NPASS drugs

Drug Information

Drug ID:	NPD4493
Drug Name:	DX-619
Molecular Formula:	C21H24FN3O4
Canonical SMILES:	COc1c(ccc2c1n(cc(c2=O)C(=O)O)[C@@H]1C[C@@H]1F)N1CC[C@H](C1)C1(N)CC1
Standard InCHI:	InChI=1S/C21H24FN3O4/c1-29-19-15(24-7-4-11(9-24)21(23)5-6-21)3-2-12-17(19)25(16-8-14(16)22)10-13(18(12)26)20(27)28/h2-3,10-11,14,16H,4-9,23H2,1H3,(H,27,28)/t11-,14+,16-/m1/s1
Standard InCHIKey:	ZLICIITZJTYKAQ-DIOULYMOSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4493

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	261
0.1-0.2	1567
0.2-0.3	6214
0.3-0.4	6493
0.4-0.5	11097
0.5-0.6	4657
0.6-0.7	563
0.7-0.8	36
0.8-0.85	0
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	0.855	NPC329567
High Similarity	0.855	NPC330683
Intermediate Similarity	0.7788	NPC478075
Intermediate Similarity	0.7573	NPC218733
Intermediate Similarity	0.7573	NPC132874
Intermediate Similarity	0.7573	NPC265642
Intermediate Similarity	0.7573	NPC138615
Intermediate Similarity	0.7571	NPC246140
Intermediate Similarity	0.7571	NPC195787
Intermediate Similarity	0.7488	NPC5630
Intermediate Similarity	0.7487	NPC292265
Intermediate Similarity	0.7366	NPC22476
Intermediate Similarity	0.7363	NPC314659
Intermediate Similarity	0.7313	NPC197335
Intermediate Similarity	0.7299	NPC469732
Intermediate Similarity	0.7282	NPC203628
Intermediate Similarity	0.7281	NPC119722
Intermediate Similarity	0.7277	NPC87714
Intermediate Similarity	0.7264	NPC1464
Intermediate Similarity	0.7255	NPC87391
Intermediate Similarity	0.7228	NPC270301
Intermediate Similarity	0.7227	NPC126556
Intermediate Similarity	0.7225	NPC303214
Intermediate Similarity	0.7217	NPC232600
Intermediate Similarity	0.7206	NPC316141
Intermediate Similarity	0.7196	NPC475147
Intermediate Similarity	0.7179	NPC257763
Intermediate Similarity	0.7162	NPC222046
Intermediate Similarity	0.7136	NPC318183
Intermediate Similarity	0.7128	NPC93653
Intermediate Similarity	0.7123	NPC127996
Intermediate Similarity	0.711	NPC269449
Intermediate Similarity	0.708	NPC122886
Intermediate Similarity	0.708	NPC115588
Intermediate Similarity	0.7075	NPC112937
Intermediate Similarity	0.7064	NPC475133
Intermediate Similarity	0.7059	NPC472163
Intermediate Similarity	0.7004	NPC19175
Remote Similarity	0.6995	NPC100863
Remote Similarity	0.6986	NPC474059
Remote Similarity	0.6976	NPC116096
Remote Similarity	0.6968	NPC470481
Remote Similarity	0.6968	NPC470482
Remote Similarity	0.6966	NPC301501
Remote Similarity	0.6966	NPC151171
Remote Similarity	0.6964	NPC184408
Remote Similarity	0.6964	NPC77777
Remote Similarity	0.6955	NPC474366
Remote Similarity	0.6951	NPC234772
Remote Similarity	0.6933	NPC288110
Remote Similarity	0.6927	NPC5167
Remote Similarity	0.6927	NPC85613
Remote Similarity	0.692	NPC195636
Remote Similarity	0.6919	NPC293458
Remote Similarity	0.6908	NPC97584
Remote Similarity	0.6904	NPC301163
Remote Similarity	0.6897	NPC139373
Remote Similarity	0.6895	NPC212123
Remote Similarity	0.689	NPC21425
Remote Similarity	0.6883	NPC223242
Remote Similarity	0.688	NPC291173
Remote Similarity	0.688	NPC154922
Remote Similarity	0.6878	NPC469451
Remote Similarity	0.6869	NPC41488
Remote Similarity	0.6864	NPC469450
Remote Similarity	0.6863	NPC8467
Remote Similarity	0.6861	NPC30749
Remote Similarity	0.685	NPC299582
Remote Similarity	0.6849	NPC477161
Remote Similarity	0.6845	NPC283810
Remote Similarity	0.6842	NPC262725
Remote Similarity	0.684	NPC274640
Remote Similarity	0.683	NPC189661
Remote Similarity	0.6828	NPC476069
Remote Similarity	0.682	NPC329932
Remote Similarity	0.6807	NPC469452
Remote Similarity	0.6804	NPC241392
Remote Similarity	0.6798	NPC128476
Remote Similarity	0.6797	NPC471513
Remote Similarity	0.6792	NPC1820
Remote Similarity	0.6786	NPC39500
Remote Similarity	0.6768	NPC123241
Remote Similarity	0.6756	NPC176113
Remote Similarity	0.6745	NPC45389
Remote Similarity	0.6741	NPC305542
Remote Similarity	0.674	NPC134702
Remote Similarity	0.674	NPC87560
Remote Similarity	0.6738	NPC477397
Remote Similarity	0.6736	NPC113455
Remote Similarity	0.673	NPC14994
Remote Similarity	0.673	NPC473815
Remote Similarity	0.6727	NPC268077
Remote Similarity	0.6726	NPC25961
Remote Similarity	0.6725	NPC7560
Remote Similarity	0.6725	NPC118189
Remote Similarity	0.6724	NPC473458
Remote Similarity	0.6718	NPC144691
Remote Similarity	0.6711	NPC114468
Remote Similarity	0.6711	NPC475609
Remote Similarity	0.6709	NPC131977
Remote Similarity	0.67	NPC167724
Remote Similarity	0.67	NPC223595
Remote Similarity	0.67	NPC224970
Remote Similarity	0.6698	NPC198401
Remote Similarity	0.6696	NPC144452
Remote Similarity	0.6695	NPC160113
Remote Similarity	0.6695	NPC476220
Remote Similarity	0.6682	NPC41216
Remote Similarity	0.6682	NPC207971
Remote Similarity	0.6682	NPC71124
Remote Similarity	0.6681	NPC118228
Remote Similarity	0.6681	NPC148391
Remote Similarity	0.6667	NPC182853
Remote Similarity	0.6667	NPC195120
Remote Similarity	0.6667	NPC186669
Remote Similarity	0.6653	NPC120239
Remote Similarity	0.6652	NPC13249
Remote Similarity	0.6652	NPC470480
Remote Similarity	0.6651	NPC203972
Remote Similarity	0.665	NPC36495
Remote Similarity	0.665	NPC472115
Remote Similarity	0.665	NPC193410
Remote Similarity	0.665	NPC472114
Remote Similarity	0.6637	NPC268223
Remote Similarity	0.6636	NPC25401
Remote Similarity	0.6636	NPC316282
Remote Similarity	0.6636	NPC28510
Remote Similarity	0.6632	NPC319645
Remote Similarity	0.6622	NPC218303
Remote Similarity	0.6621	NPC138830
Remote Similarity	0.6617	NPC248117
Remote Similarity	0.6612	NPC208522
Remote Similarity	0.6609	NPC476436
Remote Similarity	0.6609	NPC285254
Remote Similarity	0.6609	NPC157983
Remote Similarity	0.6609	NPC118154
Remote Similarity	0.6608	NPC2905
Remote Similarity	0.6602	NPC73280
Remote Similarity	0.66	NPC61013
Remote Similarity	0.6599	NPC314223
Remote Similarity	0.6598	NPC469722
Remote Similarity	0.6598	NPC477395
Remote Similarity	0.6595	NPC51388
Remote Similarity	0.6592	NPC321428
Remote Similarity	0.6583	NPC476258
Remote Similarity	0.6583	NPC304837
Remote Similarity	0.6581	NPC478078
Remote Similarity	0.658	NPC76478
Remote Similarity	0.6577	NPC163829
Remote Similarity	0.6577	NPC133156
Remote Similarity	0.6562	NPC285192
Remote Similarity	0.6557	NPC322621
Remote Similarity	0.6557	NPC52262
Remote Similarity	0.6556	NPC475844
Remote Similarity	0.6555	NPC218594
Remote Similarity	0.6555	NPC99043
Remote Similarity	0.6555	NPC39370
Remote Similarity	0.6553	NPC194740
Remote Similarity	0.6549	NPC187501
Remote Similarity	0.6544	NPC243626
Remote Similarity	0.6544	NPC230313
Remote Similarity	0.654	NPC159963
Remote Similarity	0.6533	NPC477160
Remote Similarity	0.6531	NPC315829
Remote Similarity	0.6528	NPC206109
Remote Similarity	0.6528	NPC114039
Remote Similarity	0.6524	NPC98416
Remote Similarity	0.6522	NPC471198
Remote Similarity	0.652	NPC470069
Remote Similarity	0.652	NPC52059
Remote Similarity	0.6518	NPC198160
Remote Similarity	0.6514	NPC170333
Remote Similarity	0.6507	NPC474081
Remote Similarity	0.6505	NPC472118
Remote Similarity	0.6502	NPC301292
Remote Similarity	0.6502	NPC313112
Remote Similarity	0.65	NPC107828
Remote Similarity	0.65	NPC5374
Remote Similarity	0.65	NPC90358
Remote Similarity	0.6498	NPC474688
Remote Similarity	0.6498	NPC254957
Remote Similarity	0.6496	NPC231924
Remote Similarity	0.6496	NPC179287
Remote Similarity	0.6493	NPC288305
Remote Similarity	0.6491	NPC321166
Remote Similarity	0.649	NPC329338
Remote Similarity	0.649	NPC469726
Remote Similarity	0.6489	NPC207873
Remote Similarity	0.6489	NPC100573
Remote Similarity	0.6484	NPC161804
Remote Similarity	0.6479	NPC473007
Remote Similarity	0.6478	NPC471197
Remote Similarity	0.6477	NPC43477
Remote Similarity	0.6476	NPC295479
Remote Similarity	0.6476	NPC321211
Remote Similarity	0.6476	NPC220241
Remote Similarity	0.6476	NPC87413
Remote Similarity	0.6475	NPC477393
Remote Similarity	0.6473	NPC158551
Remote Similarity	0.6473	NPC300156

Drug Structure

NPD4493 OpenBabel08211705262D 32 36 0 0 1 0 0 0 0 0999 V2000 -0.8426 1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6852 -1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5279 -1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4239 1.1699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2414 -0.7649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8133 0.0222 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4722 0.9676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4865 1.8156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2593 -0.3957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8426 -0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9104 0.3273 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8426 -1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8426 -1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4865 1.8156 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5279 -0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9730 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8426 -0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6852 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6852 -1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8457 0.1239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3291 2.3021 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.4499 1.0128 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3705 0.0000 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 -2.9189 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6852 -2.9189 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5279 -1.4595 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6852 0.9730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4823 1.1145 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0218 1.7999 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3705 -1.9459 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 3 2 0 0 0 0 2 12 1 0 0 0 0 3 15 1 0 0 0 0 4 7 1 0 0 0 0 5 6 1 0 0 0 0 5 21 1 0 0 0 0 6 21 1 0 0 0 0 7 24 1 0 0 0 0 8 14 1 0 0 0 0 9 11 1 0 0 0 0 9 24 1 0 0 0 0 10 13 2 0 0 0 0 10 25 1 0 0 0 0 11 4 1 6 0 0 0 11 21 1 0 0 0 0 12 17 2 0 0 0 0 12 18 1 0 0 0 0 13 18 1 0 0 0 0 13 20 1 0 0 0 0 14 16 1 0 0 0 0 14 22 1 6 0 0 0 15 19 2 0 0 0 0 15 24 1 0 0 0 0 16 8 1 6 0 0 0 16 25 1 0 0 0 0 17 19 1 0 0 0 0 17 25 1 0 0 0 0 18 26 2 0 0 0 0 19 29 1 0 0 0 0 20 27 2 0 0 0 0 20 28 1 0 0 0 0 21 23 1 0 0 0 0 23 30 1 0 0 0 0 23 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002367
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	401.18
ALogP	-1.7814
MLogP	2.89
XLogP	2.466
HDA	6
HBD	2
Rotatable Bonds	9
TPSA	96.1
RO5 Violation	0