RO5 Violation	1