NPASS drugs

Drug Information

Drug ID:	NPD728
Drug Name:	Pyrimethamine
Molecular Formula:	C12H13ClN4
Canonical SMILES:	CCc1nc(=N)[nH]c(c1c1ccc(cc1)Cl)N
Standard InCHI:	InChI=1S/C12H13ClN4/c1-2-9-10(11(14)17-12(15)16-9)7-3-5-8(13)6-4-7/h3-6H,2H2,1H3,(H4,14,15,16,17)
Standard InCHIKey:	WKSAUQYGYAYLPV-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD728

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	380
0.1-0.2	4827
0.2-0.3	12048
0.3-0.4	11372
0.4-0.5	1947
0.5-0.6	293
0.6-0.7	22
0.7-0.8	1
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	0.7685	NPC77294
Remote Similarity	0.6752	NPC314141
Remote Similarity	0.6637	NPC474559
Remote Similarity	0.6607	NPC471310
Remote Similarity	0.6404	NPC275467
Remote Similarity	0.633	NPC7067
Remote Similarity	0.6293	NPC473498
Remote Similarity	0.6182	NPC469330
Remote Similarity	0.6168	NPC12429
Remote Similarity	0.6168	NPC262393
Remote Similarity	0.6147	NPC226438
Remote Similarity	0.6126	NPC161972
Remote Similarity	0.6126	NPC303045
Remote Similarity	0.6111	NPC317564
Remote Similarity	0.61	NPC139658
Remote Similarity	0.6061	NPC122327
Remote Similarity	0.6061	NPC113000
Remote Similarity	0.6061	NPC112609
Remote Similarity	0.6058	NPC14326
Remote Similarity	0.6055	NPC476160
Remote Similarity	0.6036	NPC322040
Remote Similarity	0.6019	NPC192623
Remote Similarity	0.6016	NPC471318
Remote Similarity	0.596	NPC244738
Remote Similarity	0.5934	NPC212114
Remote Similarity	0.5934	NPC300345
Remote Similarity	0.5934	NPC120441
Remote Similarity	0.5934	NPC65873
Remote Similarity	0.5929	NPC471319
Remote Similarity	0.5929	NPC471320
Remote Similarity	0.5918	NPC229235
Remote Similarity	0.5914	NPC200624
Remote Similarity	0.5888	NPC3210
Remote Similarity	0.5882	NPC98269
Remote Similarity	0.5882	NPC290638
Remote Similarity	0.5882	NPC325662
Remote Similarity	0.5877	NPC311242
Remote Similarity	0.5842	NPC276699
Remote Similarity	0.5841	NPC108339
Remote Similarity	0.5833	NPC203076
Remote Similarity	0.5827	NPC320656
Remote Similarity	0.5825	NPC12857
Remote Similarity	0.5824	NPC198841
Remote Similarity	0.5824	NPC269586
Remote Similarity	0.5794	NPC133162
Remote Similarity	0.5789	NPC25565
Remote Similarity	0.5789	NPC50266
Remote Similarity	0.5785	NPC164802
Remote Similarity	0.578	NPC471638
Remote Similarity	0.578	NPC473031
Remote Similarity	0.5766	NPC172128
Remote Similarity	0.5748	NPC313449
Remote Similarity	0.5745	NPC135924
Remote Similarity	0.5745	NPC310758
Remote Similarity	0.5745	NPC54368
Remote Similarity	0.5745	NPC150196
Remote Similarity	0.5745	NPC248705
Remote Similarity	0.5745	NPC210849
Remote Similarity	0.5745	NPC238023
Remote Similarity	0.5745	NPC246588
Remote Similarity	0.5739	NPC475439
Remote Similarity	0.5739	NPC473501
Remote Similarity	0.5739	NPC472258
Remote Similarity	0.5714	NPC277704
Remote Similarity	0.5714	NPC245259
Remote Similarity	0.5714	NPC288232
Remote Similarity	0.5714	NPC149436
Remote Similarity	0.5701	NPC119677
Remote Similarity	0.57	NPC125144
Remote Similarity	0.57	NPC121708
Remote Similarity	0.5699	NPC36357
Remote Similarity	0.5699	NPC8235
Remote Similarity	0.5699	NPC114327
Remote Similarity	0.5684	NPC29680
Remote Similarity	0.5684	NPC71009
Remote Similarity	0.5684	NPC22786
Remote Similarity	0.5676	NPC470877
Remote Similarity	0.5669	NPC125416
Remote Similarity	0.5657	NPC200936
Remote Similarity	0.5656	NPC302790
Remote Similarity	0.5648	NPC169016
Remote Similarity	0.5645	NPC275410
Remote Similarity	0.5638	NPC147062
Remote Similarity	0.5638	NPC169110
Remote Similarity	0.5636	NPC198747
Remote Similarity	0.5635	NPC113099
Remote Similarity	0.5634	NPC32002
Remote Similarity	0.5634	NPC315348
Remote Similarity	0.563	NPC313722
Remote Similarity	0.5625	NPC74936
Remote Similarity	0.5625	NPC113670
Remote Similarity	0.5625	NPC78154
Remote Similarity	0.5625	NPC121872
Remote Similarity	0.5625	NPC88566
Remote Similarity	0.5625	NPC78041
Remote Similarity	0.5625	NPC316108
Remote Similarity	0.5625	NPC141139
Remote Similarity	0.5625	NPC471307
Remote Similarity	0.5625	NPC159178
Remote Similarity	0.5625	NPC209764
Remote Similarity	0.5612	NPC267443
Remote Similarity	0.561	NPC470127
Remote Similarity	0.5603	NPC125746
Remote Similarity	0.56	NPC219246

Drug Structure

NPD728 OpenBabel08201723412D 21 22 0 0 0 0 0 0 0 0999 V2000 -3.4641 -1.0000 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 -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 -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 -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 -1.7321 -1.0000 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 0.5000 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 -5.1962 2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 -0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 H 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 1 2 1 0 0 0 0 2 9 1 0 0 0 0 3 5 1 0 0 0 0 3 7 2 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 6 8 1 0 0 0 0 7 10 1 0 0 0 0 8 13 1 0 0 0 0 9 10 1 0 0 0 0 9 16 2 0 0 0 0 10 11 2 0 0 0 0 11 14 1 0 0 0 0 11 17 1 0 0 0 0 12 15 2 0 0 0 0 12 16 1 0 0 0 0 12 17 1 0 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000633
DrugBank	DB00205
ChEMBL	CHEMBL36
IUPHAR/BPS	4800
PharmaGKB	PA451193
KEGG Drug	D00488
PubChem CID	4993
ChEBI	8673
CAS Number	58-14-0

Drug Properties

Molecular Weight	248.08
ALogP	-0.348
MLogP	2.23
XLogP	2.734
HDA	4
HBD	3
Rotatable Bonds	5
TPSA	74.26
RO5 Violation	0