NPASS drugs

Drug Information

Drug ID:	NPD4456
Drug Name:
Molecular Formula:	C21H23F2N3O4
Canonical SMILES:	NC/C(=C1/CCCN(C1)c1c(F)cc2c(c1OC)n(cc(c2=O)C(=O)O)C1CC1)/F
Standard InCHI:	InChI=1S/C21H23F2N3O4/c1-30-20-17-13(19(27)14(21(28)29)10-26(17)12-4-5-12)7-15(22)18(20)25-6-2-3-11(9-25)16(23)8-24/h7,10,12H,2-6,8-9,24H2,1H3,(H,28,29)/b16-11+
Standard InCHIKey:	VMKVDAAFMQKZJS-LFIBNONCSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4456

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	246
0.1-0.2	1628
0.2-0.3	6647
0.3-0.4	6137
0.4-0.5	10047
0.5-0.6	5700
0.6-0.7	451
0.7-0.8	32
0.8-0.85	0
0.85-0.9	0
0.9-0.95	2
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	0.9211	NPC330683
High Similarity	0.9211	NPC329567
Intermediate Similarity	0.7914	NPC292265
Intermediate Similarity	0.7539	NPC318183
Intermediate Similarity	0.7537	NPC265642
Intermediate Similarity	0.7537	NPC138615
Intermediate Similarity	0.7537	NPC218733
Intermediate Similarity	0.7537	NPC132874
Intermediate Similarity	0.7536	NPC246140
Intermediate Similarity	0.7536	NPC195787
Intermediate Similarity	0.7416	NPC478075
Intermediate Similarity	0.73	NPC87391
Intermediate Similarity	0.726	NPC469732
Intermediate Similarity	0.7251	NPC212123
Intermediate Similarity	0.725	NPC316141
Intermediate Similarity	0.7236	NPC314659
Intermediate Similarity	0.723	NPC474366
Intermediate Similarity	0.7225	NPC1464
Intermediate Similarity	0.7209	NPC30749
Intermediate Similarity	0.7198	NPC112937
Intermediate Similarity	0.7186	NPC197335
Intermediate Similarity	0.7173	NPC93653
Intermediate Similarity	0.7108	NPC5630
Intermediate Similarity	0.71	NPC270301
Intermediate Similarity	0.7097	NPC176113
Intermediate Similarity	0.7083	NPC305542
Intermediate Similarity	0.7071	NPC8467
Intermediate Similarity	0.7059	NPC7560
Intermediate Similarity	0.7051	NPC114468
Intermediate Similarity	0.7047	NPC257763
Intermediate Similarity	0.7044	NPC262725
Intermediate Similarity	0.7018	NPC148391
Intermediate Similarity	0.7015	NPC472163
Intermediate Similarity	0.7015	NPC116096
Remote Similarity	0.6991	NPC269449
Remote Similarity	0.699	NPC22476
Remote Similarity	0.6986	NPC41488
Remote Similarity	0.6978	NPC13249
Remote Similarity	0.6968	NPC222046
Remote Similarity	0.6959	NPC218303
Remote Similarity	0.6943	NPC301163
Remote Similarity	0.6941	NPC2905
Remote Similarity	0.6931	NPC241392
Remote Similarity	0.6927	NPC119722
Remote Similarity	0.6923	NPC134702
Remote Similarity	0.6916	NPC87714
Remote Similarity	0.6908	NPC203628
Remote Similarity	0.6906	NPC118189
Remote Similarity	0.6906	NPC76478
Remote Similarity	0.6889	NPC115588
Remote Similarity	0.6889	NPC19175
Remote Similarity	0.6888	NPC299582
Remote Similarity	0.6878	NPC126556
Remote Similarity	0.6866	NPC127082
Remote Similarity	0.6858	NPC285254
Remote Similarity	0.6857	NPC303214
Remote Similarity	0.6857	NPC170333
Remote Similarity	0.6854	NPC232600
Remote Similarity	0.6849	NPC127996
Remote Similarity	0.6847	NPC182853
Remote Similarity	0.6837	NPC475147
Remote Similarity	0.6827	NPC1820
Remote Similarity	0.6818	NPC268223
Remote Similarity	0.6814	NPC122886
Remote Similarity	0.6802	NPC195636
Remote Similarity	0.6798	NPC5167
Remote Similarity	0.6798	NPC85613
Remote Similarity	0.6792	NPC100863
Remote Similarity	0.6781	NPC151171
Remote Similarity	0.6771	NPC77777
Remote Similarity	0.6771	NPC87560
Remote Similarity	0.6767	NPC291173
Remote Similarity	0.6757	NPC234772
Remote Similarity	0.6754	NPC144691
Remote Similarity	0.6754	NPC471513
Remote Similarity	0.6741	NPC288110
Remote Similarity	0.6714	NPC206109
Remote Similarity	0.6714	NPC114039
Remote Similarity	0.6712	NPC475133
Remote Similarity	0.6711	NPC476069
Remote Similarity	0.6709	NPC301501
Remote Similarity	0.6709	NPC208522
Remote Similarity	0.6699	NPC45389
Remote Similarity	0.6697	NPC470482
Remote Similarity	0.6697	NPC470481
Remote Similarity	0.6696	NPC195120
Remote Similarity	0.6696	NPC477397
Remote Similarity	0.6683	NPC21425
Remote Similarity	0.6682	NPC133156
Remote Similarity	0.6682	NPC268077
Remote Similarity	0.6681	NPC128476
Remote Similarity	0.6667	NPC475609
Remote Similarity	0.6667	NPC316282
Remote Similarity	0.6667	NPC204867
Remote Similarity	0.6652	NPC295479
Remote Similarity	0.6652	NPC220241
Remote Similarity	0.6638	NPC139373
Remote Similarity	0.6638	NPC49547
Remote Similarity	0.6637	NPC118154
Remote Similarity	0.6637	NPC189661
Remote Similarity	0.6637	NPC157983
Remote Similarity	0.6636	NPC207971
Remote Similarity	0.6636	NPC41216
Remote Similarity	0.6634	NPC283810
Remote Similarity	0.6634	NPC98416
Remote Similarity	0.6624	NPC154922
Remote Similarity	0.6624	NPC469451
Remote Similarity	0.6623	NPC223242
Remote Similarity	0.6619	NPC474059
Remote Similarity	0.661	NPC469450
Remote Similarity	0.6606	NPC301292
Remote Similarity	0.6606	NPC313112
Remote Similarity	0.6604	NPC203972
Remote Similarity	0.66	NPC127362
Remote Similarity	0.66	NPC476569
Remote Similarity	0.659	NPC15987
Remote Similarity	0.6588	NPC28510
Remote Similarity	0.6575	NPC477161
Remote Similarity	0.6573	NPC469815
Remote Similarity	0.6573	NPC469816
Remote Similarity	0.6569	NPC329932
Remote Similarity	0.6558	NPC71124
Remote Similarity	0.6555	NPC469452
Remote Similarity	0.6555	NPC477395
Remote Similarity	0.6553	NPC166169
Remote Similarity	0.6549	NPC184408
Remote Similarity	0.6545	NPC198160
Remote Similarity	0.6538	NPC97584
Remote Similarity	0.6537	NPC74575
Remote Similarity	0.6537	NPC473458
Remote Similarity	0.6533	NPC293458
Remote Similarity	0.6532	NPC25961
Remote Similarity	0.6525	NPC314702
Remote Similarity	0.6524	NPC14994
Remote Similarity	0.6518	NPC321166
Remote Similarity	0.6512	NPC470021
Remote Similarity	0.6512	NPC161804
Remote Similarity	0.6511	NPC476220
Remote Similarity	0.6511	NPC160113
Remote Similarity	0.65	NPC158551
Remote Similarity	0.6495	NPC198401
Remote Similarity	0.6494	NPC470018
Remote Similarity	0.6489	NPC319645
Remote Similarity	0.6485	NPC113455
Remote Similarity	0.6485	NPC33507
Remote Similarity	0.6481	NPC234933
Remote Similarity	0.6479	NPC226708
Remote Similarity	0.6477	NPC315829
Remote Similarity	0.6473	NPC116178
Remote Similarity	0.6471	NPC73280
Remote Similarity	0.6471	NPC41501
Remote Similarity	0.6465	NPC470023
Remote Similarity	0.6465	NPC125924
Remote Similarity	0.6459	NPC302235
Remote Similarity	0.6456	NPC131977
Remote Similarity	0.6455	NPC163829
Remote Similarity	0.6452	NPC5374
Remote Similarity	0.6449	NPC254957
Remote Similarity	0.6445	NPC473815
Remote Similarity	0.6444	NPC217903
Remote Similarity	0.6442	NPC288305
Remote Similarity	0.6438	NPC288759
Remote Similarity	0.6438	NPC274640
Remote Similarity	0.6436	NPC472114
Remote Similarity	0.6436	NPC472115
Remote Similarity	0.6436	NPC43218
Remote Similarity	0.6432	NPC477393
Remote Similarity	0.6432	NPC92803
Remote Similarity	0.6429	NPC220337
Remote Similarity	0.6423	NPC185172
Remote Similarity	0.6422	NPC138830
Remote Similarity	0.6422	NPC476436
Remote Similarity	0.6422	NPC471604
Remote Similarity	0.6421	NPC43477
Remote Similarity	0.6417	NPC469722
Remote Similarity	0.6416	NPC298449
Remote Similarity	0.6411	NPC470317
Remote Similarity	0.6407	NPC94842
Remote Similarity	0.6406	NPC17677
Remote Similarity	0.6405	NPC120239
Remote Similarity	0.6404	NPC167724
Remote Similarity	0.6404	NPC224970
Remote Similarity	0.6404	NPC223595
Remote Similarity	0.6402	NPC304837
Remote Similarity	0.6402	NPC476258
Remote Similarity	0.6396	NPC308943
Remote Similarity	0.6395	NPC470480
Remote Similarity	0.6394	NPC70092
Remote Similarity	0.6382	NPC123241
Remote Similarity	0.6382	NPC61013
Remote Similarity	0.6379	NPC477394
Remote Similarity	0.6379	NPC477396
Remote Similarity	0.6378	NPC314098
Remote Similarity	0.6378	NPC314223
Remote Similarity	0.6376	NPC241263
Remote Similarity	0.6372	NPC39500
Remote Similarity	0.6364	NPC474077
Remote Similarity	0.6355	NPC25401
Remote Similarity	0.635	NPC193410
Remote Similarity	0.635	NPC36495

Drug Structure

NPD4456 OpenBabel08211705262D 33 36 0 0 0 0 0 0 0 0999 V2000 0.8660 1.5000 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 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 1.8660 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 -0.0000 -2.0000 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 -1.7321 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 -2.5981 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 0.8660 -1.5000 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 -0.8660 -1.5000 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 -0.8660 -0.5000 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 -0.0000 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 -1.7321 -2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 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 1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 H 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 5.1962 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 3 1 0 0 0 0 2 6 1 0 0 0 0 3 11 1 0 0 0 0 4 5 1 0 0 0 0 4 12 1 0 0 0 0 5 12 1 0 0 0 0 6 25 1 0 0 0 0 7 13 2 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 8 24 1 0 0 0 0 9 11 1 0 0 0 0 9 25 1 0 0 0 0 10 14 2 0 0 0 0 10 26 1 0 0 0 0 11 16 2 0 0 0 0 12 26 1 0 0 0 0 13 17 1 0 0 0 0 13 19 1 0 0 0 0 14 19 1 0 0 0 0 14 21 1 0 0 0 0 15 18 2 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 20 2 0 0 0 0 17 26 1 0 0 0 0 18 20 1 0 0 0 0 18 25 1 0 0 0 0 19 27 2 0 0 0 0 20 30 1 0 0 0 0 21 28 2 0 0 0 0 21 29 1 0 0 0 0 24 31 1 0 0 0 0 24 32 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003528
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11546234
ChEBI
CAS Number

Drug Properties

Molecular Weight	419.17
ALogP	-1.6832
MLogP	2.78
XLogP	1.579
HDA	6
HBD	2
Rotatable Bonds	10
TPSA	96.1
RO5 Violation	0