NPASS drugs

Drug Information

Drug ID:	NPD3854
Drug Name:	Sd-0006
Molecular Formula:	C20H20ClN5O2
Canonical SMILES:	OCC(=O)N1CCC(CC1)c1n[nH]c(c1c1ccncn1)c1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C20H20ClN5O2/c21-15-3-1-13(2-4-15)19-18(16-5-8-22-12-23-16)20(25-24-19)14-6-9-26(10-7-14)17(28)11-27/h1-5,8,12,14,27H,6-7,9-11H2,(H,24,25)
Standard InCHIKey:	CATQHDWESBRRQA-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3854

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	473
0.1-0.2	6626
0.2-0.3	17675
0.3-0.4	2733
0.4-0.5	1803
0.5-0.6	1286
0.6-0.7	293
0.7-0.8	1
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	0.7044	NPC471579
Remote Similarity	0.6897	NPC116961
Remote Similarity	0.6878	NPC317054
Remote Similarity	0.6711	NPC470731
Remote Similarity	0.67	NPC476464
Remote Similarity	0.6682	NPC472289
Remote Similarity	0.6667	NPC16659
Remote Similarity	0.6634	NPC49217
Remote Similarity	0.6633	NPC470233
Remote Similarity	0.6632	NPC315348
Remote Similarity	0.6632	NPC32002
Remote Similarity	0.6622	NPC471617
Remote Similarity	0.6619	NPC265710
Remote Similarity	0.6589	NPC94752
Remote Similarity	0.6582	NPC69843
Remote Similarity	0.6569	NPC470203
Remote Similarity	0.6565	NPC470732
Remote Similarity	0.6537	NPC478184
Remote Similarity	0.6535	NPC54981
Remote Similarity	0.652	NPC470204
Remote Similarity	0.6495	NPC228835
Remote Similarity	0.6494	NPC471192
Remote Similarity	0.6493	NPC473380
Remote Similarity	0.6493	NPC240088
Remote Similarity	0.6479	NPC233936
Remote Similarity	0.6468	NPC327095
Remote Similarity	0.6468	NPC312942
Remote Similarity	0.6463	NPC320968
Remote Similarity	0.6462	NPC11126
Remote Similarity	0.6462	NPC12649
Remote Similarity	0.6456	NPC478182
Remote Similarity	0.6441	NPC40455
Remote Similarity	0.6441	NPC476817
Remote Similarity	0.6432	NPC24864
Remote Similarity	0.6422	NPC469762
Remote Similarity	0.6416	NPC473376
Remote Similarity	0.6415	NPC68354
Remote Similarity	0.6414	NPC19170
Remote Similarity	0.6407	NPC282247
Remote Similarity	0.6404	NPC116555
Remote Similarity	0.6404	NPC71238
Remote Similarity	0.6404	NPC120070
Remote Similarity	0.6394	NPC56233
Remote Similarity	0.6391	NPC72956
Remote Similarity	0.639	NPC293487
Remote Similarity	0.639	NPC477591
Remote Similarity	0.638	NPC294693
Remote Similarity	0.6376	NPC213629
Remote Similarity	0.6375	NPC470730
Remote Similarity	0.6375	NPC477175
Remote Similarity	0.6373	NPC469785
Remote Similarity	0.6371	NPC130570
Remote Similarity	0.6371	NPC64216
Remote Similarity	0.6368	NPC473640
Remote Similarity	0.6364	NPC6865
Remote Similarity	0.6364	NPC153980
Remote Similarity	0.6359	NPC17273
Remote Similarity	0.6359	NPC135601
Remote Similarity	0.6359	NPC122141
Remote Similarity	0.6359	NPC141612
Remote Similarity	0.6359	NPC474707
Remote Similarity	0.6356	NPC469308
Remote Similarity	0.6349	NPC475969
Remote Similarity	0.6349	NPC475859
Remote Similarity	0.6341	NPC477887
Remote Similarity	0.6339	NPC100321
Remote Similarity	0.6337	NPC40070
Remote Similarity	0.6336	NPC54744
Remote Similarity	0.6333	NPC297862
Remote Similarity	0.633	NPC17059
Remote Similarity	0.633	NPC204565
Remote Similarity	0.6329	NPC253987
Remote Similarity	0.6329	NPC225018
Remote Similarity	0.6326	NPC47596
Remote Similarity	0.6324	NPC476219
Remote Similarity	0.6322	NPC165743
Remote Similarity	0.6321	NPC37423
Remote Similarity	0.6321	NPC275305
Remote Similarity	0.6318	NPC117244
Remote Similarity	0.6318	NPC473763
Remote Similarity	0.6316	NPC478183
Remote Similarity	0.6313	NPC99939
Remote Similarity	0.6313	NPC308931
Remote Similarity	0.6311	NPC135141
Remote Similarity	0.6311	NPC92796
Remote Similarity	0.6301	NPC65215
Remote Similarity	0.6301	NPC173028
Remote Similarity	0.63	NPC470440
Remote Similarity	0.63	NPC314372
Remote Similarity	0.6295	NPC265576
Remote Similarity	0.6293	NPC471193
Remote Similarity	0.6293	NPC471603
Remote Similarity	0.6293	NPC471194
Remote Similarity	0.6288	NPC54420
Remote Similarity	0.6286	NPC63751
Remote Similarity	0.6283	NPC475506
Remote Similarity	0.6281	NPC190296
Remote Similarity	0.6279	NPC314919
Remote Similarity	0.6275	NPC200214
Remote Similarity	0.6269	NPC143872
Remote Similarity	0.6262	NPC59269
Remote Similarity	0.6256	NPC32534
Remote Similarity	0.6256	NPC24678
Remote Similarity	0.6256	NPC105818
Remote Similarity	0.6256	NPC155143
Remote Similarity	0.6256	NPC317030
Remote Similarity	0.6255	NPC238945
Remote Similarity	0.6255	NPC267811
Remote Similarity	0.625	NPC478185
Remote Similarity	0.624	NPC477176
Remote Similarity	0.624	NPC470729
Remote Similarity	0.6238	NPC160105
Remote Similarity	0.6238	NPC474561
Remote Similarity	0.6238	NPC49954
Remote Similarity	0.6238	NPC54988
Remote Similarity	0.6235	NPC471614
Remote Similarity	0.6234	NPC162860
Remote Similarity	0.6233	NPC176199
Remote Similarity	0.6233	NPC215795
Remote Similarity	0.6229	NPC281049
Remote Similarity	0.6224	NPC107160
Remote Similarity	0.6223	NPC75634
Remote Similarity	0.6221	NPC48938
Remote Similarity	0.622	NPC317105
Remote Similarity	0.622	NPC311276
Remote Similarity	0.622	NPC476446
Remote Similarity	0.622	NPC78375
Remote Similarity	0.622	NPC469813
Remote Similarity	0.622	NPC40779
Remote Similarity	0.6219	NPC159856
Remote Similarity	0.6219	NPC86288
Remote Similarity	0.6215	NPC150048
Remote Similarity	0.6215	NPC203754
Remote Similarity	0.6215	NPC280852
Remote Similarity	0.6214	NPC477177
Remote Similarity	0.6214	NPC474877
Remote Similarity	0.6209	NPC317430
Remote Similarity	0.6209	NPC201700
Remote Similarity	0.6207	NPC282531
Remote Similarity	0.6197	NPC161861
Remote Similarity	0.6195	NPC469760
Remote Similarity	0.6195	NPC469763
Remote Similarity	0.6195	NPC469786
Remote Similarity	0.6195	NPC469765
Remote Similarity	0.6195	NPC73952
Remote Similarity	0.6195	NPC259644
Remote Similarity	0.6195	NPC25008
Remote Similarity	0.6195	NPC325903
Remote Similarity	0.6193	NPC21429
Remote Similarity	0.6193	NPC165495
Remote Similarity	0.6188	NPC63545
Remote Similarity	0.6188	NPC474177
Remote Similarity	0.6186	NPC256893
Remote Similarity	0.6186	NPC157583
Remote Similarity	0.6179	NPC194411
Remote Similarity	0.6179	NPC91895
Remote Similarity	0.6176	NPC53947
Remote Similarity	0.6175	NPC307191
Remote Similarity	0.6174	NPC475288
Remote Similarity	0.6168	NPC469938
Remote Similarity	0.6165	NPC211572
Remote Similarity	0.6165	NPC80597
Remote Similarity	0.6165	NPC75540
Remote Similarity	0.6165	NPC212376
Remote Similarity	0.6165	NPC70922
Remote Similarity	0.6164	NPC15102
Remote Similarity	0.6163	NPC63279
Remote Similarity	0.6161	NPC133366
Remote Similarity	0.6158	NPC201380
Remote Similarity	0.6158	NPC179787
Remote Similarity	0.6158	NPC470111
Remote Similarity	0.6158	NPC469811
Remote Similarity	0.6157	NPC248462
Remote Similarity	0.6154	NPC56765
Remote Similarity	0.615	NPC212213
Remote Similarity	0.615	NPC171317
Remote Similarity	0.615	NPC239954
Remote Similarity	0.615	NPC470498
Remote Similarity	0.6143	NPC473342
Remote Similarity	0.6143	NPC304187
Remote Similarity	0.6143	NPC477166
Remote Similarity	0.6143	NPC477167
Remote Similarity	0.614	NPC300183
Remote Similarity	0.6139	NPC204141
Remote Similarity	0.6138	NPC297642
Remote Similarity	0.6131	NPC73767
Remote Similarity	0.6131	NPC110126
Remote Similarity	0.6127	NPC321911
Remote Similarity	0.6126	NPC95783
Remote Similarity	0.6124	NPC279918
Remote Similarity	0.6123	NPC293917
Remote Similarity	0.6121	NPC314957
Remote Similarity	0.6121	NPC472123
Remote Similarity	0.6121	NPC314603
Remote Similarity	0.612	NPC171393
Remote Similarity	0.612	NPC295452
Remote Similarity	0.6119	NPC477003
Remote Similarity	0.6119	NPC470003
Remote Similarity	0.6119	NPC108011
Remote Similarity	0.6117	NPC138842

Drug Structure

NPD3854 OpenBabel08211704332D 30 33 0 0 0 0 0 0 0 0999 V2000 2.4680 2.2382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0032 0.5909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4190 2.5472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9543 0.9000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0032 0.5909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4680 2.2382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9543 0.9000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4190 2.5472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3212 3.1653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1622 1.8781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1132 2.1871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1132 2.1871 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 4.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 3.0388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 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 -3.1622 1.8781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2722 3.4743 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8564 1.5180 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0154 2.8052 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 13 2 0 0 0 0 2 4 2 0 0 0 0 2 13 1 0 0 0 0 3 15 2 0 0 0 0 4 15 1 0 0 0 0 5 8 2 0 0 0 0 5 16 1 0 0 0 0 6 9 1 0 0 0 0 6 14 1 0 0 0 0 7 10 1 0 0 0 0 7 14 1 0 0 0 0 8 22 1 0 0 0 0 9 26 1 0 0 0 0 10 26 1 0 0 0 0 11 17 1 0 0 0 0 11 27 1 0 0 0 0 12 22 2 0 0 0 0 12 23 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 18 1 0 0 0 0 16 23 2 0 0 0 0 17 26 1 0 0 0 0 17 28 2 0 0 0 0 18 19 2 0 0 0 0 18 20 1 0 0 0 0 19 24 1 0 0 0 0 20 25 2 0 0 0 0 24 25 1 0 0 0 0 24 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB07943
ChEMBL	CHEMBL1090173
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	82712
CAS Number

Drug Properties

Molecular Weight	397.13
ALogP	-1.8319
MLogP	2.78
XLogP	2.505
HDA	7
HBD	2
Rotatable Bonds	7
TPSA	95
RO5 Violation	0