NPASS drugs

Drug Information

Drug ID:	NPD6522
Drug Name:
Molecular Formula:	C26H27FN2O
Canonical SMILES:	CN(CC1CCc2c(C1)ccc(c2)N=C(c1ccc(cc1)c1ccc(cc1)F)O)C
Standard InCHI:	InChI=1S/C26H27FN2O/c1-29(2)17-18-3-4-23-16-25(14-11-22(23)15-18)28-26(30)21-7-5-19(6-8-21)20-9-12-24(27)13-10-20/h5-14,16,18H,3-4,15,17H2,1-2H3,(H,28,30)
Standard InCHIKey:	GXAQELJVODWLDD-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6522

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	221
0.1-0.2	1245
0.2-0.3	5304
0.3-0.4	10087
0.4-0.5	9984
0.5-0.6	3702
0.6-0.7	341
0.7-0.8	6
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	0.7681	NPC109151
Intermediate Similarity	0.723	NPC132847
Intermediate Similarity	0.7226	NPC254798
Intermediate Similarity	0.7114	NPC184437
Intermediate Similarity	0.7105	NPC243162
Intermediate Similarity	0.7	NPC147957
Remote Similarity	0.698	NPC476685
Remote Similarity	0.698	NPC476689
Remote Similarity	0.698	NPC476687
Remote Similarity	0.6933	NPC3202
Remote Similarity	0.6928	NPC153007
Remote Similarity	0.6903	NPC470090
Remote Similarity	0.6875	NPC273830
Remote Similarity	0.6859	NPC473922
Remote Similarity	0.6838	NPC37584
Remote Similarity	0.6826	NPC98187
Remote Similarity	0.681	NPC477157
Remote Similarity	0.681	NPC477156
Remote Similarity	0.68	NPC89769
Remote Similarity	0.68	NPC259665
Remote Similarity	0.68	NPC126859
Remote Similarity	0.6784	NPC471743
Remote Similarity	0.6779	NPC101372
Remote Similarity	0.6772	NPC116519
Remote Similarity	0.6765	NPC471294
Remote Similarity	0.6763	NPC265383
Remote Similarity	0.6747	NPC289776
Remote Similarity	0.6747	NPC133470
Remote Similarity	0.6747	NPC191863
Remote Similarity	0.6733	NPC124802
Remote Similarity	0.6724	NPC260118
Remote Similarity	0.6691	NPC211551
Remote Similarity	0.6686	NPC192939
Remote Similarity	0.6686	NPC311936
Remote Similarity	0.6686	NPC215747
Remote Similarity	0.6667	NPC33168
Remote Similarity	0.6667	NPC268763
Remote Similarity	0.6667	NPC66177
Remote Similarity	0.6667	NPC33902
Remote Similarity	0.6667	NPC259098
Remote Similarity	0.6667	NPC8305
Remote Similarity	0.6667	NPC197680
Remote Similarity	0.6667	NPC276674
Remote Similarity	0.6648	NPC119579
Remote Similarity	0.6647	NPC476231
Remote Similarity	0.6627	NPC278887
Remote Similarity	0.6623	NPC226662
Remote Similarity	0.662	NPC205652
Remote Similarity	0.661	NPC476319
Remote Similarity	0.661	NPC28425
Remote Similarity	0.6609	NPC232340
Remote Similarity	0.6607	NPC159319
Remote Similarity	0.6593	NPC195314
Remote Similarity	0.6591	NPC19679
Remote Similarity	0.6591	NPC133306
Remote Similarity	0.6588	NPC473484
Remote Similarity	0.6577	NPC325013
Remote Similarity	0.657	NPC259545
Remote Similarity	0.6552	NPC285941
Remote Similarity	0.6552	NPC264580
Remote Similarity	0.6524	NPC275839
Remote Similarity	0.6517	NPC276060
Remote Similarity	0.6509	NPC32028
Remote Similarity	0.6503	NPC470550
Remote Similarity	0.65	NPC320088
Remote Similarity	0.6494	NPC203754
Remote Similarity	0.6494	NPC150048
Remote Similarity	0.649	NPC478079
Remote Similarity	0.649	NPC476950
Remote Similarity	0.6464	NPC296742
Remote Similarity	0.6456	NPC472243
Remote Similarity	0.6452	NPC313352
Remote Similarity	0.645	NPC47298
Remote Similarity	0.645	NPC315214
Remote Similarity	0.6444	NPC219170
Remote Similarity	0.6444	NPC69213
Remote Similarity	0.6444	NPC180253
Remote Similarity	0.6439	NPC471309
Remote Similarity	0.6434	NPC187036
Remote Similarity	0.6423	NPC178681
Remote Similarity	0.642	NPC470579
Remote Similarity	0.642	NPC472100
Remote Similarity	0.642	NPC264589
Remote Similarity	0.6419	NPC316896
Remote Similarity	0.6416	NPC158129
Remote Similarity	0.6412	NPC476118
Remote Similarity	0.6409	NPC22928
Remote Similarity	0.6409	NPC224293
Remote Similarity	0.64	NPC56618
Remote Similarity	0.6398	NPC102008
Remote Similarity	0.6387	NPC149379
Remote Similarity	0.6383	NPC292758
Remote Similarity	0.6383	NPC65855
Remote Similarity	0.6382	NPC199738
Remote Similarity	0.6382	NPC210950
Remote Similarity	0.6375	NPC477155
Remote Similarity	0.6374	NPC112676
Remote Similarity	0.6374	NPC474904
Remote Similarity	0.6374	NPC95783
Remote Similarity	0.637	NPC192209
Remote Similarity	0.6364	NPC32200
Remote Similarity	0.6358	NPC474926
Remote Similarity	0.6358	NPC4974
Remote Similarity	0.6358	NPC288430
Remote Similarity	0.6358	NPC257354
Remote Similarity	0.6358	NPC475578
Remote Similarity	0.6357	NPC434
Remote Similarity	0.635	NPC239854
Remote Similarity	0.6348	NPC190461
Remote Similarity	0.6347	NPC18614
Remote Similarity	0.634	NPC150863
Remote Similarity	0.6331	NPC291359
Remote Similarity	0.6328	NPC176199
Remote Similarity	0.6328	NPC215795
Remote Similarity	0.6319	NPC246700
Remote Similarity	0.6319	NPC128751
Remote Similarity	0.6316	NPC472587
Remote Similarity	0.6312	NPC314113
Remote Similarity	0.6303	NPC288445
Remote Similarity	0.6296	NPC477890
Remote Similarity	0.6296	NPC472103
Remote Similarity	0.6294	NPC477158
Remote Similarity	0.629	NPC205403
Remote Similarity	0.6287	NPC52475
Remote Similarity	0.6286	NPC313791
Remote Similarity	0.6286	NPC34508
Remote Similarity	0.6284	NPC106833
Remote Similarity	0.6284	NPC469497
Remote Similarity	0.6273	NPC472241
Remote Similarity	0.6273	NPC470925
Remote Similarity	0.627	NPC473178
Remote Similarity	0.6264	NPC126481
Remote Similarity	0.6264	NPC280548
Remote Similarity	0.6264	NPC254762
Remote Similarity	0.6264	NPC194411
Remote Similarity	0.626	NPC470877
Remote Similarity	0.6259	NPC313449
Remote Similarity	0.6258	NPC44649
Remote Similarity	0.6258	NPC328824
Remote Similarity	0.625	NPC26601
Remote Similarity	0.625	NPC205946
Remote Similarity	0.6243	NPC249405
Remote Similarity	0.6237	NPC29472
Remote Similarity	0.6235	NPC103250
Remote Similarity	0.6232	NPC318154
Remote Similarity	0.6231	NPC198747
Remote Similarity	0.623	NPC183805
Remote Similarity	0.6229	NPC469671
Remote Similarity	0.6229	NPC126676
Remote Similarity	0.6226	NPC126637
Remote Similarity	0.6222	NPC470317
Remote Similarity	0.6221	NPC189116
Remote Similarity	0.6218	NPC53044
Remote Similarity	0.6216	NPC294244
Remote Similarity	0.6215	NPC134586
Remote Similarity	0.6214	NPC474695
Remote Similarity	0.6213	NPC51054
Remote Similarity	0.6213	NPC141353
Remote Similarity	0.6212	NPC121872
Remote Similarity	0.6212	NPC172128
Remote Similarity	0.6212	NPC159178
Remote Similarity	0.6212	NPC78041
Remote Similarity	0.6212	NPC471307
Remote Similarity	0.6212	NPC209764
Remote Similarity	0.6212	NPC74936
Remote Similarity	0.6212	NPC141139
Remote Similarity	0.6207	NPC154293
Remote Similarity	0.6203	NPC472193
Remote Similarity	0.6199	NPC27904
Remote Similarity	0.6197	NPC153690
Remote Similarity	0.6196	NPC311330
Remote Similarity	0.6194	NPC314431
Remote Similarity	0.6194	NPC280807
Remote Similarity	0.6194	NPC9856
Remote Similarity	0.6194	NPC476483
Remote Similarity	0.6194	NPC472245
Remote Similarity	0.619	NPC476175
Remote Similarity	0.619	NPC82963
Remote Similarity	0.6187	NPC19856
Remote Similarity	0.6183	NPC78284
Remote Similarity	0.6182	NPC476757
Remote Similarity	0.6182	NPC212799
Remote Similarity	0.618	NPC211997
Remote Similarity	0.6178	NPC313663
Remote Similarity	0.6176	NPC311242
Remote Similarity	0.6176	NPC153694
Remote Similarity	0.6176	NPC211525
Remote Similarity	0.6171	NPC476749
Remote Similarity	0.6168	NPC33421
Remote Similarity	0.6167	NPC475962
Remote Similarity	0.6164	NPC159589
Remote Similarity	0.6163	NPC471177
Remote Similarity	0.6163	NPC124542
Remote Similarity	0.6163	NPC59779
Remote Similarity	0.6159	NPC228400
Remote Similarity	0.6159	NPC472242
Remote Similarity	0.6159	NPC214200
Remote Similarity	0.6158	NPC475097
Remote Similarity	0.6158	NPC37423
Remote Similarity	0.6158	NPC275305

Drug Structure

NPD6522 OpenBabel08211710072D 31 34 0 0 1 0 0 0 0 0999 V2000 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 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 0.8660 0.5000 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 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 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 -0.8660 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 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 3 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 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 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 -0.0000 -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 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 29 1 0 0 0 0 3 4 1 0 0 0 0 3 18 1 0 0 0 0 4 23 1 0 0 0 0 5 7 1 0 0 0 0 5 19 2 0 0 0 0 6 8 2 0 0 0 0 6 19 1 0 0 0 0 7 21 2 0 0 0 0 8 21 1 0 0 0 0 9 12 1 0 0 0 0 9 20 2 0 0 0 0 10 13 2 0 0 0 0 10 20 1 0 0 0 0 11 14 1 0 0 0 0 11 22 2 0 0 0 0 12 24 2 0 0 0 0 13 24 1 0 0 0 0 14 25 2 0 0 0 0 15 18 1 0 0 0 0 15 22 1 0 0 0 0 16 23 2 0 0 0 0 16 25 1 0 0 0 0 17 18 1 0 0 0 0 17 29 1 0 0 0 0 19 20 1 0 0 0 0 21 26 1 0 0 0 0 22 23 1 0 0 0 0 24 27 1 0 0 0 0 25 28 1 0 0 0 0 26 28 2 3 0 0 0 26 30 1 0 0 0 0 30 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000115
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9865843
ChEBI
CAS Number

Drug Properties

Molecular Weight	402.21
ALogP	0.9606
MLogP	3.88
XLogP	8.258
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	35.83
RO5 Violation	1