NPASS drugs

Drug Information

Drug ID:	NPD1316
Drug Name:	Siguazodan
Molecular Formula:	C14H16N6O
Canonical SMILES:	N#CNC(=NC)Nc1ccc(cc1)C1=NN=C(CC1C)O
Standard InCHI:	InChI=1S/C14H16N6O/c1-9-7-12(21)19-20-13(9)10-3-5-11(6-4-10)18-14(16-2)17-8-15/h3-6,9H,7H2,1-2H3,(H,19,21)(H2,16,17,18)
Standard InCHIKey:	NUHPODZZKHQQET-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1316

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	196
0.1-0.2	1570
0.2-0.3	10187
0.3-0.4	12925
0.4-0.5	3933
0.5-0.6	1781
0.6-0.7	290
0.7-0.8	7
0.8-0.85	1
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	0.8031	NPC314141
Intermediate Similarity	0.7899	NPC476689
Intermediate Similarity	0.7899	NPC476687
Intermediate Similarity	0.7899	NPC476685
Intermediate Similarity	0.7214	NPC474926
Intermediate Similarity	0.7164	NPC205652
Intermediate Similarity	0.7109	NPC474430
Intermediate Similarity	0.7044	NPC68650
Remote Similarity	0.6894	NPC16667
Remote Similarity	0.6884	NPC313449
Remote Similarity	0.6884	NPC192209
Remote Similarity	0.6861	NPC288232
Remote Similarity	0.6855	NPC285469
Remote Similarity	0.6842	NPC302790
Remote Similarity	0.6828	NPC278451
Remote Similarity	0.6824	NPC184437
Remote Similarity	0.68	NPC287358
Remote Similarity	0.6788	NPC470550
Remote Similarity	0.6781	NPC226662
Remote Similarity	0.6776	NPC2823
Remote Similarity	0.6732	NPC472241
Remote Similarity	0.6715	NPC187036
Remote Similarity	0.6687	NPC280548
Remote Similarity	0.6667	NPC314431
Remote Similarity	0.6667	NPC67056
Remote Similarity	0.6667	NPC474561
Remote Similarity	0.6667	NPC49954
Remote Similarity	0.6642	NPC37584
Remote Similarity	0.6614	NPC476483
Remote Similarity	0.6607	NPC34508
Remote Similarity	0.6603	NPC472242
Remote Similarity	0.6601	NPC472243
Remote Similarity	0.6597	NPC328683
Remote Similarity	0.6597	NPC283130
Remote Similarity	0.6594	NPC296163
Remote Similarity	0.6593	NPC164802
Remote Similarity	0.6591	NPC178681
Remote Similarity	0.6585	NPC282231
Remote Similarity	0.6584	NPC207726
Remote Similarity	0.6584	NPC38736
Remote Similarity	0.6562	NPC161972
Remote Similarity	0.6562	NPC303045
Remote Similarity	0.6554	NPC472245
Remote Similarity	0.6543	NPC141353
Remote Similarity	0.6541	NPC124005
Remote Similarity	0.6541	NPC37548
Remote Similarity	0.6536	NPC125746
Remote Similarity	0.6524	NPC279918
Remote Similarity	0.6522	NPC469760
Remote Similarity	0.6522	NPC25008
Remote Similarity	0.6522	NPC259644
Remote Similarity	0.6522	NPC469765
Remote Similarity	0.6522	NPC469786
Remote Similarity	0.6522	NPC471132
Remote Similarity	0.6522	NPC469763
Remote Similarity	0.6522	NPC73952
Remote Similarity	0.6508	NPC78154
Remote Similarity	0.6506	NPC470508
Remote Similarity	0.6497	NPC242556
Remote Similarity	0.6486	NPC101372
Remote Similarity	0.6486	NPC150863
Remote Similarity	0.6481	NPC70922
Remote Similarity	0.6481	NPC75540
Remote Similarity	0.6481	NPC80597
Remote Similarity	0.6481	NPC212376
Remote Similarity	0.6481	NPC211572
Remote Similarity	0.6471	NPC248862
Remote Similarity	0.6467	NPC160105
Remote Similarity	0.6467	NPC22079
Remote Similarity	0.6457	NPC307396
Remote Similarity	0.6456	NPC204141
Remote Similarity	0.6453	NPC270009
Remote Similarity	0.645	NPC476686
Remote Similarity	0.645	NPC476688
Remote Similarity	0.645	NPC105758
Remote Similarity	0.6442	NPC94167
Remote Similarity	0.6442	NPC172937
Remote Similarity	0.6438	NPC318086
Remote Similarity	0.6433	NPC288785
Remote Similarity	0.6429	NPC470877
Remote Similarity	0.6429	NPC63751
Remote Similarity	0.6425	NPC473342
Remote Similarity	0.6425	NPC477167
Remote Similarity	0.6419	NPC476950
Remote Similarity	0.6418	NPC275467
Remote Similarity	0.6387	NPC243162
Remote Similarity	0.6385	NPC471319
Remote Similarity	0.6385	NPC471320
Remote Similarity	0.638	NPC470507
Remote Similarity	0.6379	NPC192270
Remote Similarity	0.6378	NPC209764
Remote Similarity	0.6378	NPC471307
Remote Similarity	0.6378	NPC121872
Remote Similarity	0.6378	NPC141139
Remote Similarity	0.6378	NPC78041
Remote Similarity	0.6378	NPC159178
Remote Similarity	0.6378	NPC74936
Remote Similarity	0.6369	NPC54988
Remote Similarity	0.6369	NPC49217
Remote Similarity	0.6358	NPC117032
Remote Similarity	0.6352	NPC314372
Remote Similarity	0.6352	NPC264589
Remote Similarity	0.6351	NPC252794
Remote Similarity	0.6347	NPC32028
Remote Similarity	0.6347	NPC194640
Remote Similarity	0.6347	NPC159319
Remote Similarity	0.6341	NPC184476
Remote Similarity	0.6341	NPC84317
Remote Similarity	0.6341	NPC469785
Remote Similarity	0.634	NPC300299
Remote Similarity	0.6338	NPC147957
Remote Similarity	0.6335	NPC187951
Remote Similarity	0.6333	NPC9856
Remote Similarity	0.6333	NPC280807
Remote Similarity	0.6331	NPC201700
Remote Similarity	0.6331	NPC278874
Remote Similarity	0.6331	NPC154293
Remote Similarity	0.6329	NPC472103
Remote Similarity	0.6328	NPC226438
Remote Similarity	0.6325	NPC473320
Remote Similarity	0.6323	NPC83214
Remote Similarity	0.6316	NPC314603
Remote Similarity	0.6316	NPC472123
Remote Similarity	0.6316	NPC471322
Remote Similarity	0.6316	NPC259545
Remote Similarity	0.6312	NPC129042
Remote Similarity	0.6312	NPC143872
Remote Similarity	0.6309	NPC145754
Remote Similarity	0.6308	NPC108339
Remote Similarity	0.6303	NPC469762
Remote Similarity	0.6301	NPC14849
Remote Similarity	0.6301	NPC59269
Remote Similarity	0.6301	NPC248454
Remote Similarity	0.6287	NPC224632
Remote Similarity	0.6287	NPC315214
Remote Similarity	0.6287	NPC47298
Remote Similarity	0.6284	NPC325013
Remote Similarity	0.628	NPC120070
Remote Similarity	0.628	NPC471458
Remote Similarity	0.6279	NPC189812
Remote Similarity	0.6279	NPC329688
Remote Similarity	0.6279	NPC328611
Remote Similarity	0.6273	NPC114209
Remote Similarity	0.6267	NPC471311
Remote Similarity	0.6267	NPC471313
Remote Similarity	0.626	NPC25565
Remote Similarity	0.6257	NPC6982
Remote Similarity	0.625	NPC53044
Remote Similarity	0.625	NPC311276
Remote Similarity	0.625	NPC81561
Remote Similarity	0.625	NPC191444
Remote Similarity	0.6242	NPC316202
Remote Similarity	0.6242	NPC477937
Remote Similarity	0.6235	NPC317430
Remote Similarity	0.6233	NPC215519
Remote Similarity	0.6231	NPC471309
Remote Similarity	0.6226	NPC190296
Remote Similarity	0.6226	NPC311330
Remote Similarity	0.6221	NPC208060
Remote Similarity	0.622	NPC30445
Remote Similarity	0.6216	NPC106118
Remote Similarity	0.6213	NPC471130
Remote Similarity	0.6212	NPC473501
Remote Similarity	0.6212	NPC311242
Remote Similarity	0.6212	NPC475439
Remote Similarity	0.6211	NPC71238
Remote Similarity	0.621	NPC15839
Remote Similarity	0.6209	NPC179365
Remote Similarity	0.6209	NPC324611
Remote Similarity	0.6199	NPC164664
Remote Similarity	0.6199	NPC194411
Remote Similarity	0.619	NPC476231
Remote Similarity	0.619	NPC88970
Remote Similarity	0.6187	NPC470127
Remote Similarity	0.6181	NPC148140
Remote Similarity	0.6176	NPC300631
Remote Similarity	0.6172	NPC176858
Remote Similarity	0.6171	NPC147298
Remote Similarity	0.6171	NPC232340
Remote Similarity	0.6171	NPC182057
Remote Similarity	0.6171	NPC131450
Remote Similarity	0.6171	NPC72980
Remote Similarity	0.6168	NPC300238
Remote Similarity	0.6168	NPC154478
Remote Similarity	0.6167	NPC46413
Remote Similarity	0.6165	NPC317642
Remote Similarity	0.6164	NPC179605
Remote Similarity	0.6164	NPC317564
Remote Similarity	0.6164	NPC279385
Remote Similarity	0.6159	NPC434
Remote Similarity	0.6158	NPC19679
Remote Similarity	0.6158	NPC471155
Remote Similarity	0.6158	NPC472538
Remote Similarity	0.6158	NPC163055
Remote Similarity	0.6154	NPC271734
Remote Similarity	0.6154	NPC477166
Remote Similarity	0.6154	NPC304187
Remote Similarity	0.6154	NPC472587
Remote Similarity	0.6154	NPC476118
Remote Similarity	0.6149	NPC41174

Drug Structure

NPD1316 OpenBabel08211700192D 24 25 0 0 1 0 0 0 0 0999 V2000 0.8660 -2.5000 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 -0.8660 -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 -1.7321 -3.0000 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 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 3 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 -2.5000 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 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 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 -5.1962 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 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 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 16 1 0 0 0 0 3 5 1 0 0 0 0 3 10 2 0 0 0 0 4 6 2 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 11 1 0 0 0 0 7 9 1 0 0 0 0 7 12 1 0 0 0 0 8 15 3 0 0 0 0 8 17 1 0 0 0 0 9 13 1 0 0 0 0 10 13 1 0 0 0 0 11 18 1 0 0 0 0 12 19 2 0 0 0 0 12 21 1 0 0 0 0 13 20 2 0 0 0 0 14 16 2 3 0 0 0 14 17 1 0 0 0 0 14 18 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011233
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	284.14
ALogP	-0.4262
MLogP	2.23
XLogP	2.841
HDA	7
HBD	3
Rotatable Bonds	7
TPSA	105.16
RO5 Violation	0