NPASS drugs

Drug Information

Drug ID:	NPD3852
Drug Name:
Molecular Formula:	C20H20ClN3
Canonical SMILES:	Clc1ccc(cc1)c1nn(c2c1CCNCC2)Cc1ccccc1
Standard InCHI:	InChI=1S/C20H20ClN3/c21-17-8-6-16(7-9-17)20-18-10-12-22-13-11-19(18)24(23-20)14-15-4-2-1-3-5-15/h1-9,22H,10-14H2
Standard InCHIKey:	UKJPMZGILXATGT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3852

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	848
0.1-0.2	9801
0.2-0.3	13227
0.3-0.4	3768
0.4-0.5	2011
0.5-0.6	977
0.6-0.7	252
0.7-0.8	6
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	0.7578	NPC476464
Intermediate Similarity	0.7215	NPC473868
Intermediate Similarity	0.7215	NPC63157
Intermediate Similarity	0.7091	NPC476297
Intermediate Similarity	0.7089	NPC32002
Intermediate Similarity	0.7089	NPC315348
Remote Similarity	0.6994	NPC21605
Remote Similarity	0.6989	NPC314919
Remote Similarity	0.6974	NPC250361
Remote Similarity	0.6968	NPC475450
Remote Similarity	0.6962	NPC105127
Remote Similarity	0.6954	NPC471579
Remote Similarity	0.6937	NPC469783
Remote Similarity	0.6937	NPC469779
Remote Similarity	0.6937	NPC469784
Remote Similarity	0.6937	NPC59084
Remote Similarity	0.6937	NPC469767
Remote Similarity	0.6937	NPC469780
Remote Similarity	0.6937	NPC469761
Remote Similarity	0.6937	NPC469768
Remote Similarity	0.6933	NPC288838
Remote Similarity	0.6909	NPC53947
Remote Similarity	0.6905	NPC477887
Remote Similarity	0.6903	NPC22079
Remote Similarity	0.6899	NPC96102
Remote Similarity	0.6899	NPC218268
Remote Similarity	0.6899	NPC325252
Remote Similarity	0.6894	NPC469766
Remote Similarity	0.6883	NPC473762
Remote Similarity	0.6875	NPC73767
Remote Similarity	0.6875	NPC110126
Remote Similarity	0.6855	NPC84911
Remote Similarity	0.6839	NPC473587
Remote Similarity	0.6835	NPC198988
Remote Similarity	0.6832	NPC2949
Remote Similarity	0.6832	NPC115611
Remote Similarity	0.6832	NPC284635
Remote Similarity	0.6816	NPC83381
Remote Similarity	0.6815	NPC473930
Remote Similarity	0.6805	NPC316910
Remote Similarity	0.6795	NPC475428
Remote Similarity	0.6792	NPC261195
Remote Similarity	0.6792	NPC29886
Remote Similarity	0.679	NPC476454
Remote Similarity	0.6786	NPC476219
Remote Similarity	0.6776	NPC471593
Remote Similarity	0.677	NPC88097
Remote Similarity	0.6765	NPC477591
Remote Similarity	0.6752	NPC82295
Remote Similarity	0.6752	NPC179365
Remote Similarity	0.675	NPC125746
Remote Similarity	0.6744	NPC317105
Remote Similarity	0.6735	NPC317031
Remote Similarity	0.6728	NPC279081
Remote Similarity	0.6726	NPC325903
Remote Similarity	0.6711	NPC41174
Remote Similarity	0.6706	NPC216643
Remote Similarity	0.6687	NPC469811
Remote Similarity	0.6667	NPC204141
Remote Similarity	0.6667	NPC92796
Remote Similarity	0.6667	NPC470233
Remote Similarity	0.6667	NPC314372
Remote Similarity	0.6667	NPC135141
Remote Similarity	0.6647	NPC321911
Remote Similarity	0.6647	NPC162799
Remote Similarity	0.6646	NPC190296
Remote Similarity	0.6646	NPC477890
Remote Similarity	0.6627	NPC143872
Remote Similarity	0.6627	NPC63545
Remote Similarity	0.6626	NPC230002
Remote Similarity	0.6613	NPC316359
Remote Similarity	0.6613	NPC315617
Remote Similarity	0.6608	NPC286427
Remote Similarity	0.6607	NPC24678
Remote Similarity	0.6607	NPC33421
Remote Similarity	0.6607	NPC105818
Remote Similarity	0.6587	NPC201380
Remote Similarity	0.6587	NPC179787
Remote Similarity	0.657	NPC56765
Remote Similarity	0.657	NPC41257
Remote Similarity	0.657	NPC206819
Remote Similarity	0.657	NPC475990
Remote Similarity	0.657	NPC221786
Remote Similarity	0.657	NPC318065
Remote Similarity	0.657	NPC474880
Remote Similarity	0.6566	NPC159856
Remote Similarity	0.6564	NPC104483
Remote Similarity	0.6564	NPC312092
Remote Similarity	0.6556	NPC162689
Remote Similarity	0.6556	NPC54102
Remote Similarity	0.6548	NPC2272
Remote Similarity	0.6543	NPC150259
Remote Similarity	0.6543	NPC314102
Remote Similarity	0.6543	NPC251722
Remote Similarity	0.6529	NPC25008
Remote Similarity	0.6529	NPC469760
Remote Similarity	0.6529	NPC259644
Remote Similarity	0.6529	NPC469786
Remote Similarity	0.6529	NPC469765
Remote Similarity	0.6529	NPC469763
Remote Similarity	0.6529	NPC73952
Remote Similarity	0.6524	NPC314058
Remote Similarity	0.6524	NPC316018
Remote Similarity	0.6516	NPC27740
Remote Similarity	0.6509	NPC40070
Remote Similarity	0.6494	NPC470203
Remote Similarity	0.6491	NPC212376
Remote Similarity	0.6491	NPC211572
Remote Similarity	0.6491	NPC70922
Remote Similarity	0.6491	NPC80597
Remote Similarity	0.6491	NPC75540
Remote Similarity	0.649	NPC81561
Remote Similarity	0.6488	NPC471957
Remote Similarity	0.6467	NPC470440
Remote Similarity	0.6453	NPC469785
Remote Similarity	0.6453	NPC115049
Remote Similarity	0.645	NPC37548
Remote Similarity	0.6446	NPC20144
Remote Similarity	0.6441	NPC63751
Remote Similarity	0.6437	NPC44773
Remote Similarity	0.6437	NPC470204
Remote Similarity	0.6437	NPC229173
Remote Similarity	0.6437	NPC215584
Remote Similarity	0.6433	NPC200214
Remote Similarity	0.6425	NPC477611
Remote Similarity	0.6424	NPC148140
Remote Similarity	0.6424	NPC476566
Remote Similarity	0.6416	NPC469762
Remote Similarity	0.641	NPC122718
Remote Similarity	0.6407	NPC242556
Remote Similarity	0.6391	NPC477134
Remote Similarity	0.6389	NPC189812
Remote Similarity	0.6389	NPC329688
Remote Similarity	0.6374	NPC470823
Remote Similarity	0.6374	NPC216713
Remote Similarity	0.637	NPC77294
Remote Similarity	0.6369	NPC86288
Remote Similarity	0.6369	NPC146373
Remote Similarity	0.6369	NPC245244
Remote Similarity	0.6369	NPC166424
Remote Similarity	0.6364	NPC90723
Remote Similarity	0.6353	NPC187951
Remote Similarity	0.6346	NPC46358
Remote Similarity	0.6343	NPC122141
Remote Similarity	0.6337	NPC141926
Remote Similarity	0.6322	NPC236711
Remote Similarity	0.6319	NPC325599
Remote Similarity	0.6316	NPC148592
Remote Similarity	0.6313	NPC116961
Remote Similarity	0.6313	NPC194411
Remote Similarity	0.6301	NPC38736
Remote Similarity	0.6301	NPC34844
Remote Similarity	0.6301	NPC470507
Remote Similarity	0.6294	NPC470111
Remote Similarity	0.6292	NPC49954
Remote Similarity	0.6292	NPC474561
Remote Similarity	0.6278	NPC201634
Remote Similarity	0.6273	NPC282398
Remote Similarity	0.6271	NPC311276
Remote Similarity	0.6271	NPC194640
Remote Similarity	0.6264	NPC285469
Remote Similarity	0.6264	NPC288785
Remote Similarity	0.6264	NPC474958
Remote Similarity	0.6259	NPC302790
Remote Similarity	0.6258	NPC215519
Remote Similarity	0.6257	NPC201700
Remote Similarity	0.6257	NPC124005
Remote Similarity	0.625	NPC279918
Remote Similarity	0.625	NPC472193
Remote Similarity	0.625	NPC313673
Remote Similarity	0.6243	NPC232798
Remote Similarity	0.6235	NPC316069
Remote Similarity	0.623	NPC59269
Remote Similarity	0.6222	NPC474897
Remote Similarity	0.6215	NPC282231
Remote Similarity	0.6215	NPC225018
Remote Similarity	0.6209	NPC313449
Remote Similarity	0.6209	NPC37423
Remote Similarity	0.6209	NPC275305
Remote Similarity	0.6209	NPC192209
Remote Similarity	0.6207	NPC207726
Remote Similarity	0.6205	NPC169433
Remote Similarity	0.6201	NPC160105
Remote Similarity	0.6194	NPC317564
Remote Similarity	0.6188	NPC82331
Remote Similarity	0.6183	NPC471609
Remote Similarity	0.618	NPC21174
Remote Similarity	0.618	NPC40779
Remote Similarity	0.618	NPC271797
Remote Similarity	0.618	NPC247987
Remote Similarity	0.6176	NPC285731
Remote Similarity	0.6175	NPC280852
Remote Similarity	0.6171	NPC51054
Remote Similarity	0.6159	NPC187036
Remote Similarity	0.6158	NPC131718
Remote Similarity	0.6149	NPC138842
Remote Similarity	0.6145	NPC471312
Remote Similarity	0.6145	NPC280864
Remote Similarity	0.6145	NPC2165
Remote Similarity	0.6145	NPC274229

Drug Structure

NPD3852 OpenBabel08211704332D 25 28 0 0 0 0 0 0 0 0999 V2000 -2.2147 2.8452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2202 2.7406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8025 2.0361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8135 1.8271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3958 1.1226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2506 -1.2932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0527 -1.7604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2356 -2.2931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4730 -2.6678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 2.3364 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.4445 -2.9048 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 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6524 -3.8830 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 15 2 0 0 0 0 5 15 1 0 0 0 0 6 8 1 0 0 0 0 6 16 2 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 12 1 0 0 0 0 10 18 1 0 0 0 0 11 13 1 0 0 0 0 11 19 1 0 0 0 0 12 22 1 0 0 0 0 13 22 1 0 0 0 0 14 15 1 0 0 0 0 14 24 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 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 23 2 0 0 0 0 22 25 1 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013068
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11151899
ChEBI
CAS Number

Drug Properties

Molecular Weight	337.13
ALogP	0.3395
MLogP	3.22
XLogP	5.433
HDA	3
HBD	1
Rotatable Bonds	4
TPSA	29.85
RO5 Violation	1