NPASS drugs

Drug Information

Drug ID:	NPD3888
Drug Name:	DK-507k
Molecular Formula:	C20H21F2N3O4
Canonical SMILES:	COc1c(N2C[C@H](C3(C2)CC3)N)c(F)cc2c1n(cc(c2=O)C(=O)O)[C@@H]1C[C@@H]1F
Standard InCHI:	InChI=1S/C20H21F2N3O4/c1-29-18-15-9(17(26)10(19(27)28)6-25(15)13-5-11(13)21)4-12(22)16(18)24-7-14(23)20(8-24)2-3-20/h4,6,11,13-14H,2-3,5,7-8,23H2,1H3,(H,27,28)/t11-,13+,14+/m0/s1
Standard InCHIKey:	JYRHGXXQSIPDDP-IACUBPJLSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3888

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	268
0.1-0.2	1638
0.2-0.3	6573
0.3-0.4	6541
0.4-0.5	12121
0.5-0.6	3340
0.6-0.7	378
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	0.8788	NPC330683
High Similarity	0.8788	NPC329567
Intermediate Similarity	0.7629	NPC292265
Intermediate Similarity	0.7512	NPC316141
Intermediate Similarity	0.75	NPC314659
Intermediate Similarity	0.7453	NPC246140
Intermediate Similarity	0.7453	NPC195787
Intermediate Similarity	0.7452	NPC218733
Intermediate Similarity	0.7452	NPC138615
Intermediate Similarity	0.7452	NPC265642
Intermediate Similarity	0.7452	NPC132874
Intermediate Similarity	0.745	NPC197335
Intermediate Similarity	0.7389	NPC87391
Intermediate Similarity	0.7282	NPC5630
Intermediate Similarity	0.7256	NPC478075
Intermediate Similarity	0.7186	NPC318183
Intermediate Similarity	0.7183	NPC469732
Intermediate Similarity	0.7163	NPC22476
Intermediate Similarity	0.715	NPC1464
Intermediate Similarity	0.7108	NPC270301
Intermediate Similarity	0.7091	NPC119722
Intermediate Similarity	0.7083	NPC87714
Intermediate Similarity	0.7081	NPC203628
Intermediate Similarity	0.7056	NPC257763
Intermediate Similarity	0.7054	NPC222046
Intermediate Similarity	0.7048	NPC115588
Intermediate Similarity	0.704	NPC126556
Intermediate Similarity	0.7028	NPC303214
Intermediate Similarity	0.7023	NPC232600
Intermediate Similarity	0.7005	NPC475147
Intermediate Similarity	0.7	NPC269449
Remote Similarity	0.6963	NPC112937
Remote Similarity	0.6942	NPC116096
Remote Similarity	0.6937	NPC127996
Remote Similarity	0.6936	NPC151171
Remote Similarity	0.69	NPC122886
Remote Similarity	0.69	NPC19175
Remote Similarity	0.6878	NPC475133
Remote Similarity	0.6861	NPC470481
Remote Similarity	0.6861	NPC470482
Remote Similarity	0.686	NPC472163
Remote Similarity	0.6844	NPC234772
Remote Similarity	0.6834	NPC93653
Remote Similarity	0.6814	NPC195636
Remote Similarity	0.6806	NPC100863
Remote Similarity	0.6787	NPC212123
Remote Similarity	0.6784	NPC77777
Remote Similarity	0.678	NPC291173
Remote Similarity	0.678	NPC154922
Remote Similarity	0.6777	NPC21425
Remote Similarity	0.6771	NPC474366
Remote Similarity	0.6769	NPC241392
Remote Similarity	0.6759	NPC41488
Remote Similarity	0.6759	NPC316282
Remote Similarity	0.6756	NPC30749
Remote Similarity	0.6748	NPC8467
Remote Similarity	0.673	NPC262725
Remote Similarity	0.6725	NPC476069
Remote Similarity	0.6723	NPC301501
Remote Similarity	0.6716	NPC293458
Remote Similarity	0.6714	NPC97584
Remote Similarity	0.67	NPC301163
Remote Similarity	0.6696	NPC128476
Remote Similarity	0.6695	NPC471513
Remote Similarity	0.6681	NPC475609
Remote Similarity	0.6681	NPC288110
Remote Similarity	0.6667	NPC477161
Remote Similarity	0.6653	NPC139373
Remote Similarity	0.6652	NPC176113
Remote Similarity	0.6652	NPC189661
Remote Similarity	0.6651	NPC5167
Remote Similarity	0.6651	NPC85613
Remote Similarity	0.6639	NPC469451
Remote Similarity	0.6639	NPC113455
Remote Similarity	0.6638	NPC223242
Remote Similarity	0.6638	NPC184408
Remote Similarity	0.6638	NPC477397
Remote Similarity	0.6637	NPC305542
Remote Similarity	0.6636	NPC474059
Remote Similarity	0.6625	NPC469450
Remote Similarity	0.6623	NPC7560
Remote Similarity	0.6608	NPC114468
Remote Similarity	0.6597	NPC160113
Remote Similarity	0.6597	NPC476220
Remote Similarity	0.659	NPC198401
Remote Similarity	0.6584	NPC329932
Remote Similarity	0.6579	NPC148391
Remote Similarity	0.6571	NPC283810
Remote Similarity	0.657	NPC469452
Remote Similarity	0.6569	NPC299582
Remote Similarity	0.6567	NPC123241
Remote Similarity	0.6557	NPC120239
Remote Similarity	0.6553	NPC13249
Remote Similarity	0.6553	NPC470480
Remote Similarity	0.6542	NPC314702
Remote Similarity	0.6542	NPC14994
Remote Similarity	0.6528	NPC1820
Remote Similarity	0.6525	NPC274640
Remote Similarity	0.652	NPC218303
Remote Similarity	0.6511	NPC476436
Remote Similarity	0.6507	NPC2905
Remote Similarity	0.6502	NPC477395
Remote Similarity	0.6494	NPC87560
Remote Similarity	0.6494	NPC134702
Remote Similarity	0.6493	NPC166169
Remote Similarity	0.6488	NPC476258
Remote Similarity	0.6488	NPC304837
Remote Similarity	0.6483	NPC473458
Remote Similarity	0.6481	NPC45389
Remote Similarity	0.6481	NPC118189
Remote Similarity	0.6481	NPC76478
Remote Similarity	0.6479	NPC302235
Remote Similarity	0.6476	NPC186669
Remote Similarity	0.6473	NPC131977
Remote Similarity	0.6473	NPC163829
Remote Similarity	0.6468	NPC231924
Remote Similarity	0.6463	NPC39500
Remote Similarity	0.646	NPC285192
Remote Similarity	0.6455	NPC161804
Remote Similarity	0.6441	NPC285254
Remote Similarity	0.6434	NPC469722
Remote Similarity	0.6432	NPC144691
Remote Similarity	0.6429	NPC41216
Remote Similarity	0.6425	NPC223595
Remote Similarity	0.6425	NPC33507
Remote Similarity	0.6425	NPC167724
Remote Similarity	0.6425	NPC224970
Remote Similarity	0.6422	NPC182853
Remote Similarity	0.6422	NPC195120
Remote Similarity	0.6415	NPC98416
Remote Similarity	0.6409	NPC170333
Remote Similarity	0.6404	NPC61013
Remote Similarity	0.6404	NPC25961
Remote Similarity	0.64	NPC268077
Remote Similarity	0.64	NPC314223
Remote Similarity	0.6398	NPC127082
Remote Similarity	0.6393	NPC203972
Remote Similarity	0.6391	NPC268223
Remote Similarity	0.6389	NPC473815
Remote Similarity	0.6387	NPC194740
Remote Similarity	0.6383	NPC144452
Remote Similarity	0.6382	NPC208522
Remote Similarity	0.6382	NPC477393
Remote Similarity	0.6377	NPC472115
Remote Similarity	0.6377	NPC472114
Remote Similarity	0.6376	NPC25401
Remote Similarity	0.6375	NPC476429
Remote Similarity	0.6373	NPC36495
Remote Similarity	0.6373	NPC193410
Remote Similarity	0.6372	NPC158551
Remote Similarity	0.6368	NPC118154
Remote Similarity	0.6368	NPC138830
Remote Similarity	0.6368	NPC157983
Remote Similarity	0.6364	NPC469816
Remote Similarity	0.6364	NPC118228
Remote Similarity	0.6364	NPC314817
Remote Similarity	0.6364	NPC469815
Remote Similarity	0.6364	NPC66191
Remote Similarity	0.6364	NPC316297
Remote Similarity	0.6364	NPC243626
Remote Similarity	0.6364	NPC230313
Remote Similarity	0.636	NPC477160
Remote Similarity	0.6356	NPC207971
Remote Similarity	0.6355	NPC159963
Remote Similarity	0.6344	NPC321428
Remote Similarity	0.6341	NPC248117
Remote Similarity	0.634	NPC319645
Remote Similarity	0.6333	NPC73280
Remote Similarity	0.6331	NPC477396
Remote Similarity	0.6329	NPC477394
Remote Similarity	0.6327	NPC148889
Remote Similarity	0.6323	NPC107828
Remote Similarity	0.6323	NPC90358
Remote Similarity	0.631	NPC185172
Remote Similarity	0.6309	NPC471197
Remote Similarity	0.6301	NPC92803
Remote Similarity	0.6298	NPC127362
Remote Similarity	0.6291	NPC99043
Remote Similarity	0.6291	NPC218594
Remote Similarity	0.6287	NPC51388
Remote Similarity	0.6282	NPC471198
Remote Similarity	0.6278	NPC71124
Remote Similarity	0.6276	NPC257851
Remote Similarity	0.6276	NPC43477
Remote Similarity	0.6273	NPC206109
Remote Similarity	0.6273	NPC114039
Remote Similarity	0.6272	NPC198160
Remote Similarity	0.6267	NPC136573
Remote Similarity	0.6267	NPC176371
Remote Similarity	0.6262	NPC70092
Remote Similarity	0.6261	NPC125924
Remote Similarity	0.626	NPC475844
Remote Similarity	0.6256	NPC301292
Remote Similarity	0.6256	NPC133156
Remote Similarity	0.6256	NPC470484
Remote Similarity	0.6256	NPC313112
Remote Similarity	0.6255	NPC288987
Remote Similarity	0.6255	NPC39370
Remote Similarity	0.6255	NPC219397
Remote Similarity	0.6255	NPC67401

Drug Structure

NPD3888 OpenBabel08211704332D 32 36 0 0 1 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 -4.2283 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1237 0.2514 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 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 -1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 0.4067 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 1.2321 -1.8660 0.0000 C 0 0 1 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 1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8147 -1.2024 0.0000 C 0 0 2 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 -3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 -2.3660 0.0000 F 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 -3.2215 -2.1160 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 4.3301 1.5000 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 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2160 -2.2205 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6337 -2.9250 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 3 1 0 0 0 0 2 20 1 0 0 0 0 3 20 1 0 0 0 0 4 9 2 0 0 0 0 4 12 1 0 0 0 0 5 11 1 0 0 0 0 6 10 2 0 0 0 0 6 25 1 0 0 0 0 7 14 1 0 0 0 0 7 24 1 0 0 0 0 8 20 1 0 0 0 0 8 24 1 0 0 0 0 9 15 1 0 0 0 0 9 17 1 0 0 0 0 10 17 1 0 0 0 0 10 19 1 0 0 0 0 11 13 1 0 0 0 0 11 21 1 6 0 0 0 12 16 2 0 0 0 0 12 22 1 0 0 0 0 13 5 1 6 0 0 0 13 25 1 0 0 0 0 14 20 1 0 0 0 0 14 23 1 1 0 0 0 15 18 2 0 0 0 0 15 25 1 0 0 0 0 16 18 1 0 0 0 0 16 24 1 0 0 0 0 17 26 2 0 0 0 0 18 29 1 0 0 0 0 19 27 2 0 0 0 0 19 28 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	DIB004389
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	405.15
ALogP	-1.2293
MLogP	2.67
XLogP	2.045
HDA	6
HBD	2
Rotatable Bonds	9
TPSA	96.1
RO5 Violation	0