NPASS drugs

Drug Information

Drug ID:	NPD3463
Drug Name:	CHS-828
Molecular Formula:	C19H22ClN5O
Canonical SMILES:	N#CNC(=NCCCCCCOc1ccc(cc1)Cl)N=c1cc[nH]cc1
Standard InCHI:	InChI=1S/C19H22ClN5O/c20-16-5-7-18(8-6-16)26-14-4-2-1-3-11-23-19(24-15-21)25-17-9-12-22-13-10-17/h5-10,12-13H,1-4,11,14H2,(H2,22,23,24,25)
Standard InCHIKey:	BOIPLTNGIAPDBY-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3463

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	228
0.1-0.2	3997
0.2-0.3	8797
0.3-0.4	6582
0.4-0.5	10380
0.5-0.6	856
0.6-0.7	50
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	0.6738	NPC256369
Remote Similarity	0.6667	NPC473874
Remote Similarity	0.6615	NPC313918
Remote Similarity	0.6573	NPC263835
Remote Similarity	0.649	NPC274732
Remote Similarity	0.649	NPC471953
Remote Similarity	0.6454	NPC303370
Remote Similarity	0.6429	NPC26524
Remote Similarity	0.641	NPC83289
Remote Similarity	0.641	NPC212850
Remote Similarity	0.641	NPC189724
Remote Similarity	0.6408	NPC258992
Remote Similarity	0.64	NPC471321
Remote Similarity	0.64	NPC471306
Remote Similarity	0.6395	NPC328267
Remote Similarity	0.6382	NPC208022
Remote Similarity	0.6331	NPC95977
Remote Similarity	0.631	NPC475998
Remote Similarity	0.6294	NPC208280
Remote Similarity	0.6284	NPC315632
Remote Similarity	0.6284	NPC255253
Remote Similarity	0.625	NPC247298
Remote Similarity	0.6173	NPC245974
Remote Similarity	0.617	NPC166837
Remote Similarity	0.6169	NPC247018
Remote Similarity	0.6169	NPC307123
Remote Similarity	0.6169	NPC97870
Remote Similarity	0.6154	NPC237227
Remote Similarity	0.6154	NPC22014
Remote Similarity	0.6138	NPC161768
Remote Similarity	0.6129	NPC297584
Remote Similarity	0.6087	NPC78530
Remote Similarity	0.6087	NPC42383
Remote Similarity	0.6084	NPC264782
Remote Similarity	0.6081	NPC83279
Remote Similarity	0.6071	NPC146530
Remote Similarity	0.6071	NPC97811
Remote Similarity	0.6067	NPC211218
Remote Similarity	0.6063	NPC125306
Remote Similarity	0.6054	NPC43275
Remote Similarity	0.6051	NPC209195
Remote Similarity	0.6051	NPC13826
Remote Similarity	0.6043	NPC41594
Remote Similarity	0.6039	NPC473987
Remote Similarity	0.6027	NPC323948
Remote Similarity	0.6026	NPC62101
Remote Similarity	0.6026	NPC95733
Remote Similarity	0.6012	NPC156311
Remote Similarity	0.6	NPC186469
Remote Similarity	0.6	NPC76412
Remote Similarity	0.5987	NPC320242
Remote Similarity	0.5987	NPC136112
Remote Similarity	0.5987	NPC141739
Remote Similarity	0.5987	NPC274441
Remote Similarity	0.5986	NPC204617
Remote Similarity	0.5962	NPC470392
Remote Similarity	0.5944	NPC21890
Remote Similarity	0.5928	NPC47672
Remote Similarity	0.5928	NPC13397
Remote Similarity	0.5917	NPC233926
Remote Similarity	0.5909	NPC318429
Remote Similarity	0.5906	NPC160120
Remote Similarity	0.5906	NPC53596
Remote Similarity	0.5906	NPC471308
Remote Similarity	0.5906	NPC41801
Remote Similarity	0.5906	NPC17388
Remote Similarity	0.5906	NPC289330
Remote Similarity	0.5902	NPC232872
Remote Similarity	0.5894	NPC151237
Remote Similarity	0.5894	NPC471315
Remote Similarity	0.5894	NPC471314
Remote Similarity	0.5886	NPC269383
Remote Similarity	0.5886	NPC151030
Remote Similarity	0.5886	NPC29650
Remote Similarity	0.5882	NPC29477
Remote Similarity	0.5875	NPC214988
Remote Similarity	0.5875	NPC470470
Remote Similarity	0.5864	NPC195814
Remote Similarity	0.5849	NPC138365
Remote Similarity	0.5849	NPC470471
Remote Similarity	0.5845	NPC77294
Remote Similarity	0.5844	NPC301713
Remote Similarity	0.5839	NPC471576
Remote Similarity	0.5833	NPC200555
Remote Similarity	0.5833	NPC470706
Remote Similarity	0.5833	NPC196026
Remote Similarity	0.5824	NPC315257
Remote Similarity	0.5823	NPC66643
Remote Similarity	0.5823	NPC267237
Remote Similarity	0.5818	NPC9373
Remote Similarity	0.5817	NPC235370
Remote Similarity	0.581	NPC143450
Remote Similarity	0.5806	NPC186898
Remote Similarity	0.5806	NPC251571
Remote Similarity	0.5802	NPC168861
Remote Similarity	0.5794	NPC124576
Remote Similarity	0.5793	NPC135349
Remote Similarity	0.5793	NPC470472
Remote Similarity	0.5789	NPC298486
Remote Similarity	0.5779	NPC476249
Remote Similarity	0.5778	NPC181905
Remote Similarity	0.5776	NPC318591
Remote Similarity	0.5776	NPC231163
Remote Similarity	0.5774	NPC258222
Remote Similarity	0.5769	NPC155838
Remote Similarity	0.5764	NPC226914
Remote Similarity	0.5762	NPC318357
Remote Similarity	0.5762	NPC205213
Remote Similarity	0.5752	NPC217277
Remote Similarity	0.5734	NPC309982
Remote Similarity	0.5732	NPC195749
Remote Similarity	0.5732	NPC52029
Remote Similarity	0.5732	NPC35961
Remote Similarity	0.573	NPC49315
Remote Similarity	0.5724	NPC14287
Remote Similarity	0.5714	NPC219350
Remote Similarity	0.5714	NPC254700
Remote Similarity	0.5714	NPC194699
Remote Similarity	0.5714	NPC192596
Remote Similarity	0.5714	NPC272463
Remote Similarity	0.5705	NPC153990
Remote Similarity	0.5704	NPC326801
Remote Similarity	0.5697	NPC142803
Remote Similarity	0.5695	NPC321133
Remote Similarity	0.5692	NPC38459
Remote Similarity	0.5692	NPC23837
Remote Similarity	0.5686	NPC27198
Remote Similarity	0.5676	NPC37302
Remote Similarity	0.5669	NPC469977
Remote Similarity	0.5669	NPC283079
Remote Similarity	0.566	NPC214869
Remote Similarity	0.5659	NPC263507
Remote Similarity	0.5659	NPC45112
Remote Similarity	0.5659	NPC271958
Remote Similarity	0.5659	NPC134413
Remote Similarity	0.5652	NPC95755
Remote Similarity	0.5643	NPC51633
Remote Similarity	0.5641	NPC251466
Remote Similarity	0.5638	NPC82963
Remote Similarity	0.5634	NPC470393
Remote Similarity	0.5629	NPC283760
Remote Similarity	0.5629	NPC473769
Remote Similarity	0.5625	NPC24101
Remote Similarity	0.5625	NPC169766
Remote Similarity	0.5625	NPC96224
Remote Similarity	0.5625	NPC273984
Remote Similarity	0.5621	NPC211992
Remote Similarity	0.5612	NPC132725
Remote Similarity	0.5612	NPC314803
Remote Similarity	0.561	NPC477837
Remote Similarity	0.561	NPC477838
Remote Similarity	0.5608	NPC118202
Remote Similarity	0.5602	NPC473804
Remote Similarity	0.56	NPC311737
Remote Similarity	0.56	NPC277306
Remote Similarity	0.56	NPC120075
Remote Similarity	0.56	NPC469442
Remote Similarity	0.56	NPC38458

Drug Structure

NPD3463 OpenBabel08211703112D 28 29 0 0 0 0 0 0 0 0999 V2000 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 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 7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -1.0000 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -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 11.2583 -2.5000 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 9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 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 4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -1.0000 0.0000 O 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 2.5981 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 11 1 0 0 0 0 4 14 1 0 0 0 0 5 7 1 0 0 0 0 5 16 2 0 0 0 0 6 8 2 0 0 0 0 6 16 1 0 0 0 0 7 18 2 0 0 0 0 8 18 1 0 0 0 0 9 12 2 0 0 0 0 9 17 1 0 0 0 0 10 13 2 0 0 0 0 10 17 1 0 0 0 0 11 23 1 0 0 0 0 12 22 1 0 0 0 0 13 22 1 0 0 0 0 14 26 1 0 0 0 0 15 21 3 0 0 0 0 15 24 1 0 0 0 0 16 20 1 0 0 0 0 17 25 2 0 0 0 0 18 26 1 0 0 0 0 19 23 2 3 0 0 0 19 24 1 0 0 0 0 19 25 1 0 0 0 0 22 27 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016020
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	371.15
ALogP	-2.0781
MLogP	2.78
XLogP	3.651
HDA	5
HBD	2
Rotatable Bonds	11
TPSA	81.8
RO5 Violation	0