NPASS drugs

Drug Information

Drug ID:	NPD4455
Drug Name:	DC-159a
Molecular Formula:	C21H23F2N3O4
Canonical SMILES:	COc1c(c(F)cc2c1n(cc(c2=O)C(=O)O)[C@@H]1C[C@@H]1F)N1CC2([C@](C1)(C)N)CC2
Standard InCHI:	InChI=1S/C21H23F2N3O4/c1-20(24)8-25(9-21(20)3-4-21)16-13(23)5-10-15(18(16)30-2)26(14-6-12(14)22)7-11(17(10)27)19(28)29/h5,7,12,14H,3-4,6,8-9,24H2,1-2H3,(H,28,29)/t12-,14+,20+/m0/s1
Standard InCHIKey:	GBLYBAYNQGZGCK-KBARZSOFSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4455

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	274
0.1-0.2	1575
0.2-0.3	6225
0.3-0.4	6882
0.4-0.5	12123
0.5-0.6	3368
0.6-0.7	412
0.7-0.8	29
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	0.8744	NPC330683
High Similarity	0.8744	NPC329567
Intermediate Similarity	0.75	NPC292265
Intermediate Similarity	0.75	NPC246140
Intermediate Similarity	0.75	NPC195787
Intermediate Similarity	0.75	NPC218733
Intermediate Similarity	0.75	NPC132874
Intermediate Similarity	0.75	NPC138615
Intermediate Similarity	0.75	NPC265642
Intermediate Similarity	0.7389	NPC316141
Intermediate Similarity	0.7383	NPC478075
Intermediate Similarity	0.7376	NPC314659
Intermediate Similarity	0.733	NPC5630
Intermediate Similarity	0.7327	NPC197335
Intermediate Similarity	0.7268	NPC87391
Intermediate Similarity	0.723	NPC469732
Intermediate Similarity	0.7212	NPC22476
Intermediate Similarity	0.7196	NPC1464
Intermediate Similarity	0.7175	NPC222046
Intermediate Similarity	0.715	NPC318183
Intermediate Similarity	0.7136	NPC119722
Intermediate Similarity	0.713	NPC87714
Intermediate Similarity	0.7129	NPC203628
Intermediate Similarity	0.7093	NPC115588
Intermediate Similarity	0.7085	NPC126556
Intermediate Similarity	0.7075	NPC303214
Intermediate Similarity	0.7073	NPC270301
Intermediate Similarity	0.707	NPC232600
Intermediate Similarity	0.7051	NPC475147
Intermediate Similarity	0.7045	NPC269449
Intermediate Similarity	0.702	NPC257763
Remote Similarity	0.6982	NPC127996
Remote Similarity	0.6979	NPC151171
Remote Similarity	0.6943	NPC122886
Remote Similarity	0.6943	NPC19175
Remote Similarity	0.693	NPC112937
Remote Similarity	0.6923	NPC475133
Remote Similarity	0.6908	NPC472163
Remote Similarity	0.6908	NPC116096
Remote Similarity	0.6906	NPC470482
Remote Similarity	0.6906	NPC470481
Remote Similarity	0.6889	NPC234772
Remote Similarity	0.6858	NPC195636
Remote Similarity	0.6828	NPC77777
Remote Similarity	0.6825	NPC21425
Remote Similarity	0.6822	NPC154922
Remote Similarity	0.6822	NPC291173
Remote Similarity	0.681	NPC471513
Remote Similarity	0.68	NPC93653
Remote Similarity	0.6798	NPC288110
Remote Similarity	0.6774	NPC100863
Remote Similarity	0.6769	NPC476069
Remote Similarity	0.6766	NPC293458
Remote Similarity	0.6765	NPC301501
Remote Similarity	0.6762	NPC97584
Remote Similarity	0.6757	NPC212123
Remote Similarity	0.6752	NPC477397
Remote Similarity	0.6741	NPC474366
Remote Similarity	0.6739	NPC128476
Remote Similarity	0.6728	NPC41488
Remote Similarity	0.6726	NPC30749
Remote Similarity	0.6715	NPC8467
Remote Similarity	0.6698	NPC262725
Remote Similarity	0.6696	NPC189661
Remote Similarity	0.6695	NPC139373
Remote Similarity	0.6681	NPC223242
Remote Similarity	0.6681	NPC184408
Remote Similarity	0.668	NPC469451
Remote Similarity	0.668	NPC113455
Remote Similarity	0.6667	NPC469450
Remote Similarity	0.6667	NPC301163
Remote Similarity	0.6652	NPC475609
Remote Similarity	0.6651	NPC316282
Remote Similarity	0.665	NPC241392
Remote Similarity	0.6639	NPC160113
Remote Similarity	0.6639	NPC476220
Remote Similarity	0.6637	NPC477161
Remote Similarity	0.6626	NPC329932
Remote Similarity	0.6623	NPC176113
Remote Similarity	0.6619	NPC5167
Remote Similarity	0.6619	NPC85613
Remote Similarity	0.6617	NPC123241
Remote Similarity	0.6612	NPC469452
Remote Similarity	0.6612	NPC477395
Remote Similarity	0.6608	NPC305542
Remote Similarity	0.6605	NPC474059
Remote Similarity	0.6598	NPC120239
Remote Similarity	0.6596	NPC473458
Remote Similarity	0.6596	NPC470480
Remote Similarity	0.6595	NPC7560
Remote Similarity	0.6589	NPC14994
Remote Similarity	0.6579	NPC114468
Remote Similarity	0.6568	NPC274640
Remote Similarity	0.656	NPC198401
Remote Similarity	0.6553	NPC476436
Remote Similarity	0.655	NPC148391
Remote Similarity	0.654	NPC283810
Remote Similarity	0.6537	NPC299582
Remote Similarity	0.6529	NPC304837
Remote Similarity	0.6529	NPC476258
Remote Similarity	0.6525	NPC13249
Remote Similarity	0.6524	NPC186669
Remote Similarity	0.6515	NPC131977
Remote Similarity	0.6511	NPC231924
Remote Similarity	0.6507	NPC39500
Remote Similarity	0.65	NPC161804
Remote Similarity	0.6498	NPC1820
Remote Similarity	0.6491	NPC218303
Remote Similarity	0.649	NPC477393
Remote Similarity	0.6483	NPC285254
Remote Similarity	0.6478	NPC2905
Remote Similarity	0.6475	NPC469722
Remote Similarity	0.6473	NPC224970
Remote Similarity	0.6473	NPC33507
Remote Similarity	0.6473	NPC223595
Remote Similarity	0.6473	NPC167724
Remote Similarity	0.6466	NPC134702
Remote Similarity	0.6466	NPC87560
Remote Similarity	0.6462	NPC166169
Remote Similarity	0.6453	NPC118189
Remote Similarity	0.6453	NPC76478
Remote Similarity	0.6453	NPC61013
Remote Similarity	0.6452	NPC45389
Remote Similarity	0.6449	NPC302235
Remote Similarity	0.6447	NPC25961
Remote Similarity	0.6446	NPC314702
Remote Similarity	0.6444	NPC268077
Remote Similarity	0.6444	NPC163829
Remote Similarity	0.6441	NPC477394
Remote Similarity	0.6438	NPC203972
Remote Similarity	0.6437	NPC477396
Remote Similarity	0.6435	NPC473815
Remote Similarity	0.6432	NPC285192
Remote Similarity	0.6429	NPC194740
Remote Similarity	0.6426	NPC144452
Remote Similarity	0.6425	NPC472114
Remote Similarity	0.6425	NPC472115
Remote Similarity	0.6422	NPC193410
Remote Similarity	0.6422	NPC25401
Remote Similarity	0.6422	NPC36495
Remote Similarity	0.6417	NPC476429
Remote Similarity	0.6413	NPC138830
Remote Similarity	0.6407	NPC118228
Remote Similarity	0.6402	NPC159963
Remote Similarity	0.64	NPC41216
Remote Similarity	0.64	NPC207971
Remote Similarity	0.64	NPC144691
Remote Similarity	0.6395	NPC182853
Remote Similarity	0.6395	NPC195120
Remote Similarity	0.639	NPC248117
Remote Similarity	0.6385	NPC98416
Remote Similarity	0.638	NPC170333
Remote Similarity	0.6368	NPC127082
Remote Similarity	0.6367	NPC148889
Remote Similarity	0.6364	NPC268223
Remote Similarity	0.6356	NPC208522
Remote Similarity	0.6344	NPC158551
Remote Similarity	0.6343	NPC52262
Remote Similarity	0.634	NPC157983
Remote Similarity	0.634	NPC118154
Remote Similarity	0.6338	NPC218594
Remote Similarity	0.6338	NPC99043
Remote Similarity	0.6336	NPC316297
Remote Similarity	0.6336	NPC314817
Remote Similarity	0.6336	NPC66191
Remote Similarity	0.6335	NPC469815
Remote Similarity	0.6335	NPC243626
Remote Similarity	0.6335	NPC230313
Remote Similarity	0.6335	NPC469816
Remote Similarity	0.6332	NPC477160
Remote Similarity	0.6329	NPC51388
Remote Similarity	0.6325	NPC471198
Remote Similarity	0.6323	NPC71124
Remote Similarity	0.6318	NPC257851
Remote Similarity	0.6316	NPC321428
Remote Similarity	0.6309	NPC470002
Remote Similarity	0.6309	NPC470001
Remote Similarity	0.6308	NPC319645
Remote Similarity	0.6303	NPC73280
Remote Similarity	0.6301	NPC475844
Remote Similarity	0.63	NPC470484
Remote Similarity	0.63	NPC133156
Remote Similarity	0.6298	NPC288987
Remote Similarity	0.6298	NPC470069
Remote Similarity	0.6298	NPC219397
Remote Similarity	0.6298	NPC52059
Remote Similarity	0.6296	NPC39370
Remote Similarity	0.6295	NPC107828
Remote Similarity	0.6295	NPC90358
Remote Similarity	0.6295	NPC67401
Remote Similarity	0.629	NPC94499
Remote Similarity	0.629	NPC470485
Remote Similarity	0.6287	NPC251071
Remote Similarity	0.6287	NPC314223
Remote Similarity	0.6286	NPC472118
Remote Similarity	0.6282	NPC471197
Remote Similarity	0.6278	NPC470021
Remote Similarity	0.6278	NPC90967
Remote Similarity	0.6277	NPC187501
Remote Similarity	0.6274	NPC329338

Drug Structure

NPD4455 OpenBabel08211705262D 33 37 0 0 1 0 0 0 0 0999 V2000 -0.8358 1.7522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3843 1.1330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8895 0.3960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7877 -0.5723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2275 -2.2749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4008 1.4894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7572 -0.8144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4392 0.6408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6515 -0.7236 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0707 -1.7881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7572 -1.7881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4271 1.4894 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3843 -1.7881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9140 0.6461 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.0707 -0.8144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3843 -0.8144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9140 -2.2749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2275 -0.3276 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6004 -2.2749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4868 0.8432 0.0000 C 0 0 1 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 -3.5839 1.9762 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.5410 -2.2749 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.4337 1.1655 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5410 -0.3276 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.9140 -0.3276 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.9140 -3.2486 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4437 -1.7881 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6004 -3.2486 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2275 0.6461 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0533 0.4144 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7743 2.0776 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4437 -3.7355 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 30 1 0 0 0 0 3 4 1 0 0 0 0 3 21 1 0 0 0 0 4 21 1 0 0 0 0 5 10 2 0 0 0 0 5 13 1 0 0 0 0 6 12 1 0 0 0 0 7 11 2 0 0 0 0 7 26 1 0 0 0 0 8 20 1 0 0 0 0 8 25 1 0 0 0 0 9 21 1 0 0 0 0 9 25 1 0 0 0 0 10 15 1 0 0 0 0 10 17 1 0 0 0 0 11 17 1 0 0 0 0 11 19 1 0 0 0 0 12 14 1 0 0 0 0 12 22 1 6 0 0 0 13 16 2 0 0 0 0 13 23 1 0 0 0 0 14 6 1 6 0 0 0 14 26 1 0 0 0 0 15 18 2 0 0 0 0 15 26 1 0 0 0 0 16 18 1 0 0 0 0 16 25 1 0 0 0 0 17 27 2 0 0 0 0 18 30 1 0 0 0 0 19 28 2 0 0 0 0 19 29 1 0 0 0 0 20 1 1 6 0 0 0 20 21 1 0 0 0 0 20 24 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	DIB006802
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	419.17
ALogP	-1.0243
MLogP	2.78
XLogP	2.462
HDA	6
HBD	2
Rotatable Bonds	10
TPSA	96.1
RO5 Violation	0