NPASS drugs

Drug Information

Drug ID:	NPD2591
Drug Name:	Resiquimod
Molecular Formula:	C17H22N4O2
Canonical SMILES:	CCOCc1nc2c(n1CC(O)(C)C)c1ccccc1[nH]c2=N
Standard InCHI:	InChI=1S/C17H22N4O2/c1-4-23-9-13-20-14-15(21(13)10-17(2,3)22)11-7-5-6-8-12(11)19-16(14)18/h5-8,22H,4,9-10H2,1-3H3,(H2,18,19)
Standard InCHIKey:	BXNMTOQRYBFHNZ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2591

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	311
0.1-0.2	3617
0.2-0.3	16630
0.3-0.4	6173
0.4-0.5	1786
0.5-0.6	1636
0.6-0.7	703
0.7-0.8	34
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	0.7833	NPC317054
Intermediate Similarity	0.7701	NPC476297
Intermediate Similarity	0.7701	NPC476219
Intermediate Similarity	0.7616	NPC114209
Intermediate Similarity	0.7401	NPC120070
Intermediate Similarity	0.7399	NPC204141
Intermediate Similarity	0.7389	NPC470203
Intermediate Similarity	0.7386	NPC469975
Intermediate Similarity	0.7384	NPC42483
Intermediate Similarity	0.7333	NPC470204
Intermediate Similarity	0.7235	NPC216159
Intermediate Similarity	0.7225	NPC476341
Intermediate Similarity	0.7182	NPC300238
Intermediate Similarity	0.7174	NPC49217
Intermediate Similarity	0.712	NPC472110
Intermediate Similarity	0.712	NPC472109
Intermediate Similarity	0.711	NPC104483
Intermediate Similarity	0.7108	NPC71238
Intermediate Similarity	0.7104	NPC225018
Intermediate Similarity	0.7095	NPC250178
Intermediate Similarity	0.7079	NPC282531
Intermediate Similarity	0.7076	NPC198988
Intermediate Similarity	0.7069	NPC115611
Intermediate Similarity	0.7064	NPC158055
Intermediate Similarity	0.7059	NPC476688
Intermediate Similarity	0.7059	NPC476686
Intermediate Similarity	0.7059	NPC105758
Intermediate Similarity	0.7049	NPC122141
Intermediate Similarity	0.7043	NPC278874
Intermediate Similarity	0.7024	NPC116555
Intermediate Similarity	0.7006	NPC470440
Intermediate Similarity	0.7005	NPC54981
Intermediate Similarity	0.7005	NPC160666
Intermediate Similarity	0.7	NPC267811
Remote Similarity	0.6995	NPC108011
Remote Similarity	0.6994	NPC125746
Remote Similarity	0.698	NPC469308
Remote Similarity	0.6979	NPC477891
Remote Similarity	0.6971	NPC59084
Remote Similarity	0.6971	NPC284635
Remote Similarity	0.6947	NPC472122
Remote Similarity	0.6947	NPC24594
Remote Similarity	0.6944	NPC107160
Remote Similarity	0.6943	NPC139291
Remote Similarity	0.6943	NPC472108
Remote Similarity	0.6936	NPC325252
Remote Similarity	0.6932	NPC63157
Remote Similarity	0.6932	NPC473868
Remote Similarity	0.6931	NPC208060
Remote Similarity	0.6927	NPC16659
Remote Similarity	0.6927	NPC179787
Remote Similarity	0.6927	NPC201380
Remote Similarity	0.6923	NPC470507
Remote Similarity	0.6923	NPC471458
Remote Similarity	0.6914	NPC88097
Remote Similarity	0.6911	NPC211997
Remote Similarity	0.6907	NPC284678
Remote Similarity	0.6891	NPC144114
Remote Similarity	0.6891	NPC307191
Remote Similarity	0.689	NPC471603
Remote Similarity	0.6889	NPC37548
Remote Similarity	0.6889	NPC321911
Remote Similarity	0.6882	NPC247987
Remote Similarity	0.6882	NPC311276
Remote Similarity	0.6875	NPC12649
Remote Similarity	0.6875	NPC133261
Remote Similarity	0.6875	NPC2949
Remote Similarity	0.6875	NPC265710
Remote Similarity	0.6872	NPC63545
Remote Similarity	0.6865	NPC255229
Remote Similarity	0.6865	NPC81229
Remote Similarity	0.6862	NPC317430
Remote Similarity	0.6859	NPC134586
Remote Similarity	0.6856	NPC48938
Remote Similarity	0.6856	NPC471609
Remote Similarity	0.6854	NPC242556
Remote Similarity	0.6853	NPC472289
Remote Similarity	0.6849	NPC21461
Remote Similarity	0.6842	NPC472123
Remote Similarity	0.6839	NPC472105
Remote Similarity	0.6839	NPC187827
Remote Similarity	0.6833	NPC470111
Remote Similarity	0.6833	NPC469811
Remote Similarity	0.6828	NPC224632
Remote Similarity	0.6825	NPC164664
Remote Similarity	0.6823	NPC240088
Remote Similarity	0.6823	NPC473380
Remote Similarity	0.6816	NPC314372
Remote Similarity	0.6806	NPC329688
Remote Similarity	0.6806	NPC189812
Remote Similarity	0.6804	NPC233936
Remote Similarity	0.6804	NPC69843
Remote Similarity	0.6798	NPC20144
Remote Similarity	0.6798	NPC190296
Remote Similarity	0.6791	NPC317105
Remote Similarity	0.6791	NPC478184
Remote Similarity	0.6791	NPC21174
Remote Similarity	0.6791	NPC40779
Remote Similarity	0.6791	NPC478182
Remote Similarity	0.6791	NPC271797
Remote Similarity	0.6789	NPC470498
Remote Similarity	0.6789	NPC158129
Remote Similarity	0.6778	NPC143872
Remote Similarity	0.6777	NPC282247
Remote Similarity	0.6777	NPC54744
Remote Similarity	0.6776	NPC325903
Remote Similarity	0.6774	NPC473320
Remote Similarity	0.6768	NPC230805
Remote Similarity	0.6758	NPC24678
Remote Similarity	0.6758	NPC105818
Remote Similarity	0.6757	NPC236711
Remote Similarity	0.6757	NPC299594
Remote Similarity	0.6757	NPC469762
Remote Similarity	0.6755	NPC2165
Remote Similarity	0.6755	NPC195507
Remote Similarity	0.6749	NPC265576
Remote Similarity	0.674	NPC21605
Remote Similarity	0.6739	NPC38736
Remote Similarity	0.6736	NPC326575
Remote Similarity	0.6728	NPC64216
Remote Similarity	0.6728	NPC130570
Remote Similarity	0.6718	NPC314394
Remote Similarity	0.6716	NPC192674
Remote Similarity	0.6703	NPC187951
Remote Similarity	0.6703	NPC124005
Remote Similarity	0.6703	NPC469785
Remote Similarity	0.6703	NPC285469
Remote Similarity	0.6696	NPC472031
Remote Similarity	0.6696	NPC472067
Remote Similarity	0.6696	NPC472066
Remote Similarity	0.6685	NPC469760
Remote Similarity	0.6685	NPC478186
Remote Similarity	0.6685	NPC259644
Remote Similarity	0.6685	NPC73952
Remote Similarity	0.6685	NPC469765
Remote Similarity	0.6685	NPC25008
Remote Similarity	0.6685	NPC469763
Remote Similarity	0.6685	NPC469786
Remote Similarity	0.6667	NPC469896
Remote Similarity	0.6667	NPC141612
Remote Similarity	0.6667	NPC17273
Remote Similarity	0.6667	NPC15840
Remote Similarity	0.6667	NPC40070
Remote Similarity	0.6667	NPC135601
Remote Similarity	0.6652	NPC171393
Remote Similarity	0.6652	NPC295452
Remote Similarity	0.665	NPC469501
Remote Similarity	0.665	NPC469470
Remote Similarity	0.665	NPC21429
Remote Similarity	0.6649	NPC212376
Remote Similarity	0.6649	NPC211572
Remote Similarity	0.6649	NPC70922
Remote Similarity	0.6649	NPC80597
Remote Similarity	0.6649	NPC75540
Remote Similarity	0.6649	NPC68354
Remote Similarity	0.6648	NPC218268
Remote Similarity	0.6647	NPC22079
Remote Similarity	0.6632	NPC160105
Remote Similarity	0.6632	NPC49954
Remote Similarity	0.6632	NPC474561
Remote Similarity	0.6632	NPC469938
Remote Similarity	0.6631	NPC221786
Remote Similarity	0.6631	NPC475990
Remote Similarity	0.6631	NPC293487
Remote Similarity	0.6631	NPC474880
Remote Similarity	0.663	NPC159856
Remote Similarity	0.6629	NPC110126
Remote Similarity	0.6629	NPC73767
Remote Similarity	0.6622	NPC470323
Remote Similarity	0.6616	NPC62510
Remote Similarity	0.6615	NPC11126
Remote Similarity	0.6615	NPC82331
Remote Similarity	0.6614	NPC271734
Remote Similarity	0.6604	NPC320968
Remote Similarity	0.6603	NPC475288
Remote Similarity	0.66	NPC175474
Remote Similarity	0.6599	NPC472104
Remote Similarity	0.6599	NPC143533
Remote Similarity	0.6598	NPC121903
Remote Similarity	0.6598	NPC280852
Remote Similarity	0.6596	NPC229173
Remote Similarity	0.6593	NPC30540
Remote Similarity	0.6592	NPC469768
Remote Similarity	0.6592	NPC469779
Remote Similarity	0.6592	NPC469784
Remote Similarity	0.6592	NPC469780
Remote Similarity	0.6592	NPC469761
Remote Similarity	0.6592	NPC935
Remote Similarity	0.6592	NPC469783
Remote Similarity	0.6592	NPC267078
Remote Similarity	0.6592	NPC469767
Remote Similarity	0.6585	NPC239954
Remote Similarity	0.6585	NPC212213
Remote Similarity	0.6584	NPC477166
Remote Similarity	0.6584	NPC477167
Remote Similarity	0.6584	NPC304187
Remote Similarity	0.6584	NPC473342
Remote Similarity	0.6583	NPC474707
Remote Similarity	0.6583	NPC94752
Remote Similarity	0.6582	NPC91179

Drug Structure

NPD2591 OpenBabel08211702172D 26 28 0 0 0 0 0 0 0 0999 V2000 -6.2709 1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7134 -3.1371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7624 -3.4461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7709 0.3660 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 0.8660 -2.5000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9921 -2.2601 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 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 -0.5000 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 -1.7321 -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 -3.9703 -2.4680 0.0000 C 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.6394 -1.7248 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7709 0.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6176 -1.9328 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 17 1 0 0 0 0 3 17 1 0 0 0 0 4 23 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 11 2 0 0 0 0 8 12 2 0 0 0 0 9 13 1 0 0 0 0 9 23 1 0 0 0 0 10 17 1 0 0 0 0 10 21 1 0 0 0 0 11 12 1 0 0 0 0 11 15 1 0 0 0 0 12 19 1 0 0 0 0 13 20 2 0 0 0 0 13 21 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 17 22 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000215
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	159603
ChEBI
CAS Number

Drug Properties

Molecular Weight	314.17
ALogP	-0.1078
MLogP	2.67
XLogP	2.819
HDA	6
HBD	3
Rotatable Bonds	9
TPSA	83.16
RO5 Violation	0