NPASS drugs

Drug Information

Drug ID:	NPD3376
Drug Name:
Molecular Formula:	C19H20FN3O3
Canonical SMILES:	CN1C[C@@H]2C[C@H]1CN2c1cc2c(cc1F)c(=O)c(cn2C1CC1)C(=O)O
Standard InCHI:	InChI=1S/C19H20FN3O3/c1-21-7-12-4-11(21)8-22(12)17-6-16-13(5-15(17)20)18(24)14(19(25)26)9-23(16)10-2-3-10/h5-6,9-12H,2-4,7-8H2,1H3,(H,25,26)/t11-,12-/m0/s1
Standard InCHIKey:	QMLVECGLEOSESV-RYUDHWBXSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3376

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	197
0.1-0.2	1319
0.2-0.3	6397
0.3-0.4	13599
0.4-0.5	7261
0.5-0.6	1786
0.6-0.7	301
0.7-0.8	27
0.8-0.85	0
0.85-0.9	2
0.9-0.95	1
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	0.9068	NPC292265
High Similarity	0.8834	NPC318183
High Similarity	0.8647	NPC316141
Intermediate Similarity	0.7602	NPC293458
Intermediate Similarity	0.7588	NPC36495
Intermediate Similarity	0.7427	NPC123241
Intermediate Similarity	0.7386	NPC472118
Intermediate Similarity	0.7371	NPC329567
Intermediate Similarity	0.7371	NPC330683
Intermediate Similarity	0.7268	NPC97584
Intermediate Similarity	0.7232	NPC223595
Intermediate Similarity	0.7232	NPC167724
Intermediate Similarity	0.7232	NPC224970
Intermediate Similarity	0.7225	NPC61013
Intermediate Similarity	0.7212	NPC471164
Intermediate Similarity	0.7193	NPC285381
Intermediate Similarity	0.7188	NPC314098
Intermediate Similarity	0.7184	NPC193410
Intermediate Similarity	0.7143	NPC248117
Intermediate Similarity	0.7143	NPC474058
Intermediate Similarity	0.7135	NPC154602
Intermediate Similarity	0.7102	NPC472117
Intermediate Similarity	0.7089	NPC472244
Intermediate Similarity	0.7089	NPC470343
Intermediate Similarity	0.7049	NPC99043
Intermediate Similarity	0.7049	NPC218594
Intermediate Similarity	0.7045	NPC27904
Intermediate Similarity	0.7032	NPC177684
Intermediate Similarity	0.7032	NPC291962
Intermediate Similarity	0.7016	NPC202812
Remote Similarity	0.6995	NPC186669
Remote Similarity	0.6987	NPC161956
Remote Similarity	0.6987	NPC258531
Remote Similarity	0.6987	NPC112373
Remote Similarity	0.6984	NPC5630
Remote Similarity	0.6978	NPC470548
Remote Similarity	0.6952	NPC52262
Remote Similarity	0.6947	NPC203628
Remote Similarity	0.6901	NPC478039
Remote Similarity	0.6891	NPC303214
Remote Similarity	0.6885	NPC469726
Remote Similarity	0.6885	NPC329338
Remote Similarity	0.6879	NPC144691
Remote Similarity	0.6878	NPC473815
Remote Similarity	0.6871	NPC316746
Remote Similarity	0.6868	NPC355
Remote Similarity	0.6854	NPC225319
Remote Similarity	0.6848	NPC475607
Remote Similarity	0.6848	NPC203202
Remote Similarity	0.6848	NPC264482
Remote Similarity	0.6845	NPC470317
Remote Similarity	0.6845	NPC472243
Remote Similarity	0.6835	NPC257490
Remote Similarity	0.6816	NPC282339
Remote Similarity	0.6816	NPC99632
Remote Similarity	0.6811	NPC474081
Remote Similarity	0.681	NPC314431
Remote Similarity	0.68	NPC122106
Remote Similarity	0.6796	NPC214960
Remote Similarity	0.6796	NPC472115
Remote Similarity	0.6796	NPC279527
Remote Similarity	0.6796	NPC472114
Remote Similarity	0.6793	NPC475594
Remote Similarity	0.6792	NPC39818
Remote Similarity	0.6789	NPC14994
Remote Similarity	0.6784	NPC314186
Remote Similarity	0.6774	NPC6974
Remote Similarity	0.6774	NPC475761
Remote Similarity	0.6761	NPC478076
Remote Similarity	0.6757	NPC476441
Remote Similarity	0.6755	NPC159963
Remote Similarity	0.6748	NPC150863
Remote Similarity	0.6748	NPC209389
Remote Similarity	0.6747	NPC253476
Remote Similarity	0.6743	NPC243756
Remote Similarity	0.6742	NPC113946
Remote Similarity	0.6724	NPC237649
Remote Similarity	0.6724	NPC300596
Remote Similarity	0.6722	NPC476231
Remote Similarity	0.6718	NPC472539
Remote Similarity	0.6718	NPC472540
Remote Similarity	0.6718	NPC470787
Remote Similarity	0.6717	NPC232600
Remote Similarity	0.6709	NPC226143
Remote Similarity	0.6707	NPC194562
Remote Similarity	0.6707	NPC280807
Remote Similarity	0.6707	NPC472245
Remote Similarity	0.6706	NPC471574
Remote Similarity	0.6684	NPC472541
Remote Similarity	0.6684	NPC472542
Remote Similarity	0.6684	NPC474041
Remote Similarity	0.6667	NPC179605
Remote Similarity	0.6667	NPC472102
Remote Similarity	0.6667	NPC472241
Remote Similarity	0.6667	NPC279385
Remote Similarity	0.6667	NPC309531
Remote Similarity	0.6648	NPC153694
Remote Similarity	0.6648	NPC211525
Remote Similarity	0.6648	NPC52059
Remote Similarity	0.6648	NPC470069
Remote Similarity	0.6647	NPC315051
Remote Similarity	0.6647	NPC242933
Remote Similarity	0.6647	NPC162417
Remote Similarity	0.6647	NPC316104
Remote Similarity	0.6633	NPC473375
Remote Similarity	0.6633	NPC97100
Remote Similarity	0.6632	NPC285923
Remote Similarity	0.6632	NPC313293
Remote Similarity	0.663	NPC472101
Remote Similarity	0.663	NPC472120
Remote Similarity	0.6627	NPC122553
Remote Similarity	0.6625	NPC103292
Remote Similarity	0.6608	NPC301760
Remote Similarity	0.6608	NPC43477
Remote Similarity	0.6599	NPC471199
Remote Similarity	0.6598	NPC22476
Remote Similarity	0.6593	NPC313757
Remote Similarity	0.6593	NPC204867
Remote Similarity	0.659	NPC136002
Remote Similarity	0.6585	NPC307437
Remote Similarity	0.6585	NPC58827
Remote Similarity	0.6585	NPC72473
Remote Similarity	0.6567	NPC295548
Remote Similarity	0.6566	NPC138615
Remote Similarity	0.6566	NPC265642
Remote Similarity	0.6566	NPC132874
Remote Similarity	0.6566	NPC218733
Remote Similarity	0.6561	NPC475685
Remote Similarity	0.6559	NPC476425
Remote Similarity	0.6557	NPC472106
Remote Similarity	0.6557	NPC471130
Remote Similarity	0.6554	NPC314223
Remote Similarity	0.6552	NPC472242
Remote Similarity	0.655	NPC130251
Remote Similarity	0.6533	NPC106118
Remote Similarity	0.6519	NPC243673
Remote Similarity	0.6519	NPC97380
Remote Similarity	0.6519	NPC148468
Remote Similarity	0.6519	NPC63210
Remote Similarity	0.6519	NPC310403
Remote Similarity	0.6519	NPC263709
Remote Similarity	0.6513	NPC25401
Remote Similarity	0.6508	NPC475094
Remote Similarity	0.6503	NPC189116
Remote Similarity	0.6502	NPC225400
Remote Similarity	0.6497	NPC221687
Remote Similarity	0.6471	NPC214626
Remote Similarity	0.6471	NPC251212
Remote Similarity	0.6471	NPC139085
Remote Similarity	0.6471	NPC472538
Remote Similarity	0.6471	NPC471155
Remote Similarity	0.6471	NPC470786
Remote Similarity	0.6467	NPC471124
Remote Similarity	0.6463	NPC205946
Remote Similarity	0.6455	NPC14849
Remote Similarity	0.6453	NPC87714
Remote Similarity	0.6449	NPC115588
Remote Similarity	0.6448	NPC88970
Remote Similarity	0.644	NPC476428
Remote Similarity	0.6439	NPC285192
Remote Similarity	0.6439	NPC270241
Remote Similarity	0.6429	NPC471122
Remote Similarity	0.6409	NPC469536
Remote Similarity	0.6393	NPC315368
Remote Similarity	0.6392	NPC150308
Remote Similarity	0.6383	NPC276993
Remote Similarity	0.6383	NPC210415
Remote Similarity	0.6383	NPC293255
Remote Similarity	0.6383	NPC181138
Remote Similarity	0.6383	NPC298851
Remote Similarity	0.6383	NPC21752
Remote Similarity	0.6382	NPC472116
Remote Similarity	0.6373	NPC471742
Remote Similarity	0.6373	NPC329833
Remote Similarity	0.6358	NPC207554
Remote Similarity	0.6354	NPC161827
Remote Similarity	0.6351	NPC151171
Remote Similarity	0.635	NPC90967
Remote Similarity	0.6349	NPC469529
Remote Similarity	0.6349	NPC328611
Remote Similarity	0.6343	NPC478040
Remote Similarity	0.6339	NPC154478
Remote Similarity	0.6335	NPC182057
Remote Similarity	0.6335	NPC131450
Remote Similarity	0.6335	NPC147298
Remote Similarity	0.6324	NPC138293
Remote Similarity	0.6324	NPC113056
Remote Similarity	0.6319	NPC84317
Remote Similarity	0.6316	NPC119722
Remote Similarity	0.6316	NPC173295
Remote Similarity	0.6316	NPC471743
Remote Similarity	0.6316	NPC300299
Remote Similarity	0.6307	NPC470822
Remote Similarity	0.6305	NPC471944
Remote Similarity	0.6305	NPC471512
Remote Similarity	0.6304	NPC68650
Remote Similarity	0.6301	NPC319645
Remote Similarity	0.6298	NPC295021
Remote Similarity	0.6296	NPC177261
Remote Similarity	0.6294	NPC105055

Drug Structure

NPD3376 OpenBabel08211703112D 27 31 0 0 1 0 0 0 0 0999 V2000 -4.8653 -0.9603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1128 3.1184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6962 2.5307 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3264 -0.4603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7000 1.9630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2775 -1.7693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4729 -0.0667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8500 0.4908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2174 2.1239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2775 -0.1513 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3264 -1.4603 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8500 1.4723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8500 1.4723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5501 1.4723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8500 0.4908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5501 0.4908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.9630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7000 1.9630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4001 1.9630 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.8653 -0.9603 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9974 -0.7212 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 0.0000 2.9446 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5501 1.4723 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7000 2.9446 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5501 3.4353 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 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 5 13 2 0 0 0 0 5 15 1 0 0 0 0 6 16 2 0 0 0 0 6 17 1 0 0 0 0 7 12 1 0 0 0 0 7 21 1 0 0 0 0 8 11 1 0 0 0 0 8 22 1 0 0 0 0 9 14 2 0 0 0 0 9 23 1 0 0 0 0 10 23 1 0 0 0 0 11 4 1 1 0 0 0 11 21 1 0 0 0 0 12 4 1 1 0 0 0 12 22 1 0 0 0 0 13 16 1 0 0 0 0 13 18 1 0 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 15 17 2 0 0 0 0 15 20 1 0 0 0 0 16 23 1 0 0 0 0 17 22 1 0 0 0 0 18 24 2 0 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 26 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007197
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	357.15
ALogP	-1.1228
MLogP	2.78
XLogP	2.449
HDA	6
HBD	1
Rotatable Bonds	6
TPSA	64.09
RO5 Violation	0