NPASS drugs

Drug Information

Drug ID:	NPD3368
Drug Name:	Pamapimod
Molecular Formula:	C19H20F2N4O4
Canonical SMILES:	OCCC(N=c1[nH]cc2c(n1)n(C)c(=O)c(c2)Oc1ccc(cc1F)F)CCO
Standard InCHI:	InChI=1S/C19H20F2N4O4/c1-25-17-11(10-22-19(24-17)23-13(4-6-26)5-7-27)8-16(18(25)28)29-15-3-2-12(20)9-14(15)21/h2-3,8-10,13,26-27H,4-7H2,1H3,(H,22,23,24)
Standard InCHIKey:	JYYLVUFNAHSSFE-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3368

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	152
0.1-0.2	2020
0.2-0.3	8456
0.3-0.4	4626
0.4-0.5	12818
0.5-0.6	2726
0.6-0.7	92
0.7-0.8	0
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
Remote Similarity	0.6933	NPC13826
Remote Similarity	0.6933	NPC138365
Remote Similarity	0.6933	NPC209195
Remote Similarity	0.6871	NPC274441
Remote Similarity	0.6871	NPC29650
Remote Similarity	0.6748	NPC274732
Remote Similarity	0.6728	NPC196026
Remote Similarity	0.6728	NPC200555
Remote Similarity	0.6646	NPC247018
Remote Similarity	0.6646	NPC307123
Remote Similarity	0.6646	NPC97870
Remote Similarity	0.6611	NPC254700
Remote Similarity	0.6587	NPC77992
Remote Similarity	0.6568	NPC212850
Remote Similarity	0.6568	NPC189724
Remote Similarity	0.6568	NPC83289
Remote Similarity	0.6532	NPC245974
Remote Similarity	0.6512	NPC247298
Remote Similarity	0.6474	NPC9373
Remote Similarity	0.6446	NPC471953
Remote Similarity	0.6393	NPC473502
Remote Similarity	0.6387	NPC235194
Remote Similarity	0.638	NPC141739
Remote Similarity	0.638	NPC320242
Remote Similarity	0.638	NPC136112
Remote Similarity	0.6341	NPC218323
Remote Similarity	0.6324	NPC196091
Remote Similarity	0.6302	NPC299806
Remote Similarity	0.6299	NPC95977
Remote Similarity	0.6287	NPC325479
Remote Similarity	0.6278	NPC315257
Remote Similarity	0.6269	NPC214368
Remote Similarity	0.6257	NPC123011
Remote Similarity	0.6257	NPC256689
Remote Similarity	0.6243	NPC287757
Remote Similarity	0.6243	NPC319320
Remote Similarity	0.6215	NPC324081
Remote Similarity	0.6183	NPC66490
Remote Similarity	0.617	NPC248670
Remote Similarity	0.6168	NPC471321
Remote Similarity	0.6168	NPC471306
Remote Similarity	0.6163	NPC231163
Remote Similarity	0.6163	NPC318591
Remote Similarity	0.6149	NPC204546
Remote Similarity	0.6149	NPC256369
Remote Similarity	0.6146	NPC473404
Remote Similarity	0.6141	NPC22014
Remote Similarity	0.6139	NPC473450
Remote Similarity	0.6134	NPC315542
Remote Similarity	0.6126	NPC181905
Remote Similarity	0.6126	NPC475421
Remote Similarity	0.6108	NPC472923
Remote Similarity	0.6107	NPC313918
Remote Similarity	0.6105	NPC307682
Remote Similarity	0.6099	NPC233926
Remote Similarity	0.6096	NPC280022
Remote Similarity	0.608	NPC473804
Remote Similarity	0.6077	NPC473580
Remote Similarity	0.6075	NPC469479
Remote Similarity	0.6069	NPC214036
Remote Similarity	0.6069	NPC113236
Remote Similarity	0.6067	NPC132771
Remote Similarity	0.6062	NPC258992
Remote Similarity	0.6061	NPC328267
Remote Similarity	0.6053	NPC164608
Remote Similarity	0.6047	NPC237227
Remote Similarity	0.6045	NPC119569
Remote Similarity	0.604	NPC477552
Remote Similarity	0.604	NPC477550
Remote Similarity	0.6033	NPC469243
Remote Similarity	0.6033	NPC475544
Remote Similarity	0.6031	NPC470112
Remote Similarity	0.6031	NPC167763
Remote Similarity	0.6031	NPC470903
Remote Similarity	0.6029	NPC14390
Remote Similarity	0.6023	NPC297584
Remote Similarity	0.6023	NPC105541
Remote Similarity	0.6023	NPC169766
Remote Similarity	0.6022	NPC47672
Remote Similarity	0.6022	NPC223207
Remote Similarity	0.602	NPC276120
Remote Similarity	0.6011	NPC186617
Remote Similarity	0.601	NPC240130
Remote Similarity	0.601	NPC475564
Remote Similarity	0.601	NPC61332
Remote Similarity	0.601	NPC478005
Remote Similarity	0.601	NPC475409
Remote Similarity	0.601	NPC283207
Remote Similarity	0.601	NPC170302
Remote Similarity	0.6	NPC474881
Remote Similarity	0.6	NPC168861
Remote Similarity	0.6	NPC231862
Remote Similarity	0.599	NPC94862
Remote Similarity	0.5989	NPC304074
Remote Similarity	0.5989	NPC290755
Remote Similarity	0.5989	NPC471771
Remote Similarity	0.598	NPC477551
Remote Similarity	0.5979	NPC471568
Remote Similarity	0.5979	NPC473693
Remote Similarity	0.5978	NPC296085
Remote Similarity	0.5977	NPC214988
Remote Similarity	0.5969	NPC17698
Remote Similarity	0.5969	NPC138083
Remote Similarity	0.5969	NPC158277
Remote Similarity	0.5965	NPC470392
Remote Similarity	0.5965	NPC208022
Remote Similarity	0.5962	NPC194699
Remote Similarity	0.5962	NPC219350
Remote Similarity	0.5959	NPC119652
Remote Similarity	0.5959	NPC97526
Remote Similarity	0.5957	NPC127362
Remote Similarity	0.5943	NPC231572
Remote Similarity	0.5932	NPC266741
Remote Similarity	0.5928	NPC32064
Remote Similarity	0.5926	NPC129486
Remote Similarity	0.5926	NPC469505
Remote Similarity	0.5926	NPC323948
Remote Similarity	0.5924	NPC326333
Remote Similarity	0.5922	NPC311357
Remote Similarity	0.592	NPC469808
Remote Similarity	0.5918	NPC477254
Remote Similarity	0.5916	NPC475532
Remote Similarity	0.5915	NPC314817
Remote Similarity	0.5915	NPC316297
Remote Similarity	0.5915	NPC41801
Remote Similarity	0.5915	NPC263835
Remote Similarity	0.5915	NPC66191
Remote Similarity	0.5907	NPC143450
Remote Similarity	0.5907	NPC473546
Remote Similarity	0.5902	NPC244509
Remote Similarity	0.5901	NPC303370
Remote Similarity	0.59	NPC477526
Remote Similarity	0.59	NPC248822
Remote Similarity	0.5899	NPC81026
Remote Similarity	0.5895	NPC46009
Remote Similarity	0.5895	NPC198254
Remote Similarity	0.5895	NPC276506
Remote Similarity	0.5895	NPC274198
Remote Similarity	0.5893	NPC29477
Remote Similarity	0.5892	NPC244336
Remote Similarity	0.5889	NPC71629
Remote Similarity	0.5885	NPC165285
Remote Similarity	0.5885	NPC16249
Remote Similarity	0.5882	NPC57105
Remote Similarity	0.5882	NPC283079
Remote Similarity	0.5879	NPC83279
Remote Similarity	0.5879	NPC102959
Remote Similarity	0.5876	NPC194671
Remote Similarity	0.5876	NPC269750
Remote Similarity	0.5873	NPC314861
Remote Similarity	0.5869	NPC326027
Remote Similarity	0.5859	NPC262725
Remote Similarity	0.5856	NPC473491
Remote Similarity	0.5855	NPC196243
Remote Similarity	0.5851	NPC158900
Remote Similarity	0.585	NPC60516
Remote Similarity	0.5849	NPC277306
Remote Similarity	0.5849	NPC469442
Remote Similarity	0.5847	NPC39431
Remote Similarity	0.5842	NPC302715
Remote Similarity	0.5842	NPC328763
Remote Similarity	0.5838	NPC56635
Remote Similarity	0.5838	NPC212699
Remote Similarity	0.5838	NPC266425
Remote Similarity	0.5838	NPC207675
Remote Similarity	0.5838	NPC267237
Remote Similarity	0.5838	NPC156311
Remote Similarity	0.5833	NPC95733
Remote Similarity	0.5833	NPC62101
Remote Similarity	0.5833	NPC306804
Remote Similarity	0.5833	NPC273755
Remote Similarity	0.5833	NPC474479
Remote Similarity	0.5825	NPC476661
Remote Similarity	0.5825	NPC242728
Remote Similarity	0.5825	NPC474902
Remote Similarity	0.5816	NPC116096
Remote Similarity	0.5815	NPC476268
Remote Similarity	0.5813	NPC198401
Remote Similarity	0.5812	NPC475123
Remote Similarity	0.5812	NPC329717
Remote Similarity	0.5812	NPC475204
Remote Similarity	0.5805	NPC470441
Remote Similarity	0.5803	NPC471165
Remote Similarity	0.5802	NPC197125
Remote Similarity	0.5799	NPC476249
Remote Similarity	0.5797	NPC476662
Remote Similarity	0.5794	NPC25539
Remote Similarity	0.5789	NPC294516
Remote Similarity	0.5789	NPC473422
Remote Similarity	0.5789	NPC107938
Remote Similarity	0.5787	NPC195814
Remote Similarity	0.5787	NPC325857
Remote Similarity	0.5784	NPC149962
Remote Similarity	0.5784	NPC270811
Remote Similarity	0.5784	NPC471073
Remote Similarity	0.578	NPC478007
Remote Similarity	0.5778	NPC244338
Remote Similarity	0.5778	NPC311658
Remote Similarity	0.5777	NPC123859
Remote Similarity	0.5775	NPC114806

Drug Structure

NPD3368 OpenBabel08211703112D 32 34 0 0 0 0 0 0 0 0999 V2000 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 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 -0.0000 -1.0000 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 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 5.1962 2.0000 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 2.5981 1.5000 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 2.5981 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 6.9282 -0.0000 0.0000 F 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 -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 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 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 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 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 6 1 0 0 0 0 4 13 1 0 0 0 0 5 7 1 0 0 0 0 5 13 1 0 0 0 0 6 26 1 0 0 0 0 7 27 1 0 0 0 0 8 11 1 0 0 0 0 8 16 2 0 0 0 0 9 12 2 0 0 0 0 9 14 1 0 0 0 0 10 11 2 0 0 0 0 10 22 1 0 0 0 0 11 17 1 0 0 0 0 12 20 1 0 0 0 0 13 23 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 15 29 1 0 0 0 0 16 18 1 0 0 0 0 16 29 1 0 0 0 0 17 24 2 0 0 0 0 17 25 1 0 0 0 0 18 25 1 0 0 0 0 18 28 2 0 0 0 0 19 22 1 0 0 0 0 19 23 2 3 0 0 0 19 24 1 0 0 0 0 22 30 1 0 0 0 0 26 31 1 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC010725
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16220188
ChEBI
CAS Number

Drug Properties

Molecular Weight	406.15
ALogP	-2.1606
MLogP	2.45
XLogP	1.534
HDA	7
HBD	3
Rotatable Bonds	12
TPSA	106.75
RO5 Violation	0