NPASS drugs

Drug Information

Drug ID:	NPD2314
Drug Name:
Molecular Formula:	C17H13ClN2O4
Canonical SMILES:	CC(C(=O)[O-])Oc1ccc(cc1)Oc1cnc2c(n1)cc(cc2)Cl
Standard InCHI:	InChI=1S/C17H13ClN2O4/c1-10(17(21)22)23-12-3-5-13(6-4-12)24-16-9-19-14-7-2-11(18)8-15(14)20-16/h2-10H,1H3,(H,21,22)/p-1
Standard InCHIKey:	NUQZXROIVGBRGR-UHFFFAOYSA-M
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2314

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	375
0.1-0.2	5050
0.2-0.3	8294
0.3-0.4	11306
0.4-0.5	4155
0.5-0.6	1449
0.6-0.7	244
0.7-0.8	16
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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
High Similarity	0.9793	NPC197141
Intermediate Similarity	0.7413	NPC118776
Intermediate Similarity	0.7389	NPC20249
Intermediate Similarity	0.7308	NPC226202
Intermediate Similarity	0.7241	NPC219963
Intermediate Similarity	0.7222	NPC1527
Intermediate Similarity	0.7198	NPC110741
Intermediate Similarity	0.7157	NPC161887
Intermediate Similarity	0.7157	NPC266551
Intermediate Similarity	0.715	NPC470586
Intermediate Similarity	0.711	NPC308392
Intermediate Similarity	0.7104	NPC476287
Intermediate Similarity	0.71	NPC476518
Intermediate Similarity	0.7097	NPC471736
Intermediate Similarity	0.7065	NPC14651
Intermediate Similarity	0.7065	NPC121658
Intermediate Similarity	0.7042	NPC267928
Remote Similarity	0.6955	NPC287208
Remote Similarity	0.6946	NPC111624
Remote Similarity	0.6897	NPC258773
Remote Similarity	0.6884	NPC285635
Remote Similarity	0.6866	NPC19872
Remote Similarity	0.6816	NPC472435
Remote Similarity	0.6773	NPC476138
Remote Similarity	0.6773	NPC245816
Remote Similarity	0.6763	NPC472434
Remote Similarity	0.6736	NPC471614
Remote Similarity	0.6734	NPC472436
Remote Similarity	0.6697	NPC168911
Remote Similarity	0.6681	NPC314270
Remote Similarity	0.6667	NPC84853
Remote Similarity	0.6667	NPC74382
Remote Similarity	0.6667	NPC206251
Remote Similarity	0.6667	NPC187558
Remote Similarity	0.6612	NPC124300
Remote Similarity	0.6608	NPC26679
Remote Similarity	0.6605	NPC134079
Remote Similarity	0.6597	NPC141053
Remote Similarity	0.6594	NPC288349
Remote Similarity	0.6584	NPC291609
Remote Similarity	0.6558	NPC224327
Remote Similarity	0.6552	NPC25899
Remote Similarity	0.6549	NPC185782
Remote Similarity	0.6545	NPC239954
Remote Similarity	0.6544	NPC195268
Remote Similarity	0.6544	NPC133140
Remote Similarity	0.6531	NPC310618
Remote Similarity	0.652	NPC79911
Remote Similarity	0.6514	NPC198673
Remote Similarity	0.6504	NPC82548
Remote Similarity	0.6485	NPC469554
Remote Similarity	0.6476	NPC174758
Remote Similarity	0.6476	NPC174672
Remote Similarity	0.6473	NPC475774
Remote Similarity	0.6471	NPC120798
Remote Similarity	0.6468	NPC65277
Remote Similarity	0.6468	NPC469961
Remote Similarity	0.6449	NPC316224
Remote Similarity	0.6449	NPC156059
Remote Similarity	0.6444	NPC300114
Remote Similarity	0.6444	NPC260434
Remote Similarity	0.6441	NPC4071
Remote Similarity	0.6441	NPC476582
Remote Similarity	0.6441	NPC476578
Remote Similarity	0.6439	NPC177404
Remote Similarity	0.6439	NPC48192
Remote Similarity	0.6434	NPC99891
Remote Similarity	0.6429	NPC314954
Remote Similarity	0.6426	NPC216612
Remote Similarity	0.6413	NPC315957
Remote Similarity	0.6413	NPC176538
Remote Similarity	0.6408	NPC118511
Remote Similarity	0.6396	NPC212213
Remote Similarity	0.6388	NPC316403
Remote Similarity	0.6387	NPC186351
Remote Similarity	0.6384	NPC232727
Remote Similarity	0.6383	NPC60621
Remote Similarity	0.6382	NPC220523
Remote Similarity	0.6379	NPC8022
Remote Similarity	0.6379	NPC470799
Remote Similarity	0.6376	NPC290689
Remote Similarity	0.6376	NPC123976
Remote Similarity	0.6376	NPC167860
Remote Similarity	0.6373	NPC26850
Remote Similarity	0.6372	NPC47059
Remote Similarity	0.6372	NPC329708
Remote Similarity	0.6372	NPC264166
Remote Similarity	0.6372	NPC36229
Remote Similarity	0.6372	NPC274291
Remote Similarity	0.6372	NPC476581
Remote Similarity	0.6372	NPC16452
Remote Similarity	0.6372	NPC118832
Remote Similarity	0.6372	NPC165349
Remote Similarity	0.6371	NPC161801
Remote Similarity	0.6364	NPC258048
Remote Similarity	0.636	NPC56271
Remote Similarity	0.6351	NPC95898
Remote Similarity	0.6349	NPC101543
Remote Similarity	0.634	NPC328029
Remote Similarity	0.6339	NPC234197
Remote Similarity	0.6339	NPC477019
Remote Similarity	0.6322	NPC323198
Remote Similarity	0.6316	NPC313189
Remote Similarity	0.6316	NPC316756
Remote Similarity	0.6309	NPC274982
Remote Similarity	0.6307	NPC476999
Remote Similarity	0.6304	NPC152620
Remote Similarity	0.6301	NPC148889
Remote Similarity	0.63	NPC470500
Remote Similarity	0.6298	NPC17565
Remote Similarity	0.6298	NPC313804
Remote Similarity	0.6298	NPC315804
Remote Similarity	0.6298	NPC292958
Remote Similarity	0.6296	NPC320394
Remote Similarity	0.6296	NPC284559
Remote Similarity	0.6296	NPC284678
Remote Similarity	0.6295	NPC313421
Remote Similarity	0.6274	NPC312872
Remote Similarity	0.6271	NPC128115
Remote Similarity	0.6262	NPC149402
Remote Similarity	0.6255	NPC26543
Remote Similarity	0.6255	NPC323752
Remote Similarity	0.625	NPC53069
Remote Similarity	0.625	NPC296482
Remote Similarity	0.625	NPC202768
Remote Similarity	0.6245	NPC135549
Remote Similarity	0.6245	NPC193238
Remote Similarity	0.6245	NPC472061
Remote Similarity	0.6239	NPC31930
Remote Similarity	0.6234	NPC123839
Remote Similarity	0.6234	NPC470020
Remote Similarity	0.623	NPC182222
Remote Similarity	0.6229	NPC193267
Remote Similarity	0.6229	NPC213530
Remote Similarity	0.6227	NPC471593
Remote Similarity	0.6225	NPC36168
Remote Similarity	0.6223	NPC236668
Remote Similarity	0.6216	NPC475190
Remote Similarity	0.6197	NPC146976
Remote Similarity	0.6197	NPC153452
Remote Similarity	0.6189	NPC180504
Remote Similarity	0.6183	NPC110151
Remote Similarity	0.618	NPC171409
Remote Similarity	0.618	NPC118940
Remote Similarity	0.618	NPC202605
Remote Similarity	0.618	NPC112206
Remote Similarity	0.618	NPC472098
Remote Similarity	0.618	NPC96405
Remote Similarity	0.6179	NPC253810
Remote Similarity	0.6179	NPC177056
Remote Similarity	0.6164	NPC5145
Remote Similarity	0.6164	NPC314573
Remote Similarity	0.6157	NPC472259
Remote Similarity	0.6157	NPC314930
Remote Similarity	0.6157	NPC214827
Remote Similarity	0.6157	NPC285558
Remote Similarity	0.6154	NPC30540
Remote Similarity	0.6154	NPC162530
Remote Similarity	0.615	NPC287437
Remote Similarity	0.615	NPC476167
Remote Similarity	0.6147	NPC266249
Remote Similarity	0.6147	NPC55038
Remote Similarity	0.6146	NPC26872
Remote Similarity	0.6141	NPC470018
Remote Similarity	0.6136	NPC232872
Remote Similarity	0.6132	NPC473764
Remote Similarity	0.6132	NPC314940
Remote Similarity	0.6129	NPC206201
Remote Similarity	0.6126	NPC165964
Remote Similarity	0.6125	NPC122436
Remote Similarity	0.6119	NPC42591
Remote Similarity	0.6118	NPC473822
Remote Similarity	0.6116	NPC74575
Remote Similarity	0.6116	NPC135950
Remote Similarity	0.6116	NPC244536
Remote Similarity	0.6116	NPC192712
Remote Similarity	0.6113	NPC476995
Remote Similarity	0.6111	NPC472168
Remote Similarity	0.6111	NPC12649
Remote Similarity	0.6109	NPC90019
Remote Similarity	0.6109	NPC310118
Remote Similarity	0.6107	NPC267853
Remote Similarity	0.6106	NPC192315
Remote Similarity	0.6099	NPC324149
Remote Similarity	0.6095	NPC263439
Remote Similarity	0.6094	NPC326930
Remote Similarity	0.6094	NPC85879
Remote Similarity	0.6094	NPC475301
Remote Similarity	0.6094	NPC188420
Remote Similarity	0.6094	NPC53255
Remote Similarity	0.6091	NPC204385
Remote Similarity	0.6089	NPC109922
Remote Similarity	0.6087	NPC169586
Remote Similarity	0.6085	NPC74562
Remote Similarity	0.6085	NPC250448
Remote Similarity	0.6085	NPC151781
Remote Similarity	0.6085	NPC316181
Remote Similarity	0.6083	NPC222592
Remote Similarity	0.6083	NPC168486
Remote Similarity	0.6082	NPC244897

Drug Structure

NPD2314 OpenBabel08211702172D 24 26 0 0 1 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 2.5981 -1.5000 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 -3.4641 -2.0000 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 3 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 -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 0.8660 -1.5000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 -7.7942 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 7 2 0 0 0 0 2 11 1 0 0 0 0 3 5 1 0 0 0 0 3 12 2 0 0 0 0 4 6 2 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 11 2 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 9 19 2 0 0 0 0 10 17 1 0 0 0 0 10 23 1 0 0 0 0 11 18 1 0 0 0 0 12 23 1 0 0 0 0 13 24 1 0 0 0 0 14 15 2 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 20 2 0 0 0 0 16 24 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 M CHG 1 22 -1 M END $$$$

External Identifiers

TTD	DIB010910
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	23675947
ChEBI
CAS Number

Drug Properties

Molecular Weight	343.05
ALogP	-0.5873
MLogP	2.56
XLogP	3.273
HDA	4
HBD	0
Rotatable Bonds	8
TPSA	84.37
RO5 Violation	0