NPASS drugs

Drug Information

Drug ID:	NPD5546
Drug Name:
Molecular Formula:	C23H25F2N5O
Canonical SMILES:	OC(=NC1CCC(CC1)N=c1[nH]c2ccccc2c(n1)N(C)C)c1ccc(c(c1)F)F
Standard InCHI:	InChI=1S/C23H25F2N5O/c1-30(2)21-17-5-3-4-6-20(17)28-23(29-21)27-16-10-8-15(9-11-16)26-22(31)14-7-12-18(24)19(25)13-14/h3-7,12-13,15-16H,8-11H2,1-2H3,(H,26,31)(H,27,28,29)
Standard InCHIKey:	FAIMGWSOSCFGRU-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5546

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	265
0.1-0.2	2169
0.2-0.3	10087
0.3-0.4	11278
0.4-0.5	4478
0.5-0.6	2358
0.6-0.7	244
0.7-0.8	8
0.8-0.85	3
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	0.8322	NPC476687
Intermediate Similarity	0.8322	NPC476685
Intermediate Similarity	0.8322	NPC476689
Intermediate Similarity	0.76	NPC184437
Intermediate Similarity	0.7568	NPC226662
Intermediate Similarity	0.7305	NPC471130
Intermediate Similarity	0.7239	NPC471132
Intermediate Similarity	0.7186	NPC88970
Intermediate Similarity	0.7083	NPC288232
Intermediate Similarity	0.7063	NPC314141
Intermediate Similarity	0.7	NPC37584
Remote Similarity	0.6986	NPC313449
Remote Similarity	0.6947	NPC471155
Remote Similarity	0.6941	NPC476118
Remote Similarity	0.6933	NPC254798
Remote Similarity	0.6913	NPC273830
Remote Similarity	0.6911	NPC270241
Remote Similarity	0.6895	NPC225400
Remote Similarity	0.6863	NPC476950
Remote Similarity	0.6859	NPC470786
Remote Similarity	0.6859	NPC472538
Remote Similarity	0.6784	NPC476231
Remote Similarity	0.677	NPC2823
Remote Similarity	0.6712	NPC187036
Remote Similarity	0.6689	NPC147957
Remote Similarity	0.6648	NPC476686
Remote Similarity	0.6648	NPC105758
Remote Similarity	0.6648	NPC474041
Remote Similarity	0.6648	NPC476688
Remote Similarity	0.6647	NPC141353
Remote Similarity	0.6629	NPC471743
Remote Similarity	0.6629	NPC278874
Remote Similarity	0.6629	NPC475607
Remote Similarity	0.6615	NPC295548
Remote Similarity	0.661	NPC208060
Remote Similarity	0.6601	NPC328683
Remote Similarity	0.6601	NPC283130
Remote Similarity	0.6599	NPC296163
Remote Similarity	0.6597	NPC164802
Remote Similarity	0.6596	NPC472540
Remote Similarity	0.6596	NPC470787
Remote Similarity	0.6596	NPC472539
Remote Similarity	0.6592	NPC474081
Remote Similarity	0.6573	NPC475594
Remote Similarity	0.6568	NPC117032
Remote Similarity	0.6562	NPC300299
Remote Similarity	0.6561	NPC472542
Remote Similarity	0.6561	NPC472541
Remote Similarity	0.6559	NPC92803
Remote Similarity	0.655	NPC84317
Remote Similarity	0.6533	NPC192209
Remote Similarity	0.6532	NPC68650
Remote Similarity	0.6512	NPC469428
Remote Similarity	0.6505	NPC471196
Remote Similarity	0.6505	NPC471195
Remote Similarity	0.6497	NPC164664
Remote Similarity	0.6494	NPC289776
Remote Similarity	0.6494	NPC224632
Remote Similarity	0.6494	NPC191863
Remote Similarity	0.6494	NPC133470
Remote Similarity	0.6484	NPC477891
Remote Similarity	0.6479	NPC474430
Remote Similarity	0.6474	NPC252794
Remote Similarity	0.6464	NPC475761
Remote Similarity	0.6453	NPC315257
Remote Similarity	0.6452	NPC18890
Remote Similarity	0.645	NPC37548
Remote Similarity	0.645	NPC288445
Remote Similarity	0.6443	NPC205652
Remote Similarity	0.6437	NPC27904
Remote Similarity	0.6436	NPC248601
Remote Similarity	0.6429	NPC475685
Remote Similarity	0.6425	NPC34508
Remote Similarity	0.641	NPC325013
Remote Similarity	0.6408	NPC291610
Remote Similarity	0.6406	NPC106118
Remote Similarity	0.6398	NPC253476
Remote Similarity	0.6398	NPC267237
Remote Similarity	0.6393	NPC144114
Remote Similarity	0.6392	NPC259098
Remote Similarity	0.6392	NPC197680
Remote Similarity	0.6391	NPC237649
Remote Similarity	0.6391	NPC300596
Remote Similarity	0.6379	NPC154478
Remote Similarity	0.6378	NPC307396
Remote Similarity	0.637	NPC302790
Remote Similarity	0.6364	NPC189116
Remote Similarity	0.6358	NPC285469
Remote Similarity	0.6353	NPC318086
Remote Similarity	0.6352	NPC9856
Remote Similarity	0.6343	NPC131718
Remote Similarity	0.6337	NPC295021
Remote Similarity	0.6325	NPC472241
Remote Similarity	0.6319	NPC14849
Remote Similarity	0.6303	NPC472243
Remote Similarity	0.6301	NPC38736
Remote Similarity	0.6301	NPC470507
Remote Similarity	0.6292	NPC49217
Remote Similarity	0.6286	NPC471122
Remote Similarity	0.6284	NPC232340
Remote Similarity	0.6284	NPC270009
Remote Similarity	0.6278	NPC85482
Remote Similarity	0.6276	NPC211551
Remote Similarity	0.6272	NPC264589
Remote Similarity	0.6266	NPC250476
Remote Similarity	0.6265	NPC168861
Remote Similarity	0.6264	NPC150048
Remote Similarity	0.6264	NPC203754
Remote Similarity	0.6257	NPC63751
Remote Similarity	0.6257	NPC187951
Remote Similarity	0.6257	NPC317430
Remote Similarity	0.6243	NPC259545
Remote Similarity	0.6242	NPC83214
Remote Similarity	0.6242	NPC214988
Remote Similarity	0.6241	NPC33168
Remote Similarity	0.6237	NPC472294
Remote Similarity	0.6226	NPC145754
Remote Similarity	0.6223	NPC473815
Remote Similarity	0.6218	NPC109151
Remote Similarity	0.6216	NPC192270
Remote Similarity	0.6215	NPC59779
Remote Similarity	0.6215	NPC16667
Remote Similarity	0.6215	NPC124542
Remote Similarity	0.6215	NPC85651
Remote Similarity	0.6215	NPC471177
Remote Similarity	0.6213	NPC472242
Remote Similarity	0.6213	NPC242556
Remote Similarity	0.6211	NPC276430
Remote Similarity	0.6211	NPC231382
Remote Similarity	0.6209	NPC328611
Remote Similarity	0.6209	NPC329688
Remote Similarity	0.6209	NPC248862
Remote Similarity	0.6209	NPC189812
Remote Similarity	0.6203	NPC15102
Remote Similarity	0.6201	NPC49954
Remote Similarity	0.6201	NPC474561
Remote Similarity	0.6196	NPC72980
Remote Similarity	0.6196	NPC131450
Remote Similarity	0.6196	NPC147298
Remote Similarity	0.6196	NPC182057
Remote Similarity	0.6194	NPC326232
Remote Similarity	0.6188	NPC158129
Remote Similarity	0.6182	NPC287358
Remote Similarity	0.618	NPC159319
Remote Similarity	0.618	NPC102423
Remote Similarity	0.6178	NPC304187
Remote Similarity	0.6178	NPC477166
Remote Similarity	0.6175	NPC288785
Remote Similarity	0.6168	NPC43477
Remote Similarity	0.6166	NPC242209
Remote Similarity	0.6163	NPC144691
Remote Similarity	0.6154	NPC472103
Remote Similarity	0.6154	NPC472123
Remote Similarity	0.6154	NPC313791
Remote Similarity	0.6154	NPC475915
Remote Similarity	0.6154	NPC311330
Remote Similarity	0.615	NPC285192
Remote Similarity	0.615	NPC471742
Remote Similarity	0.6149	NPC73952
Remote Similarity	0.6149	NPC469786
Remote Similarity	0.6149	NPC25008
Remote Similarity	0.6149	NPC259644
Remote Similarity	0.6149	NPC469765
Remote Similarity	0.6149	NPC469763
Remote Similarity	0.6149	NPC469760
Remote Similarity	0.6146	NPC471197
Remote Similarity	0.6145	NPC471124
Remote Similarity	0.6145	NPC125746
Remote Similarity	0.6141	NPC293472
Remote Similarity	0.6141	NPC59269
Remote Similarity	0.6138	NPC254762
Remote Similarity	0.6138	NPC178681
Remote Similarity	0.6134	NPC471199
Remote Similarity	0.6133	NPC194411
Remote Similarity	0.6124	NPC315214
Remote Similarity	0.6124	NPC47298
Remote Similarity	0.6124	NPC282231
Remote Similarity	0.612	NPC475097
Remote Similarity	0.6119	NPC476116
Remote Similarity	0.6118	NPC470550
Remote Similarity	0.6118	NPC311658
Remote Similarity	0.6117	NPC471198
Remote Similarity	0.6117	NPC476319
Remote Similarity	0.6114	NPC212376
Remote Similarity	0.6114	NPC80597
Remote Similarity	0.6114	NPC75540
Remote Similarity	0.6114	NPC207726
Remote Similarity	0.6114	NPC70922
Remote Similarity	0.6114	NPC211572
Remote Similarity	0.6111	NPC98187
Remote Similarity	0.6108	NPC176199
Remote Similarity	0.6108	NPC472443
Remote Similarity	0.6108	NPC215795
Remote Similarity	0.6105	NPC109787
Remote Similarity	0.6102	NPC36495
Remote Similarity	0.6099	NPC318183
Remote Similarity	0.6099	NPC108339
Remote Similarity	0.6096	NPC19679
Remote Similarity	0.6096	NPC470317
Remote Similarity	0.6095	NPC60553

Drug Structure

NPD5546 OpenBabel08211708292D 33 36 0 0 1 0 0 0 0 0999 V2000 2.5981 -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 1.7321 -3.0000 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 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 -6.0622 -4.5000 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 -3.4641 -2.0000 0.0000 C 0 0 0 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 3 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 -7.7942 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -3.5000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 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 -8.6603 -5.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -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 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 30 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 17 2 0 0 0 0 6 20 2 0 0 0 0 7 12 2 0 0 0 0 7 14 1 0 0 0 0 8 10 1 0 0 0 0 8 15 1 0 0 0 0 9 11 1 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 16 1 0 0 0 0 12 18 1 0 0 0 0 13 14 2 0 0 0 0 13 19 1 0 0 0 0 14 22 1 0 0 0 0 15 26 1 0 0 0 0 16 27 1 0 0 0 0 17 20 1 0 0 0 0 17 21 1 0 0 0 0 18 19 2 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 28 1 0 0 0 0 21 29 2 0 0 0 0 21 30 1 0 0 0 0 22 26 2 3 0 0 0 22 31 1 0 0 0 0 23 27 2 3 0 0 0 23 28 1 0 0 0 0 23 29 1 0 0 0 0 28 32 1 0 0 0 0 31 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004953
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9934032
ChEBI
CAS Number

Drug Properties

Molecular Weight	425.20
ALogP	-1.4756
MLogP	3.11
XLogP	5.524
HDA	6
HBD	2
Rotatable Bonds	9
TPSA	72.58
RO5 Violation	1