NPASS drugs

Drug Information

Drug ID:	NPD5423
Drug Name:	Dilmapimod
Molecular Formula:	C23H19F3N4O3
Canonical SMILES:	OCC(N=c1[nH]c(c2ccc(cc2C)F)c2c(n1)n(c(=O)cc2)c1c(F)cccc1F)CO
Standard InCHI:	InChI=1S/C23H19F3N4O3/c1-12-9-13(24)5-6-15(12)20-16-7-8-19(33)30(21-17(25)3-2-4-18(21)26)22(16)29-23(28-20)27-14(10-31)11-32/h2-9,14,31-32H,10-11H2,1H3,(H,27,28,29)
Standard InCHIKey:	ORVNHOYNEHYKJG-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5423

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	131
0.1-0.2	1363
0.2-0.3	9367
0.3-0.4	13873
0.4-0.5	4339
0.5-0.6	1679
0.6-0.7	135
0.7-0.8	3
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	0.7091	NPC84317
Intermediate Similarity	0.7091	NPC172937
Intermediate Similarity	0.7091	NPC94167
Remote Similarity	0.6923	NPC300299
Remote Similarity	0.6905	NPC154478
Remote Similarity	0.6813	NPC2823
Remote Similarity	0.6803	NPC313449
Remote Similarity	0.6802	NPC300631
Remote Similarity	0.6791	NPC106118
Remote Similarity	0.6781	NPC288232
Remote Similarity	0.6766	NPC295021
Remote Similarity	0.6731	NPC325479
Remote Similarity	0.6723	NPC14849
Remote Similarity	0.6708	NPC301760
Remote Similarity	0.6707	NPC117032
Remote Similarity	0.6687	NPC83214
Remote Similarity	0.6685	NPC182057
Remote Similarity	0.6685	NPC131450
Remote Similarity	0.6685	NPC147298
Remote Similarity	0.6667	NPC471132
Remote Similarity	0.6647	NPC471130
Remote Similarity	0.6646	NPC207554
Remote Similarity	0.6632	NPC471155
Remote Similarity	0.6624	NPC53044
Remote Similarity	0.661	NPC248862
Remote Similarity	0.661	NPC328611
Remote Similarity	0.6606	NPC324445
Remote Similarity	0.6598	NPC270241
Remote Similarity	0.659	NPC138293
Remote Similarity	0.659	NPC113056
Remote Similarity	0.658	NPC225400
Remote Similarity	0.6546	NPC470786
Remote Similarity	0.6546	NPC472538
Remote Similarity	0.6543	NPC130251
Remote Similarity	0.6536	NPC283130
Remote Similarity	0.6536	NPC328683
Remote Similarity	0.6532	NPC88970
Remote Similarity	0.6508	NPC471199
Remote Similarity	0.6503	NPC307396
Remote Similarity	0.6474	NPC68650
Remote Similarity	0.6453	NPC104345
Remote Similarity	0.6429	NPC109787
Remote Similarity	0.6419	NPC314141
Remote Similarity	0.6412	NPC285381
Remote Similarity	0.6402	NPC186284
Remote Similarity	0.6402	NPC22082
Remote Similarity	0.6392	NPC295548
Remote Similarity	0.6389	NPC475607
Remote Similarity	0.6368	NPC471192
Remote Similarity	0.6364	NPC471196
Remote Similarity	0.6364	NPC238499
Remote Similarity	0.6364	NPC471195
Remote Similarity	0.6354	NPC474081
Remote Similarity	0.6337	NPC470507
Remote Similarity	0.6333	NPC475594
Remote Similarity	0.6327	NPC471191
Remote Similarity	0.6325	NPC277157
Remote Similarity	0.6319	NPC474041
Remote Similarity	0.6319	NPC77992
Remote Similarity	0.6316	NPC469975
Remote Similarity	0.6312	NPC476687
Remote Similarity	0.6312	NPC476689
Remote Similarity	0.6312	NPC207428
Remote Similarity	0.6312	NPC476685
Remote Similarity	0.63	NPC6865
Remote Similarity	0.63	NPC153980
Remote Similarity	0.6294	NPC474430
Remote Similarity	0.6257	NPC154602
Remote Similarity	0.625	NPC72956
Remote Similarity	0.6243	NPC276430
Remote Similarity	0.623	NPC475761
Remote Similarity	0.6228	NPC469537
Remote Similarity	0.6225	NPC248601
Remote Similarity	0.6222	NPC355
Remote Similarity	0.6221	NPC122106
Remote Similarity	0.622	NPC287358
Remote Similarity	0.6209	NPC220698
Remote Similarity	0.62	NPC187036
Remote Similarity	0.6198	NPC472539
Remote Similarity	0.6198	NPC470787
Remote Similarity	0.6198	NPC472540
Remote Similarity	0.6196	NPC286994
Remote Similarity	0.619	NPC136002
Remote Similarity	0.6188	NPC226662
Remote Similarity	0.6183	NPC21429
Remote Similarity	0.6178	NPC192533
Remote Similarity	0.6175	NPC68354
Remote Similarity	0.617	NPC473815
Remote Similarity	0.6166	NPC472542
Remote Similarity	0.6166	NPC472541
Remote Similarity	0.6164	NPC473498
Remote Similarity	0.6144	NPC192209
Remote Similarity	0.6139	NPC471194
Remote Similarity	0.6139	NPC471193
Remote Similarity	0.6129	NPC316582
Remote Similarity	0.6117	NPC473615
Remote Similarity	0.6111	NPC291610
Remote Similarity	0.6108	NPC88110
Remote Similarity	0.6105	NPC37548
Remote Similarity	0.6105	NPC187951
Remote Similarity	0.6101	NPC252794
Remote Similarity	0.61	NPC71238
Remote Similarity	0.6096	NPC143516
Remote Similarity	0.6095	NPC314186
Remote Similarity	0.6093	NPC296163
Remote Similarity	0.6092	NPC281094
Remote Similarity	0.609	NPC257490
Remote Similarity	0.609	NPC475915
Remote Similarity	0.6089	NPC470508
Remote Similarity	0.6087	NPC472245
Remote Similarity	0.6087	NPC9856
Remote Similarity	0.6085	NPC229484
Remote Similarity	0.6082	NPC254798
Remote Similarity	0.6082	NPC212799
Remote Similarity	0.6081	NPC164802
Remote Similarity	0.6073	NPC92803
Remote Similarity	0.6069	NPC243756
Remote Similarity	0.6066	NPC37423
Remote Similarity	0.6066	NPC275305
Remote Similarity	0.6062	NPC476950
Remote Similarity	0.6054	NPC474973
Remote Similarity	0.6054	NPC130898
Remote Similarity	0.6054	NPC474804
Remote Similarity	0.6053	NPC292675
Remote Similarity	0.6047	NPC321617
Remote Similarity	0.6028	NPC108339
Remote Similarity	0.6027	NPC275467
Remote Similarity	0.6026	NPC279385
Remote Similarity	0.6026	NPC179605
Remote Similarity	0.6025	NPC150863
Remote Similarity	0.6024	NPC132636
Remote Similarity	0.6022	NPC63047
Remote Similarity	0.6022	NPC475248
Remote Similarity	0.6022	NPC16659
Remote Similarity	0.6012	NPC473329
Remote Similarity	0.6012	NPC471574
Remote Similarity	0.601	NPC54981
Remote Similarity	0.6	NPC228515
Remote Similarity	0.5989	NPC299594
Remote Similarity	0.5989	NPC222029
Remote Similarity	0.5988	NPC469560
Remote Similarity	0.5988	NPC314431
Remote Similarity	0.5987	NPC103292
Remote Similarity	0.5987	NPC71684
Remote Similarity	0.5986	NPC471320
Remote Similarity	0.5986	NPC471319
Remote Similarity	0.5977	NPC66936
Remote Similarity	0.5974	NPC470544
Remote Similarity	0.5973	NPC473676
Remote Similarity	0.5973	NPC302790
Remote Similarity	0.5969	NPC18890
Remote Similarity	0.5968	NPC215795
Remote Similarity	0.5968	NPC265710
Remote Similarity	0.5968	NPC176199
Remote Similarity	0.5966	NPC38736
Remote Similarity	0.5966	NPC207726
Remote Similarity	0.5964	NPC325599
Remote Similarity	0.5962	NPC291962
Remote Similarity	0.5962	NPC226143
Remote Similarity	0.5962	NPC177684
Remote Similarity	0.5957	NPC256288
Remote Similarity	0.5955	NPC276085
Remote Similarity	0.5948	NPC33742
Remote Similarity	0.5946	NPC471447
Remote Similarity	0.5944	NPC189116
Remote Similarity	0.5944	NPC472587
Remote Similarity	0.5944	NPC311242
Remote Similarity	0.5942	NPC471197
Remote Similarity	0.5939	NPC313352
Remote Similarity	0.5939	NPC184437
Remote Similarity	0.5938	NPC474926
Remote Similarity	0.5936	NPC91179
Remote Similarity	0.5936	NPC475685
Remote Similarity	0.5935	NPC470545
Remote Similarity	0.5932	NPC285469
Remote Similarity	0.593	NPC264589
Remote Similarity	0.5926	NPC2933
Remote Similarity	0.5924	NPC112373
Remote Similarity	0.5924	NPC161956
Remote Similarity	0.5924	NPC476990
Remote Similarity	0.5924	NPC326232
Remote Similarity	0.5924	NPC258531
Remote Similarity	0.5917	NPC471164
Remote Similarity	0.5915	NPC194857
Remote Similarity	0.5915	NPC32858
Remote Similarity	0.5913	NPC471198
Remote Similarity	0.5906	NPC79618
Remote Similarity	0.5906	NPC434
Remote Similarity	0.5902	NPC194411
Remote Similarity	0.5902	NPC65080
Remote Similarity	0.5901	NPC477937
Remote Similarity	0.5897	NPC470546
Remote Similarity	0.5896	NPC478186
Remote Similarity	0.5895	NPC259626
Remote Similarity	0.589	NPC280807
Remote Similarity	0.5889	NPC476231
Remote Similarity	0.5886	NPC202521
Remote Similarity	0.5886	NPC273830
Remote Similarity	0.5882	NPC11126
Remote Similarity	0.5882	NPC475094

Drug Structure

NPD5423 OpenBabel08211708292D 36 39 0 0 0 0 0 0 0 0999 V2000 -1.7321 -3.0000 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 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 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 -0.0000 3.0000 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 -4.3301 -2.5000 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 -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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 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 -5.1962 -3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 O 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 -2.5981 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 H 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 1 12 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 17 1 0 0 0 0 4 18 2 0 0 0 0 5 6 1 0 0 0 0 5 13 2 0 0 0 0 6 15 2 0 0 0 0 7 8 2 0 0 0 0 7 16 1 0 0 0 0 8 19 1 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 10 31 1 0 0 0 0 11 14 1 0 0 0 0 11 32 1 0 0 0 0 12 15 1 0 0 0 0 13 24 1 0 0 0 0 14 27 1 0 0 0 0 15 20 1 0 0 0 0 16 20 2 0 0 0 0 16 22 1 0 0 0 0 17 21 2 0 0 0 0 17 25 1 0 0 0 0 18 21 1 0 0 0 0 18 26 1 0 0 0 0 19 30 1 0 0 0 0 19 33 2 0 0 0 0 20 28 1 0 0 0 0 21 30 1 0 0 0 0 22 29 2 0 0 0 0 22 30 1 0 0 0 0 23 27 2 3 0 0 0 23 28 1 0 0 0 0 23 29 1 0 0 0 0 28 34 1 0 0 0 0 31 35 1 0 0 0 0 32 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000023; DCL000517
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10297982
ChEBI
CAS Number

Drug Properties

Molecular Weight	456.14
ALogP	0.0032
MLogP	2.89
XLogP	3.209
HDA	7
HBD	3
Rotatable Bonds	11
TPSA	97.52
RO5 Violation	0