NPASS drugs

Drug Information

Drug ID:	NPD3976
Drug Name:
Molecular Formula:	C20H23ClN6O2
Canonical SMILES:	CON=C(c1ccccc1Nc1cc(ncc1Cl)Nc1cc(nn1C(C)C)C)O
Standard InCHI:	InChI=1S/C20H23ClN6O2/c1-12(2)27-19(9-13(3)25-27)24-18-10-17(15(21)11-22-18)23-16-8-6-5-7-14(16)20(28)26-29-4/h5-12H,1-4H3,(H,26,28)(H2,22,23,24)
Standard InCHIKey:	BVAHPPKGOOJSPU-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3976

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	445
0.1-0.2	5928
0.2-0.3	12673
0.3-0.4	7752
0.4-0.5	1992
0.5-0.6	1647
0.6-0.7	451
0.7-0.8	2
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	0.708	NPC130570
Intermediate Similarity	0.7067	NPC472289
Remote Similarity	0.6965	NPC164664
Remote Similarity	0.6919	NPC131718
Remote Similarity	0.6908	NPC48938
Remote Similarity	0.6853	NPC476464
Remote Similarity	0.685	NPC102423
Remote Similarity	0.6847	NPC105758
Remote Similarity	0.6847	NPC476686
Remote Similarity	0.6847	NPC476688
Remote Similarity	0.6844	NPC62995
Remote Similarity	0.6832	NPC278874
Remote Similarity	0.6814	NPC313791
Remote Similarity	0.678	NPC317054
Remote Similarity	0.6779	NPC477891
Remote Similarity	0.6732	NPC208060
Remote Similarity	0.6716	NPC224632
Remote Similarity	0.6711	NPC471603
Remote Similarity	0.67	NPC49217
Remote Similarity	0.6684	NPC471312
Remote Similarity	0.6683	NPC311276
Remote Similarity	0.6667	NPC469765
Remote Similarity	0.6667	NPC469763
Remote Similarity	0.6667	NPC73952
Remote Similarity	0.6667	NPC469760
Remote Similarity	0.6667	NPC469786
Remote Similarity	0.6667	NPC259644
Remote Similarity	0.6667	NPC25008
Remote Similarity	0.665	NPC469762
Remote Similarity	0.6635	NPC284678
Remote Similarity	0.6633	NPC70922
Remote Similarity	0.6633	NPC211572
Remote Similarity	0.6633	NPC212376
Remote Similarity	0.6633	NPC120070
Remote Similarity	0.6633	NPC75540
Remote Similarity	0.6633	NPC80597
Remote Similarity	0.6619	NPC144114
Remote Similarity	0.6618	NPC49954
Remote Similarity	0.6618	NPC160105
Remote Similarity	0.6618	NPC474561
Remote Similarity	0.6608	NPC282247
Remote Similarity	0.6607	NPC476465
Remote Similarity	0.6601	NPC476118
Remote Similarity	0.6601	NPC162268
Remote Similarity	0.66	NPC469785
Remote Similarity	0.6585	NPC63751
Remote Similarity	0.6581	NPC132631
Remote Similarity	0.6581	NPC103687
Remote Similarity	0.6574	NPC324149
Remote Similarity	0.6574	NPC477166
Remote Similarity	0.6574	NPC304187
Remote Similarity	0.657	NPC314603
Remote Similarity	0.6566	NPC24678
Remote Similarity	0.6566	NPC105818
Remote Similarity	0.656	NPC242209
Remote Similarity	0.6555	NPC59269
Remote Similarity	0.6552	NPC282231
Remote Similarity	0.6552	NPC470203
Remote Similarity	0.6547	NPC475070
Remote Similarity	0.654	NPC192270
Remote Similarity	0.654	NPC233936
Remote Similarity	0.6535	NPC92796
Remote Similarity	0.6535	NPC135141
Remote Similarity	0.6526	NPC15102
Remote Similarity	0.6518	NPC56271
Remote Similarity	0.6507	NPC150048
Remote Similarity	0.6507	NPC203754
Remote Similarity	0.6502	NPC171393
Remote Similarity	0.6502	NPC279918
Remote Similarity	0.6502	NPC295452
Remote Similarity	0.6502	NPC470204
Remote Similarity	0.6498	NPC473342
Remote Similarity	0.6498	NPC99666
Remote Similarity	0.6498	NPC477167
Remote Similarity	0.6485	NPC212742
Remote Similarity	0.6485	NPC129721
Remote Similarity	0.6483	NPC107160
Remote Similarity	0.6481	NPC473317
Remote Similarity	0.6481	NPC95783
Remote Similarity	0.6476	NPC293472
Remote Similarity	0.6473	NPC470500
Remote Similarity	0.6471	NPC225018
Remote Similarity	0.6465	NPC254762
Remote Similarity	0.6459	NPC471579
Remote Similarity	0.6456	NPC54988
Remote Similarity	0.6453	NPC230869
Remote Similarity	0.6449	NPC314002
Remote Similarity	0.6447	NPC314372
Remote Similarity	0.6447	NPC159856
Remote Similarity	0.6444	NPC475288
Remote Similarity	0.6442	NPC158129
Remote Similarity	0.6439	NPC40779
Remote Similarity	0.6439	NPC194640
Remote Similarity	0.6434	NPC39092
Remote Similarity	0.6429	NPC477890
Remote Similarity	0.6429	NPC288785
Remote Similarity	0.6425	NPC265576
Remote Similarity	0.6425	NPC201700
Remote Similarity	0.6419	NPC171171
Remote Similarity	0.6416	NPC243850
Remote Similarity	0.6411	NPC313730
Remote Similarity	0.6409	NPC472193
Remote Similarity	0.6408	NPC41333
Remote Similarity	0.6406	NPC471593
Remote Similarity	0.6404	NPC5145
Remote Similarity	0.6402	NPC108011
Remote Similarity	0.6402	NPC204717
Remote Similarity	0.64	NPC470505
Remote Similarity	0.6398	NPC125597
Remote Similarity	0.6395	NPC250178
Remote Similarity	0.639	NPC471177
Remote Similarity	0.639	NPC124542
Remote Similarity	0.639	NPC59779
Remote Similarity	0.6389	NPC317030
Remote Similarity	0.6389	NPC46580
Remote Similarity	0.6381	NPC469938
Remote Similarity	0.638	NPC77555
Remote Similarity	0.6373	NPC477591
Remote Similarity	0.6372	NPC188387
Remote Similarity	0.6372	NPC163421
Remote Similarity	0.6368	NPC176199
Remote Similarity	0.6368	NPC215795
Remote Similarity	0.6364	NPC133366
Remote Similarity	0.6359	NPC32002
Remote Similarity	0.6359	NPC315348
Remote Similarity	0.6359	NPC97367
Remote Similarity	0.6355	NPC141353
Remote Similarity	0.6355	NPC220765
Remote Similarity	0.6351	NPC212213
Remote Similarity	0.6349	NPC180504
Remote Similarity	0.6345	NPC190296
Remote Similarity	0.6343	NPC94752
Remote Similarity	0.6343	NPC474707
Remote Similarity	0.6338	NPC314491
Remote Similarity	0.6335	NPC194967
Remote Similarity	0.6333	NPC34508
Remote Similarity	0.6329	NPC471178
Remote Similarity	0.6323	NPC476167
Remote Similarity	0.6321	NPC184964
Remote Similarity	0.6321	NPC68354
Remote Similarity	0.6321	NPC151939
Remote Similarity	0.6321	NPC96890
Remote Similarity	0.6321	NPC248454
Remote Similarity	0.6318	NPC474177
Remote Similarity	0.6316	NPC314957
Remote Similarity	0.6316	NPC194411
Remote Similarity	0.6316	NPC477111
Remote Similarity	0.6313	NPC204565
Remote Similarity	0.6311	NPC193761
Remote Similarity	0.6311	NPC473761
Remote Similarity	0.6303	NPC37423
Remote Similarity	0.6303	NPC275305
Remote Similarity	0.6303	NPC2497
Remote Similarity	0.63	NPC470111
Remote Similarity	0.6296	NPC280290
Remote Similarity	0.6294	NPC476454
Remote Similarity	0.6286	NPC470498
Remote Similarity	0.6284	NPC230805
Remote Similarity	0.6284	NPC173028
Remote Similarity	0.6284	NPC321708
Remote Similarity	0.6284	NPC65215
Remote Similarity	0.628	NPC476446
Remote Similarity	0.628	NPC78375
Remote Similarity	0.628	NPC469813
Remote Similarity	0.6279	NPC163055
Remote Similarity	0.6278	NPC192315
Remote Similarity	0.6278	NPC474916
Remote Similarity	0.6274	NPC134586
Remote Similarity	0.6269	NPC37548
Remote Similarity	0.6269	NPC288445
Remote Similarity	0.6269	NPC282531
Remote Similarity	0.6268	NPC317430
Remote Similarity	0.6266	NPC177996
Remote Similarity	0.6266	NPC160666
Remote Similarity	0.6266	NPC147983
Remote Similarity	0.6262	NPC16659
Remote Similarity	0.6262	NPC314919
Remote Similarity	0.6262	NPC122141
Remote Similarity	0.6256	NPC285558
Remote Similarity	0.625	NPC156003
Remote Similarity	0.625	NPC143872
Remote Similarity	0.625	NPC471322
Remote Similarity	0.625	NPC256893
Remote Similarity	0.6244	NPC211997
Remote Similarity	0.6244	NPC236711
Remote Similarity	0.6244	NPC307963
Remote Similarity	0.6239	NPC476041
Remote Similarity	0.6239	NPC304926
Remote Similarity	0.6239	NPC278434
Remote Similarity	0.6239	NPC328596
Remote Similarity	0.6239	NPC328318
Remote Similarity	0.6234	NPC54981
Remote Similarity	0.6234	NPC242923
Remote Similarity	0.6233	NPC314394
Remote Similarity	0.6233	NPC267928
Remote Similarity	0.6227	NPC117244
Remote Similarity	0.6227	NPC473763
Remote Similarity	0.6226	NPC189812
Remote Similarity	0.6226	NPC329688
Remote Similarity	0.6225	NPC470507

Drug Structure

NPD3976 OpenBabel08211704332D 32 34 0 0 0 0 0 0 0 0999 V2000 0.5352 1.6473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1590 1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5759 -2.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7078 3.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -0.4067 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 0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -1.9067 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -1.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 0.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 0.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 1.5933 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 6.1097 1.5933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 2.5933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 1.0933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 1.0933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 2.5933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 29 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 14 2 0 0 0 0 8 16 2 0 0 0 0 9 13 1 0 0 0 0 9 19 2 0 0 0 0 10 17 2 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 22 1 0 0 0 0 12 27 1 0 0 0 0 13 25 2 0 0 0 0 14 16 1 0 0 0 0 14 20 1 0 0 0 0 15 17 1 0 0 0 0 15 21 1 0 0 0 0 16 23 1 0 0 0 0 17 23 1 0 0 0 0 18 22 2 0 0 0 0 18 24 1 0 0 0 0 19 24 1 0 0 0 0 19 27 1 0 0 0 0 20 26 2 3 0 0 0 20 28 1 0 0 0 0 23 30 1 0 0 0 0 24 31 1 0 0 0 0 25 27 1 0 0 0 0 26 29 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000929
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	46214930
ChEBI
CAS Number

Drug Properties

Molecular Weight	414.16
ALogP	0.275
MLogP	2.67
XLogP	5.376
HDA	6
HBD	3
Rotatable Bonds	13
TPSA	96.59
RO5 Violation	1