NPASS drugs

Drug Information

Drug ID:	NPD2769
Drug Name:
Molecular Formula:	C18H15ClN2O
Canonical SMILES:	Clc1cccc(c1)COc1ccccc1C(=C)n1cncc1
Standard InCHI:	InChI=1S/C18H15ClN2O/c1-14(21-10-9-20-13-21)17-7-2-3-8-18(17)22-12-15-5-4-6-16(19)11-15/h2-11,13H,1,12H2
Standard InCHIKey:	WHPAGCJNPTUGGD-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2769

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	521
0.1-0.2	4523
0.2-0.3	8328
0.3-0.4	7382
0.4-0.5	8684
0.5-0.6	1345
0.6-0.7	104
0.7-0.8	3
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	0.7731	NPC471614
Intermediate Similarity	0.7512	NPC242923
Intermediate Similarity	0.7264	NPC308906
Remote Similarity	0.693	NPC477806
Remote Similarity	0.693	NPC477796
Remote Similarity	0.693	NPC477795
Remote Similarity	0.693	NPC477805
Remote Similarity	0.6863	NPC280638
Remote Similarity	0.6802	NPC187145
Remote Similarity	0.6697	NPC12100
Remote Similarity	0.6681	NPC30540
Remote Similarity	0.6637	NPC160666
Remote Similarity	0.6577	NPC17305
Remote Similarity	0.6574	NPC113369
Remote Similarity	0.6555	NPC267928
Remote Similarity	0.654	NPC56271
Remote Similarity	0.6538	NPC228206
Remote Similarity	0.6528	NPC174672
Remote Similarity	0.652	NPC115595
Remote Similarity	0.6514	NPC471603
Remote Similarity	0.6462	NPC19872
Remote Similarity	0.6456	NPC472289
Remote Similarity	0.6432	NPC232727
Remote Similarity	0.6406	NPC287208
Remote Similarity	0.6387	NPC469975
Remote Similarity	0.6385	NPC176538
Remote Similarity	0.6385	NPC121772
Remote Similarity	0.6378	NPC475998
Remote Similarity	0.6376	NPC174758
Remote Similarity	0.6347	NPC123976
Remote Similarity	0.6347	NPC167860
Remote Similarity	0.6339	NPC250178
Remote Similarity	0.6332	NPC476518
Remote Similarity	0.633	NPC82548
Remote Similarity	0.63	NPC14651
Remote Similarity	0.63	NPC121658
Remote Similarity	0.6296	NPC245816
Remote Similarity	0.6296	NPC476138
Remote Similarity	0.6269	NPC111624
Remote Similarity	0.6268	NPC471593
Remote Similarity	0.6256	NPC46970
Remote Similarity	0.6222	NPC467439
Remote Similarity	0.6222	NPC197141
Remote Similarity	0.6221	NPC475774
Remote Similarity	0.6205	NPC274982
Remote Similarity	0.6197	NPC13880
Remote Similarity	0.6195	NPC136924
Remote Similarity	0.619	NPC134079
Remote Similarity	0.6188	NPC476287
Remote Similarity	0.6182	NPC476465
Remote Similarity	0.6169	NPC164664
Remote Similarity	0.6165	NPC219963
Remote Similarity	0.6162	NPC471177
Remote Similarity	0.6162	NPC177404
Remote Similarity	0.6162	NPC124542
Remote Similarity	0.6162	NPC59779
Remote Similarity	0.6161	NPC92111
Remote Similarity	0.6157	NPC477019
Remote Similarity	0.6143	NPC296527
Remote Similarity	0.6143	NPC26679
Remote Similarity	0.6141	NPC472068
Remote Similarity	0.614	NPC310118
Remote Similarity	0.6129	NPC54537
Remote Similarity	0.6123	NPC193267
Remote Similarity	0.6123	NPC213530
Remote Similarity	0.6121	NPC237978
Remote Similarity	0.6119	NPC285558
Remote Similarity	0.6119	NPC476581
Remote Similarity	0.6119	NPC16452
Remote Similarity	0.6119	NPC36229
Remote Similarity	0.6114	NPC76748
Remote Similarity	0.6103	NPC84853
Remote Similarity	0.6103	NPC198673
Remote Similarity	0.61	NPC471178
Remote Similarity	0.6091	NPC472067
Remote Similarity	0.6091	NPC26850
Remote Similarity	0.6091	NPC472031
Remote Similarity	0.6091	NPC472066
Remote Similarity	0.6087	NPC266551
Remote Similarity	0.6087	NPC161887
Remote Similarity	0.6083	NPC315957
Remote Similarity	0.6081	NPC185782
Remote Similarity	0.6078	NPC110151
Remote Similarity	0.6071	NPC202768
Remote Similarity	0.6071	NPC53069
Remote Similarity	0.6071	NPC171409
Remote Similarity	0.6071	NPC296482
Remote Similarity	0.6071	NPC96405
Remote Similarity	0.6065	NPC168911
Remote Similarity	0.6061	NPC35761
Remote Similarity	0.6056	NPC324149
Remote Similarity	0.6056	NPC195268
Remote Similarity	0.6056	NPC133140
Remote Similarity	0.6054	NPC290689
Remote Similarity	0.6052	NPC314954
Remote Similarity	0.6041	NPC315257
Remote Similarity	0.6031	NPC282531
Remote Similarity	0.6029	NPC284678
Remote Similarity	0.6028	NPC307963
Remote Similarity	0.6018	NPC470549
Remote Similarity	0.601	NPC144114
Remote Similarity	0.6009	NPC323244
Remote Similarity	0.6	NPC300114
Remote Similarity	0.6	NPC99891
Remote Similarity	0.6	NPC20249
Remote Similarity	0.6	NPC317054
Remote Similarity	0.6	NPC200836
Remote Similarity	0.5991	NPC170114
Remote Similarity	0.5991	NPC239954
Remote Similarity	0.5991	NPC471615
Remote Similarity	0.5984	NPC150447
Remote Similarity	0.5983	NPC168209
Remote Similarity	0.5982	NPC31930
Remote Similarity	0.5981	NPC471609
Remote Similarity	0.598	NPC477591
Remote Similarity	0.5975	NPC39092
Remote Similarity	0.5975	NPC328924
Remote Similarity	0.5973	NPC470500
Remote Similarity	0.5972	NPC251090
Remote Similarity	0.5969	NPC13397
Remote Similarity	0.5963	NPC4071
Remote Similarity	0.5963	NPC476582
Remote Similarity	0.5963	NPC476578
Remote Similarity	0.5953	NPC289786
Remote Similarity	0.5951	NPC208060
Remote Similarity	0.595	NPC316756
Remote Similarity	0.5949	NPC141053
Remote Similarity	0.5948	NPC130570
Remote Similarity	0.5946	NPC472111
Remote Similarity	0.5943	NPC74382
Remote Similarity	0.5943	NPC232872
Remote Similarity	0.5943	NPC206251
Remote Similarity	0.5939	NPC26872
Remote Similarity	0.5936	NPC234197
Remote Similarity	0.5933	NPC118776
Remote Similarity	0.5933	NPC470474
Remote Similarity	0.5933	NPC477891
Remote Similarity	0.5931	NPC60621
Remote Similarity	0.5929	NPC202605
Remote Similarity	0.5929	NPC112206
Remote Similarity	0.5926	NPC472434
Remote Similarity	0.5924	NPC223223
Remote Similarity	0.5921	NPC8022
Remote Similarity	0.5921	NPC62995
Remote Similarity	0.5921	NPC470799
Remote Similarity	0.5919	NPC313189
Remote Similarity	0.5919	NPC135549
Remote Similarity	0.5917	NPC127085
Remote Similarity	0.5915	NPC224327
Remote Similarity	0.5911	NPC11464
Remote Similarity	0.5907	NPC469554
Remote Similarity	0.5905	NPC175150
Remote Similarity	0.5905	NPC243633
Remote Similarity	0.5902	NPC85482
Remote Similarity	0.5899	NPC242209
Remote Similarity	0.5899	NPC473053
Remote Similarity	0.5899	NPC194967
Remote Similarity	0.589	NPC187558
Remote Similarity	0.589	NPC287437
Remote Similarity	0.5885	NPC208284
Remote Similarity	0.5882	NPC278874
Remote Similarity	0.5882	NPC295898
Remote Similarity	0.588	NPC122436
Remote Similarity	0.588	NPC226202
Remote Similarity	0.5877	NPC50511
Remote Similarity	0.5872	NPC224928
Remote Similarity	0.587	NPC473822
Remote Similarity	0.5859	NPC251160
Remote Similarity	0.5856	NPC53144
Remote Similarity	0.5852	NPC288349
Remote Similarity	0.5845	NPC72211
Remote Similarity	0.5844	NPC171393
Remote Similarity	0.5844	NPC295452
Remote Similarity	0.5844	NPC292958
Remote Similarity	0.5842	NPC224632
Remote Similarity	0.5841	NPC5145
Remote Similarity	0.584	NPC101543
Remote Similarity	0.5833	NPC266931
Remote Similarity	0.583	NPC475070
Remote Similarity	0.583	NPC264166
Remote Similarity	0.583	NPC329708
Remote Similarity	0.583	NPC274291
Remote Similarity	0.583	NPC118832
Remote Similarity	0.583	NPC47059
Remote Similarity	0.583	NPC165349
Remote Similarity	0.5826	NPC70259
Remote Similarity	0.5825	NPC476686
Remote Similarity	0.5825	NPC105758
Remote Similarity	0.5825	NPC476688
Remote Similarity	0.5811	NPC211813
Remote Similarity	0.581	NPC168486
Remote Similarity	0.581	NPC222592
Remote Similarity	0.5802	NPC84478
Remote Similarity	0.5796	NPC469589
Remote Similarity	0.5794	NPC254762
Remote Similarity	0.5792	NPC285635
Remote Similarity	0.5792	NPC11017
Remote Similarity	0.5792	NPC25899
Remote Similarity	0.5789	NPC283152
Remote Similarity	0.5789	NPC472098

Drug Structure

NPD2769 OpenBabel08211702552D 22 24 0 0 0 0 0 0 0 0999 V2000 -0.0000 -2.0000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -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 0.0000 1.0000 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 -2.6456 -1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 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 -1.8366 -2.9945 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 2.5981 -0.5000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -3.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 2 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 15 1 0 0 0 0 6 16 2 0 0 0 0 7 17 2 0 0 0 0 8 18 2 0 0 0 0 9 10 2 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 15 1 0 0 0 0 12 22 1 0 0 0 0 13 20 2 0 0 0 0 13 21 1 0 0 0 0 14 17 1 0 0 0 0 14 21 1 0 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002223
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	310.09
ALogP	0.8757
MLogP	3
XLogP	5.792
HDA	2
HBD	0
Rotatable Bonds	6
TPSA	27.05
RO5 Violation	1