NPASS drugs

Drug Information

Drug ID:	NPD1001
Drug Name:	Prinoxodan
Molecular Formula:	C13H14N4O2
Canonical SMILES:	OC1=NN=C(CC1)c1ccc2c(c1)CN(C(=N2)O)C
Standard InCHI:	InChI=1S/C13H14N4O2/c1-17-7-9-6-8(2-3-10(9)14-13(17)19)11-4-5-12(18)16-15-11/h2-3,6H,4-5,7H2,1H3,(H,14,19)(H,16,18)
Standard InCHIKey:	SUCNEHPNQBBVHQ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1001

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	165
0.1-0.2	1339
0.2-0.3	9687
0.3-0.4	12829
0.4-0.5	4799
0.5-0.6	1791
0.6-0.7	265
0.7-0.8	15
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	0.7609	NPC226662
Intermediate Similarity	0.748	NPC164802
Intermediate Similarity	0.7426	NPC328683
Intermediate Similarity	0.7426	NPC283130
Intermediate Similarity	0.7273	NPC205652
Intermediate Similarity	0.7239	NPC313449
Intermediate Similarity	0.7218	NPC288232
Intermediate Similarity	0.7197	NPC187036
Intermediate Similarity	0.7153	NPC184437
Intermediate Similarity	0.7068	NPC314141
Intermediate Similarity	0.7051	NPC84317
Intermediate Similarity	0.7027	NPC243162
Intermediate Similarity	0.7014	NPC476687
Intermediate Similarity	0.7014	NPC476689
Intermediate Similarity	0.7014	NPC476685
Remote Similarity	0.6985	NPC192209
Remote Similarity	0.6953	NPC178681
Remote Similarity	0.695	NPC474926
Remote Similarity	0.694	NPC296163
Remote Similarity	0.6889	NPC470550
Remote Similarity	0.6885	NPC78154
Remote Similarity	0.6855	NPC154478
Remote Similarity	0.6853	NPC476950
Remote Similarity	0.6835	NPC94167
Remote Similarity	0.6835	NPC172937
Remote Similarity	0.6815	NPC471132
Remote Similarity	0.6788	NPC147957
Remote Similarity	0.677	NPC16667
Remote Similarity	0.6759	NPC9856
Remote Similarity	0.6757	NPC300299
Remote Similarity	0.6733	NPC83214
Remote Similarity	0.672	NPC476483
Remote Similarity	0.6694	NPC226438
Remote Similarity	0.6687	NPC471130
Remote Similarity	0.6667	NPC88970
Remote Similarity	0.6667	NPC303045
Remote Similarity	0.6667	NPC207428
Remote Similarity	0.6667	NPC161972
Remote Similarity	0.6646	NPC67056
Remote Similarity	0.6645	NPC2823
Remote Similarity	0.6617	NPC37584
Remote Similarity	0.6603	NPC254798
Remote Similarity	0.6601	NPC477155
Remote Similarity	0.6597	NPC325013
Remote Similarity	0.6596	NPC317564
Remote Similarity	0.6575	NPC197680
Remote Similarity	0.6575	NPC259098
Remote Similarity	0.6566	NPC280548
Remote Similarity	0.6564	NPC476231
Remote Similarity	0.6562	NPC311242
Remote Similarity	0.6562	NPC207726
Remote Similarity	0.6554	NPC325479
Remote Similarity	0.6545	NPC300631
Remote Similarity	0.6538	NPC324445
Remote Similarity	0.6532	NPC470877
Remote Similarity	0.6531	NPC314431
Remote Similarity	0.6522	NPC477156
Remote Similarity	0.6522	NPC477157
Remote Similarity	0.6522	NPC285469
Remote Similarity	0.6519	NPC470127
Remote Similarity	0.6494	NPC238499
Remote Similarity	0.6488	NPC34508
Remote Similarity	0.6485	NPC470508
Remote Similarity	0.648	NPC78041
Remote Similarity	0.648	NPC74936
Remote Similarity	0.648	NPC159178
Remote Similarity	0.648	NPC209764
Remote Similarity	0.648	NPC141139
Remote Similarity	0.648	NPC471307
Remote Similarity	0.648	NPC121872
Remote Similarity	0.6477	NPC471195
Remote Similarity	0.6477	NPC471196
Remote Similarity	0.6474	NPC116519
Remote Similarity	0.6463	NPC282231
Remote Similarity	0.646	NPC38736
Remote Similarity	0.6454	NPC264580
Remote Similarity	0.6444	NPC302790
Remote Similarity	0.6434	NPC215519
Remote Similarity	0.6433	NPC472100
Remote Similarity	0.6424	NPC194640
Remote Similarity	0.6402	NPC68650
Remote Similarity	0.6402	NPC279918
Remote Similarity	0.6395	NPC478079
Remote Similarity	0.6376	NPC316746
Remote Similarity	0.637	NPC122718
Remote Similarity	0.6364	NPC472243
Remote Similarity	0.6357	NPC25565
Remote Similarity	0.6351	NPC150863
Remote Similarity	0.6351	NPC278451
Remote Similarity	0.6347	NPC49954
Remote Similarity	0.6347	NPC474561
Remote Similarity	0.6337	NPC270009
Remote Similarity	0.6329	NPC264589
Remote Similarity	0.6328	NPC471309
Remote Similarity	0.632	NPC111233
Remote Similarity	0.6316	NPC288785
Remote Similarity	0.6316	NPC474430
Remote Similarity	0.6312	NPC124005
Remote Similarity	0.6312	NPC187951
Remote Similarity	0.6311	NPC15839
Remote Similarity	0.631	NPC63751
Remote Similarity	0.6308	NPC475439
Remote Similarity	0.6308	NPC473501
Remote Similarity	0.6306	NPC472103
Remote Similarity	0.6303	NPC477158
Remote Similarity	0.6301	NPC317758
Remote Similarity	0.6296	NPC281094
Remote Similarity	0.6291	NPC324611
Remote Similarity	0.628	NPC129721
Remote Similarity	0.6279	NPC326575
Remote Similarity	0.6264	NPC192270
Remote Similarity	0.6258	NPC207554
Remote Similarity	0.6257	NPC329688
Remote Similarity	0.6257	NPC189812
Remote Similarity	0.625	NPC54988
Remote Similarity	0.625	NPC313352
Remote Similarity	0.6242	NPC471311
Remote Similarity	0.6242	NPC277157
Remote Similarity	0.6242	NPC471313
Remote Similarity	0.6242	NPC101372
Remote Similarity	0.6241	NPC291610
Remote Similarity	0.6234	NPC122553
Remote Similarity	0.6234	NPC287358
Remote Similarity	0.6231	NPC471319
Remote Similarity	0.6231	NPC471320
Remote Similarity	0.6225	NPC53044
Remote Similarity	0.622	NPC476160
Remote Similarity	0.622	NPC141353
Remote Similarity	0.622	NPC316108
Remote Similarity	0.6218	NPC471574
Remote Similarity	0.6218	NPC316202
Remote Similarity	0.6211	NPC37548
Remote Similarity	0.62	NPC472245
Remote Similarity	0.62	NPC280807
Remote Similarity	0.6199	NPC471294
Remote Similarity	0.6196	NPC106118
Remote Similarity	0.6196	NPC469760
Remote Similarity	0.6196	NPC469765
Remote Similarity	0.6196	NPC259644
Remote Similarity	0.6196	NPC25008
Remote Similarity	0.6196	NPC469763
Remote Similarity	0.6196	NPC73952
Remote Similarity	0.6196	NPC469786
Remote Similarity	0.6194	NPC314102
Remote Similarity	0.6194	NPC251722
Remote Similarity	0.6194	NPC125746
Remote Similarity	0.6188	NPC129042
Remote Similarity	0.6188	NPC469740
Remote Similarity	0.6185	NPC59269
Remote Similarity	0.6182	NPC104345
Remote Similarity	0.6178	NPC472241
Remote Similarity	0.6175	NPC471199
Remote Similarity	0.6173	NPC475763
Remote Similarity	0.617	NPC471191
Remote Similarity	0.617	NPC33742
Remote Similarity	0.6169	NPC325599
Remote Similarity	0.6168	NPC191863
Remote Similarity	0.6168	NPC133470
Remote Similarity	0.6168	NPC289776
Remote Similarity	0.6163	NPC248862
Remote Similarity	0.6163	NPC475097
Remote Similarity	0.6163	NPC475594
Remote Similarity	0.6159	NPC212376
Remote Similarity	0.6159	NPC75540
Remote Similarity	0.6159	NPC80597
Remote Similarity	0.6159	NPC70922
Remote Similarity	0.6159	NPC231382
Remote Similarity	0.6159	NPC211572
Remote Similarity	0.6159	NPC473297
Remote Similarity	0.6158	NPC307396
Remote Similarity	0.6154	NPC108339
Remote Similarity	0.6154	NPC148140
Remote Similarity	0.6154	NPC278887
Remote Similarity	0.6154	NPC160105
Remote Similarity	0.6148	NPC307456
Remote Similarity	0.6145	NPC291359
Remote Similarity	0.614	NPC158129
Remote Similarity	0.6139	NPC314287
Remote Similarity	0.6131	NPC138293
Remote Similarity	0.6131	NPC472587
Remote Similarity	0.6131	NPC113056
Remote Similarity	0.6127	NPC475607
Remote Similarity	0.6127	NPC472122
Remote Similarity	0.6127	NPC24594
Remote Similarity	0.6125	NPC478039
Remote Similarity	0.6124	NPC474707
Remote Similarity	0.6121	NPC184476
Remote Similarity	0.6118	NPC22079
Remote Similarity	0.6115	NPC301760
Remote Similarity	0.6111	NPC471638
Remote Similarity	0.6111	NPC81561
Remote Similarity	0.6108	NPC473320
Remote Similarity	0.6108	NPC27904
Remote Similarity	0.6107	NPC476249
Remote Similarity	0.6107	NPC250476
Remote Similarity	0.6105	NPC472123
Remote Similarity	0.6101	NPC136002
Remote Similarity	0.6101	NPC477890
Remote Similarity	0.6096	NPC273830
Remote Similarity	0.6094	NPC172128

Drug Structure

NPD1001 OpenBabel08201723592D 21 23 0 0 0 0 0 0 0 0999 V2000 -6.9282 -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 -3.4641 -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 -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 -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 -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 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 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 -6.0622 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 3 2 0 0 0 0 2 8 1 0 0 0 0 3 10 1 0 0 0 0 4 5 1 0 0 0 0 4 11 1 0 0 0 0 5 12 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 9 1 0 0 0 0 7 17 1 0 0 0 0 8 11 1 0 0 0 0 9 10 2 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 14 2 0 0 0 0 13 17 1 0 0 0 0 13 19 1 0 0 0 0 15 16 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004501
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	258.11
ALogP	-0.0782
MLogP	2.23
XLogP	2.865
HDA	6
HBD	2
Rotatable Bonds	4
TPSA	80.78
RO5 Violation	0