NPASS drugs

Drug Information

Drug ID:	NPD5433
Drug Name:
Molecular Formula:	C23H20F2N2O4
Canonical SMILES:	FC(Oc1c(ccc2c1n(cc(c2=O)C(=O)O)C1CC1)c1ccc2c(c1)CN[C@@H]2C)F
Standard InCHI:	InChI=1S/C23H20F2N2O4/c1-11-15-5-2-12(8-13(15)9-26-11)16-6-7-17-19(21(16)31-23(24)25)27(14-3-4-14)10-18(20(17)28)22(29)30/h2,5-8,10-11,14,23,26H,3-4,9H2,1H3,(H,29,30)/t11-/m1/s1
Standard InCHIKey:	NJDRXTDGYFKORP-LLVKDONJSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5433

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	279
0.1-0.2	1358
0.2-0.3	5065
0.3-0.4	7633
0.4-0.5	7294
0.5-0.6	8351
0.6-0.7	851
0.7-0.8	59
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	0.7793	NPC330683
Intermediate Similarity	0.7793	NPC329567
Intermediate Similarity	0.75	NPC478075
Intermediate Similarity	0.7452	NPC474059
Intermediate Similarity	0.7373	NPC246140
Intermediate Similarity	0.7373	NPC195787
Intermediate Similarity	0.7371	NPC218733
Intermediate Similarity	0.7371	NPC132874
Intermediate Similarity	0.7371	NPC265642
Intermediate Similarity	0.7371	NPC138615
Intermediate Similarity	0.7366	NPC472163
Intermediate Similarity	0.7339	NPC212123
Intermediate Similarity	0.7297	NPC30749
Intermediate Similarity	0.7289	NPC222046
Intermediate Similarity	0.7246	NPC314659
Intermediate Similarity	0.724	NPC25961
Intermediate Similarity	0.724	NPC474366
Intermediate Similarity	0.7204	NPC5630
Intermediate Similarity	0.7198	NPC197335
Intermediate Similarity	0.7186	NPC274640
Intermediate Similarity	0.7175	NPC305542
Intermediate Similarity	0.7174	NPC285254
Intermediate Similarity	0.7155	NPC208522
Intermediate Similarity	0.7149	NPC207873
Intermediate Similarity	0.7149	NPC100573
Intermediate Similarity	0.7143	NPC87391
Intermediate Similarity	0.713	NPC115588
Intermediate Similarity	0.713	NPC17677
Intermediate Similarity	0.713	NPC218303
Intermediate Similarity	0.7118	NPC251071
Intermediate Similarity	0.7116	NPC303214
Intermediate Similarity	0.7111	NPC298449
Intermediate Similarity	0.7111	NPC176113
Intermediate Similarity	0.711	NPC232600
Intermediate Similarity	0.711	NPC469732
Intermediate Similarity	0.7089	NPC22476
Intermediate Similarity	0.7078	NPC1464
Intermediate Similarity	0.7076	NPC154922
Intermediate Similarity	0.707	NPC469815
Intermediate Similarity	0.707	NPC469816
Intermediate Similarity	0.7065	NPC257763
Intermediate Similarity	0.7051	NPC23080
Intermediate Similarity	0.7051	NPC193906
Intermediate Similarity	0.7051	NPC112937
Intermediate Similarity	0.7043	NPC144452
Intermediate Similarity	0.7027	NPC222561
Intermediate Similarity	0.7022	NPC470481
Intermediate Similarity	0.7022	NPC119722
Intermediate Similarity	0.7022	NPC470482
Intermediate Similarity	0.7021	NPC49547
Intermediate Similarity	0.7018	NPC184408
Intermediate Similarity	0.7017	NPC151171
Intermediate Similarity	0.7015	NPC93653
Intermediate Similarity	0.7014	NPC87714
Intermediate Similarity	0.7014	NPC133156
Intermediate Similarity	0.7009	NPC203628
Intermediate Similarity	0.7005	NPC316282
Intermediate Similarity	0.7004	NPC234772
Intermediate Similarity	0.7	NPC7560
Remote Similarity	0.6996	NPC90185
Remote Similarity	0.6974	NPC478047
Remote Similarity	0.6974	NPC180210
Remote Similarity	0.6974	NPC478046
Remote Similarity	0.6974	NPC314914
Remote Similarity	0.6974	NPC321226
Remote Similarity	0.6974	NPC328856
Remote Similarity	0.696	NPC148391
Remote Similarity	0.696	NPC55470
Remote Similarity	0.6959	NPC170333
Remote Similarity	0.6959	NPC125924
Remote Similarity	0.6958	NPC475844
Remote Similarity	0.6955	NPC471489
Remote Similarity	0.6952	NPC270301
Remote Similarity	0.6951	NPC308943
Remote Similarity	0.6947	NPC127996
Remote Similarity	0.6943	NPC316368
Remote Similarity	0.6943	NPC284236
Remote Similarity	0.694	NPC51388
Remote Similarity	0.6937	NPC475147
Remote Similarity	0.6937	NPC268077
Remote Similarity	0.693	NPC478048
Remote Similarity	0.693	NPC1820
Remote Similarity	0.6929	NPC113455
Remote Similarity	0.6927	NPC470021
Remote Similarity	0.6923	NPC13249
Remote Similarity	0.6923	NPC471513
Remote Similarity	0.6916	NPC114468
Remote Similarity	0.6913	NPC288110
Remote Similarity	0.6907	NPC474688
Remote Similarity	0.6905	NPC85613
Remote Similarity	0.6905	NPC283810
Remote Similarity	0.69	NPC126556
Remote Similarity	0.6892	NPC207971
Remote Similarity	0.6889	NPC46990
Remote Similarity	0.6886	NPC2905
Remote Similarity	0.6883	NPC170101
Remote Similarity	0.6881	NPC470023
Remote Similarity	0.687	NPC67401
Remote Similarity	0.687	NPC134702
Remote Similarity	0.6869	NPC21425
Remote Similarity	0.6865	NPC132385
Remote Similarity	0.6864	NPC477397
Remote Similarity	0.6853	NPC118189
Remote Similarity	0.6853	NPC280799
Remote Similarity	0.6853	NPC76478
Remote Similarity	0.6851	NPC74575
Remote Similarity	0.6844	NPC120239
Remote Similarity	0.6842	NPC39500
Remote Similarity	0.6825	NPC5167
Remote Similarity	0.682	NPC476220
Remote Similarity	0.682	NPC226708
Remote Similarity	0.682	NPC160113
Remote Similarity	0.6818	NPC71124
Remote Similarity	0.6818	NPC100863
Remote Similarity	0.6814	NPC475133
Remote Similarity	0.681	NPC225279
Remote Similarity	0.6809	NPC470018
Remote Similarity	0.6805	NPC301501
Remote Similarity	0.68	NPC198160
Remote Similarity	0.6797	NPC195120
Remote Similarity	0.6797	NPC87560
Remote Similarity	0.6797	NPC182853
Remote Similarity	0.679	NPC469451
Remote Similarity	0.6789	NPC78284
Remote Similarity	0.6784	NPC269449
Remote Similarity	0.678	NPC470480
Remote Similarity	0.6779	NPC292265
Remote Similarity	0.6777	NPC469450
Remote Similarity	0.6776	NPC49184
Remote Similarity	0.6769	NPC321166
Remote Similarity	0.6769	NPC268223
Remote Similarity	0.6766	NPC122886
Remote Similarity	0.6765	NPC474701
Remote Similarity	0.6763	NPC314702
Remote Similarity	0.6762	NPC8467
Remote Similarity	0.6756	NPC477161
Remote Similarity	0.6754	NPC220337
Remote Similarity	0.6748	NPC299582
Remote Similarity	0.6745	NPC70092
Remote Similarity	0.6744	NPC262725
Remote Similarity	0.6739	NPC118228
Remote Similarity	0.6738	NPC118154
Remote Similarity	0.6738	NPC157983
Remote Similarity	0.6736	NPC139373
Remote Similarity	0.6735	NPC329932
Remote Similarity	0.6728	NPC166979
Remote Similarity	0.6728	NPC474904
Remote Similarity	0.6725	NPC116178
Remote Similarity	0.6724	NPC77777
Remote Similarity	0.6723	NPC94842
Remote Similarity	0.6723	NPC223242
Remote Similarity	0.6721	NPC469452
Remote Similarity	0.6712	NPC254957
Remote Similarity	0.6712	NPC90358
Remote Similarity	0.6712	NPC5374
Remote Similarity	0.6712	NPC107828
Remote Similarity	0.6711	NPC301292
Remote Similarity	0.6711	NPC313112
Remote Similarity	0.6709	NPC473458
Remote Similarity	0.6708	NPC304837
Remote Similarity	0.6708	NPC476258
Remote Similarity	0.6708	NPC329631
Remote Similarity	0.67	NPC241392
Remote Similarity	0.6699	NPC471604
Remote Similarity	0.6696	NPC15987
Remote Similarity	0.6696	NPC217903
Remote Similarity	0.6696	NPC288759
Remote Similarity	0.6695	NPC19175
Remote Similarity	0.6693	NPC478083
Remote Similarity	0.6682	NPC477998
Remote Similarity	0.668	NPC39370
Remote Similarity	0.6667	NPC206109
Remote Similarity	0.6667	NPC314817
Remote Similarity	0.6667	NPC114039
Remote Similarity	0.6667	NPC174760
Remote Similarity	0.6667	NPC66191
Remote Similarity	0.6667	NPC316297
Remote Similarity	0.6653	NPC270515
Remote Similarity	0.6653	NPC17160
Remote Similarity	0.6653	NPC469722
Remote Similarity	0.6653	NPC313720
Remote Similarity	0.6653	NPC477395
Remote Similarity	0.6652	NPC136573
Remote Similarity	0.6652	NPC176371
Remote Similarity	0.6651	NPC179704
Remote Similarity	0.6651	NPC97584
Remote Similarity	0.665	NPC293458
Remote Similarity	0.6639	NPC41501
Remote Similarity	0.6637	NPC241263
Remote Similarity	0.6637	NPC317727
Remote Similarity	0.6637	NPC212163
Remote Similarity	0.6636	NPC116096
Remote Similarity	0.6636	NPC473815
Remote Similarity	0.6634	NPC301163
Remote Similarity	0.6626	NPC6786
Remote Similarity	0.6626	NPC131977
Remote Similarity	0.6624	NPC231924
Remote Similarity	0.6623	NPC285192
Remote Similarity	0.6622	NPC41488
Remote Similarity	0.6619	NPC318183

Drug Structure

NPD5433 OpenBabel08211708292D 33 37 0 0 1 0 0 0 0 0999 V2000 -5.4431 -5.6085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5297 -4.3816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8169 0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3301 1.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3729 -4.8684 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.9211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8432 -2.4342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3729 -2.9211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1422 -3.1070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8432 0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1422 -4.6825 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5297 -3.4079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2162 -3.4079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8432 0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2162 -4.3816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8432 -2.4342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8432 -1.4605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6865 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6865 -0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8432 -1.4605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5297 0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5297 -1.4605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5297 -2.4342 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.3729 -0.9737 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.7145 -3.8947 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 2.5297 -1.4605 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3729 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5297 1.4605 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6865 -0.9737 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6882 -3.8947 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3729 1.9474 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 5 2 0 0 0 0 2 12 1 0 0 0 0 3 4 1 0 0 0 0 3 14 1 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 7 2 0 0 0 0 6 16 1 0 0 0 0 7 17 1 0 0 0 0 8 12 2 0 0 0 0 8 13 1 0 0 0 0 9 13 1 0 0 0 0 9 26 1 0 0 0 0 10 18 2 0 0 0 0 10 27 1 0 0 0 0 11 1 1 1 0 0 0 11 15 1 0 0 0 0 11 26 1 0 0 0 0 12 16 1 0 0 0 0 13 15 2 0 0 0 0 14 27 1 0 0 0 0 16 21 2 0 0 0 0 17 19 2 0 0 0 0 17 20 1 0 0 0 0 18 20 1 0 0 0 0 18 22 1 0 0 0 0 19 21 1 0 0 0 0 19 27 1 0 0 0 0 20 28 2 0 0 0 0 21 31 1 0 0 0 0 22 29 2 0 0 0 0 22 30 1 0 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 23 31 1 0 0 0 0 26 32 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000334
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	124093
ChEBI
CAS Number

Drug Properties

Molecular Weight	426.14
ALogP	-1.0034
MLogP	3.11
XLogP	4.713
HDA	5
HBD	2
Rotatable Bonds	9
TPSA	78.87
RO5 Violation	0