NPASS drugs

Drug Information

Drug ID:	NPD3978
Drug Name:
Molecular Formula:	C20H23FN4O3
Canonical SMILES:	N[C@@H]1CN(CC21CC2)c1c(F)c(N)c2c(c1C)n(cc(c2=O)C(=O)O)C1CC1
Standard InCHI:	InChI=1S/C20H23FN4O3/c1-9-16-13(18(26)11(19(27)28)6-25(16)10-2-3-10)15(23)14(21)17(9)24-7-12(22)20(8-24)4-5-20/h6,10,12H,2-5,7-8,22-23H2,1H3,(H,27,28)/t12-/m1/s1
Standard InCHIKey:	LEILBPMISZFZQK-GFCCVEGCSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3978

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	200
0.1-0.2	1079
0.2-0.3	6192
0.3-0.4	15914
0.4-0.5	5870
0.5-0.6	1432
0.6-0.7	196
0.7-0.8	4
0.8-0.85	1
0.85-0.9	2
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
High Similarity	0.8735	NPC292265
High Similarity	0.8555	NPC316141
Intermediate Similarity	0.8081	NPC318183
Intermediate Similarity	0.733	NPC293458
Intermediate Similarity	0.7216	NPC36495
Intermediate Similarity	0.7159	NPC123241
Intermediate Similarity	0.7021	NPC97584
Remote Similarity	0.6966	NPC61013
Remote Similarity	0.6965	NPC330683
Remote Similarity	0.6965	NPC329567
Remote Similarity	0.6889	NPC248117
Remote Similarity	0.6885	NPC223595
Remote Similarity	0.6885	NPC224970
Remote Similarity	0.6885	NPC167724
Remote Similarity	0.6848	NPC472118
Remote Similarity	0.6833	NPC193410
Remote Similarity	0.6789	NPC470317
Remote Similarity	0.6786	NPC202812
Remote Similarity	0.6755	NPC186669
Remote Similarity	0.6753	NPC5630
Remote Similarity	0.6751	NPC303214
Remote Similarity	0.6744	NPC471164
Remote Similarity	0.672	NPC99043
Remote Similarity	0.672	NPC218594
Remote Similarity	0.6719	NPC52262
Remote Similarity	0.6718	NPC203628
Remote Similarity	0.6614	NPC203202
Remote Similarity	0.6614	NPC264482
Remote Similarity	0.6584	NPC232600
Remote Similarity	0.6582	NPC313293
Remote Similarity	0.6576	NPC99632
Remote Similarity	0.6576	NPC282339
Remote Similarity	0.6564	NPC14994
Remote Similarity	0.6561	NPC329338
Remote Similarity	0.6561	NPC469726
Remote Similarity	0.6559	NPC279527
Remote Similarity	0.6559	NPC214960
Remote Similarity	0.6556	NPC285381
Remote Similarity	0.6528	NPC159963
Remote Similarity	0.6522	NPC474058
Remote Similarity	0.6514	NPC472241
Remote Similarity	0.6509	NPC316746
Remote Similarity	0.6509	NPC314098
Remote Similarity	0.6506	NPC472244
Remote Similarity	0.6506	NPC470343
Remote Similarity	0.65	NPC154602
Remote Similarity	0.6494	NPC472243
Remote Similarity	0.6491	NPC253476
Remote Similarity	0.6486	NPC472117
Remote Similarity	0.6458	NPC6974
Remote Similarity	0.6432	NPC27904
Remote Similarity	0.6432	NPC309531
Remote Similarity	0.6432	NPC472102
Remote Similarity	0.6406	NPC115588
Remote Similarity	0.6404	NPC472242
Remote Similarity	0.6396	NPC473815
Remote Similarity	0.6395	NPC316104
Remote Similarity	0.6395	NPC162417
Remote Similarity	0.6382	NPC22476
Remote Similarity	0.6369	NPC478039
Remote Similarity	0.6364	NPC43477
Remote Similarity	0.6364	NPC189116
Remote Similarity	0.6355	NPC138615
Remote Similarity	0.6355	NPC218733
Remote Similarity	0.6355	NPC132874
Remote Similarity	0.6355	NPC265642
Remote Similarity	0.6354	NPC475607
Remote Similarity	0.6354	NPC476441
Remote Similarity	0.6353	NPC472245
Remote Similarity	0.6353	NPC194562
Remote Similarity	0.6344	NPC225319
Remote Similarity	0.6341	NPC177684
Remote Similarity	0.6341	NPC291962
Remote Similarity	0.6339	NPC478076
Remote Similarity	0.6331	NPC72473
Remote Similarity	0.6331	NPC58827
Remote Similarity	0.6331	NPC307437
Remote Similarity	0.6327	NPC471742
Remote Similarity	0.6324	NPC106118
Remote Similarity	0.6321	NPC14849
Remote Similarity	0.6321	NPC474081
Remote Similarity	0.6319	NPC314223
Remote Similarity	0.6311	NPC151171
Remote Similarity	0.6307	NPC242933
Remote Similarity	0.6303	NPC161956
Remote Similarity	0.6303	NPC279385
Remote Similarity	0.6303	NPC179605
Remote Similarity	0.6303	NPC112373
Remote Similarity	0.6303	NPC258531
Remote Similarity	0.6302	NPC475594
Remote Similarity	0.63	NPC25401
Remote Similarity	0.6298	NPC300596
Remote Similarity	0.6298	NPC237649
Remote Similarity	0.6296	NPC472114
Remote Similarity	0.6296	NPC472115
Remote Similarity	0.6283	NPC355
Remote Similarity	0.6265	NPC103292
Remote Similarity	0.6264	NPC144691
Remote Similarity	0.6257	NPC314186
Remote Similarity	0.6257	NPC314431
Remote Similarity	0.625	NPC87714
Remote Similarity	0.6243	NPC52059
Remote Similarity	0.6243	NPC470069
Remote Similarity	0.6237	NPC153694
Remote Similarity	0.6237	NPC211525
Remote Similarity	0.6223	NPC472121
Remote Similarity	0.622	NPC225400
Remote Similarity	0.6218	NPC470548
Remote Similarity	0.6218	NPC328611
Remote Similarity	0.6215	NPC315051
Remote Similarity	0.6205	NPC131450
Remote Similarity	0.6205	NPC147298
Remote Similarity	0.6205	NPC182057
Remote Similarity	0.6205	NPC475761
Remote Similarity	0.6205	NPC474041
Remote Similarity	0.6199	NPC150863
Remote Similarity	0.6196	NPC122106
Remote Similarity	0.619	NPC470786
Remote Similarity	0.619	NPC471155
Remote Similarity	0.619	NPC472538
Remote Similarity	0.618	NPC301760
Remote Similarity	0.6176	NPC97100
Remote Similarity	0.6176	NPC473375
Remote Similarity	0.6168	NPC257490
Remote Similarity	0.6166	NPC476425
Remote Similarity	0.6163	NPC280807
Remote Similarity	0.6161	NPC270241
Remote Similarity	0.6161	NPC285192
Remote Similarity	0.615	NPC113946
Remote Similarity	0.6146	NPC90967
Remote Similarity	0.6146	NPC471199
Remote Similarity	0.6145	NPC226143
Remote Similarity	0.6141	NPC243756
Remote Similarity	0.6138	NPC476231
Remote Similarity	0.6138	NPC469741
Remote Similarity	0.6131	NPC39818
Remote Similarity	0.6124	NPC130251
Remote Similarity	0.6121	NPC119722
Remote Similarity	0.6117	NPC243673
Remote Similarity	0.6117	NPC97380
Remote Similarity	0.6117	NPC148468
Remote Similarity	0.6117	NPC63210
Remote Similarity	0.6117	NPC310403
Remote Similarity	0.6117	NPC263709
Remote Similarity	0.6114	NPC478075
Remote Similarity	0.6106	NPC471944
Remote Similarity	0.6106	NPC469732
Remote Similarity	0.6105	NPC113056
Remote Similarity	0.6105	NPC209389
Remote Similarity	0.6105	NPC138293
Remote Similarity	0.6105	NPC313757
Remote Similarity	0.6105	NPC204867
Remote Similarity	0.6103	NPC471743
Remote Similarity	0.6099	NPC264589
Remote Similarity	0.6098	NPC472539
Remote Similarity	0.6098	NPC470787
Remote Similarity	0.6098	NPC472540
Remote Similarity	0.6089	NPC83111
Remote Similarity	0.6087	NPC107828
Remote Similarity	0.6087	NPC473329
Remote Similarity	0.6087	NPC90358
Remote Similarity	0.6085	NPC68650
Remote Similarity	0.6085	NPC315368
Remote Similarity	0.6083	NPC126556
Remote Similarity	0.608	NPC285923
Remote Similarity	0.608	NPC173295
Remote Similarity	0.6077	NPC1464
Remote Similarity	0.6077	NPC136002
Remote Similarity	0.6068	NPC472542
Remote Similarity	0.6068	NPC472541
Remote Similarity	0.6061	NPC476428
Remote Similarity	0.6053	NPC286871
Remote Similarity	0.6053	NPC472120
Remote Similarity	0.6053	NPC472101
Remote Similarity	0.6053	NPC176983
Remote Similarity	0.6051	NPC475097
Remote Similarity	0.6051	NPC248862
Remote Similarity	0.6049	NPC220151
Remote Similarity	0.6049	NPC221687
Remote Similarity	0.6049	NPC34717
Remote Similarity	0.6049	NPC19692
Remote Similarity	0.6032	NPC154478
Remote Similarity	0.6029	NPC136573
Remote Similarity	0.6029	NPC176371
Remote Similarity	0.6028	NPC269449
Remote Similarity	0.6019	NPC475147
Remote Similarity	0.6019	NPC329833
Remote Similarity	0.6019	NPC472293
Remote Similarity	0.6011	NPC122553
Remote Similarity	0.6011	NPC84317
Remote Similarity	0.601	NPC475685
Remote Similarity	0.6	NPC251212
Remote Similarity	0.6	NPC139085
Remote Similarity	0.6	NPC210415
Remote Similarity	0.6	NPC96901
Remote Similarity	0.6	NPC181138
Remote Similarity	0.6	NPC293255
Remote Similarity	0.6	NPC471574
Remote Similarity	0.6	NPC21752
Remote Similarity	0.6	NPC298851

Drug Structure

NPD3978 OpenBabel08211704332D 33 37 0 0 1 0 0 0 0 0999 V2000 2.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5334 1.1275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9456 0.3185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 0.9230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5388 2.2321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5388 1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 3.4641 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.3479 2.8198 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 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 -1.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2614 2.4131 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2433 3.8144 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 4.3301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 3.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 3 1 0 0 0 0 2 10 1 0 0 0 0 3 10 1 0 0 0 0 4 5 1 0 0 0 0 4 20 1 0 0 0 0 5 20 1 0 0 0 0 6 11 2 0 0 0 0 6 25 1 0 0 0 0 7 12 1 0 0 0 0 7 24 1 0 0 0 0 8 20 1 0 0 0 0 8 24 1 0 0 0 0 9 16 2 0 0 0 0 9 17 1 0 0 0 0 10 25 1 0 0 0 0 11 18 1 0 0 0 0 11 19 1 0 0 0 0 12 20 1 0 0 0 0 12 22 1 1 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 13 18 1 0 0 0 0 14 15 1 0 0 0 0 14 17 2 0 0 0 0 14 21 1 0 0 0 0 15 23 1 0 0 0 0 16 25 1 0 0 0 0 17 24 1 0 0 0 0 18 26 2 0 0 0 0 19 27 2 0 0 0 0 19 28 1 0 0 0 0 22 29 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 23 32 1 0 0 0 0 28 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010445
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	477670
ChEBI
CAS Number

Drug Properties

Molecular Weight	386.18
ALogP	-2.0027
MLogP	2.78
XLogP	1.427
HDA	7
HBD	3
Rotatable Bonds	8
TPSA	112.89
RO5 Violation	0