NPASS drugs

Drug Information

Drug ID:	NPD1708
Drug Name:	Rizatriptan
Molecular Formula:	C15H19N5
Canonical SMILES:	CN(CCc1c[nH]c2c1cc(cc2)Cn1cncn1)C
Standard InCHI:	InChI=1S/C15H19N5/c1-19(2)6-5-13-8-17-15-4-3-12(7-14(13)15)9-20-11-16-10-18-20/h3-4,7-8,10-11,17H,5-6,9H2,1-2H3
Standard InCHIKey:	ULFRLSNUDGIQQP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1708

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	934
0.1-0.2	11232
0.2-0.3	13080
0.3-0.4	2566
0.4-0.5	1309
0.5-0.6	1066
0.6-0.7	535
0.7-0.8	157
0.8-0.85	11
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	0.8137	NPC73767
Intermediate Similarity	0.8133	NPC53947
Intermediate Similarity	0.8118	NPC470204
Intermediate Similarity	0.8079	NPC265710
Intermediate Similarity	0.807	NPC470203
Intermediate Similarity	0.8061	NPC143872
Intermediate Similarity	0.8061	NPC288838
Intermediate Similarity	0.8035	NPC49217
Intermediate Similarity	0.8034	NPC16659
Intermediate Similarity	0.8025	NPC110126
Intermediate Similarity	0.8012	NPC84911
Intermediate Similarity	0.7975	NPC469783
Intermediate Similarity	0.7975	NPC469779
Intermediate Similarity	0.7975	NPC469768
Intermediate Similarity	0.7975	NPC469784
Intermediate Similarity	0.7975	NPC469767
Intermediate Similarity	0.7975	NPC469780
Intermediate Similarity	0.7975	NPC469761
Intermediate Similarity	0.795	NPC96102
Intermediate Similarity	0.795	NPC261195
Intermediate Similarity	0.795	NPC29886
Intermediate Similarity	0.7927	NPC469766
Intermediate Similarity	0.7921	NPC240088
Intermediate Similarity	0.7921	NPC473380
Intermediate Similarity	0.7901	NPC105127
Intermediate Similarity	0.7803	NPC122141
Intermediate Similarity	0.7791	NPC216643
Intermediate Similarity	0.7784	NPC314372
Intermediate Similarity	0.7771	NPC190296
Intermediate Similarity	0.7758	NPC279081
Intermediate Similarity	0.7751	NPC321911
Intermediate Similarity	0.7746	NPC135141
Intermediate Similarity	0.7746	NPC92796
Intermediate Similarity	0.7714	NPC90723
Intermediate Similarity	0.7709	NPC317054
Intermediate Similarity	0.7702	NPC82295
Intermediate Similarity	0.7701	NPC44773
Intermediate Similarity	0.7701	NPC215584
Intermediate Similarity	0.7692	NPC179787
Intermediate Similarity	0.7692	NPC469811
Intermediate Similarity	0.7692	NPC201380
Intermediate Similarity	0.7679	NPC204141
Intermediate Similarity	0.7651	NPC230002
Intermediate Similarity	0.7644	NPC206819
Intermediate Similarity	0.7644	NPC318065
Intermediate Similarity	0.7644	NPC300238
Intermediate Similarity	0.7644	NPC56765
Intermediate Similarity	0.7633	NPC63545
Intermediate Similarity	0.7616	NPC200214
Intermediate Similarity	0.7602	NPC24678
Intermediate Similarity	0.7602	NPC105818
Intermediate Similarity	0.7588	NPC471957
Intermediate Similarity	0.7576	NPC125746
Intermediate Similarity	0.7574	NPC159856
Intermediate Similarity	0.7558	NPC470233
Intermediate Similarity	0.7514	NPC25008
Intermediate Similarity	0.7514	NPC73952
Intermediate Similarity	0.7514	NPC469786
Intermediate Similarity	0.7514	NPC325903
Intermediate Similarity	0.7514	NPC469765
Intermediate Similarity	0.7514	NPC469760
Intermediate Similarity	0.7514	NPC259644
Intermediate Similarity	0.7514	NPC317105
Intermediate Similarity	0.7514	NPC469763
Intermediate Similarity	0.75	NPC307191
Intermediate Similarity	0.7486	NPC286427
Intermediate Similarity	0.7485	NPC179365
Intermediate Similarity	0.7473	NPC280852
Intermediate Similarity	0.7472	NPC17751
Intermediate Similarity	0.7472	NPC280864
Intermediate Similarity	0.7471	NPC211572
Intermediate Similarity	0.7471	NPC212376
Intermediate Similarity	0.7471	NPC34844
Intermediate Similarity	0.7471	NPC75540
Intermediate Similarity	0.7471	NPC70922
Intermediate Similarity	0.7471	NPC80597
Intermediate Similarity	0.7459	NPC477611
Intermediate Similarity	0.7457	NPC470823
Intermediate Similarity	0.7443	NPC41257
Intermediate Similarity	0.7424	NPC116555
Intermediate Similarity	0.7414	NPC141926
Intermediate Similarity	0.7386	NPC236711
Intermediate Similarity	0.7382	NPC474180
Intermediate Similarity	0.7382	NPC188821
Intermediate Similarity	0.7378	NPC475450
Intermediate Similarity	0.7365	NPC251722
Intermediate Similarity	0.7365	NPC150259
Intermediate Similarity	0.7365	NPC314102
Intermediate Similarity	0.7362	NPC473587
Intermediate Similarity	0.736	NPC225018
Intermediate Similarity	0.7356	NPC216713
Intermediate Similarity	0.7351	NPC314919
Intermediate Similarity	0.7349	NPC198988
Intermediate Similarity	0.7348	NPC194411
Intermediate Similarity	0.7337	NPC59269
Intermediate Similarity	0.733	NPC469785
Intermediate Similarity	0.7317	NPC22079
Intermediate Similarity	0.7317	NPC475428
Intermediate Similarity	0.7305	NPC325252
Intermediate Similarity	0.7305	NPC218268
Intermediate Similarity	0.7301	NPC473762
Intermediate Similarity	0.7288	NPC469762
Intermediate Similarity	0.7273	NPC476219
Intermediate Similarity	0.7273	NPC476297
Intermediate Similarity	0.7247	NPC475990
Intermediate Similarity	0.7247	NPC474880
Intermediate Similarity	0.7247	NPC221786
Intermediate Similarity	0.7241	NPC282247
Intermediate Similarity	0.7238	NPC160105
Intermediate Similarity	0.7235	NPC115611
Intermediate Similarity	0.7235	NPC59084
Intermediate Similarity	0.7235	NPC2949
Intermediate Similarity	0.7231	NPC474389
Intermediate Similarity	0.7228	NPC37423
Intermediate Similarity	0.7228	NPC275305
Intermediate Similarity	0.7228	NPC471579
Intermediate Similarity	0.7222	NPC311276
Intermediate Similarity	0.7213	NPC82331
Intermediate Similarity	0.7207	NPC229173
Intermediate Similarity	0.7193	NPC63157
Intermediate Similarity	0.7193	NPC473868
Intermediate Similarity	0.7184	NPC21605
Intermediate Similarity	0.7184	NPC114209
Intermediate Similarity	0.7178	NPC250361
Intermediate Similarity	0.7176	NPC88097
Intermediate Similarity	0.7167	NPC282231
Intermediate Similarity	0.7151	NPC68354
Intermediate Similarity	0.715	NPC315617
Intermediate Similarity	0.715	NPC316359
Intermediate Similarity	0.7143	NPC108011
Intermediate Similarity	0.7143	NPC474561
Intermediate Similarity	0.7143	NPC41174
Intermediate Similarity	0.7143	NPC49954
Intermediate Similarity	0.7136	NPC267811
Intermediate Similarity	0.7135	NPC280297
Intermediate Similarity	0.7127	NPC247987
Intermediate Similarity	0.7127	NPC40779
Intermediate Similarity	0.7127	NPC194640
Intermediate Similarity	0.7127	NPC149265
Intermediate Similarity	0.7126	NPC473930
Intermediate Similarity	0.7126	NPC316069
Intermediate Similarity	0.7118	NPC169433
Intermediate Similarity	0.7112	NPC176199
Intermediate Similarity	0.7112	NPC215795
Intermediate Similarity	0.7111	NPC131718
Intermediate Similarity	0.7111	NPC279918
Intermediate Similarity	0.7105	NPC99939
Intermediate Similarity	0.7105	NPC15102
Intermediate Similarity	0.7105	NPC308931
Intermediate Similarity	0.7104	NPC201700
Intermediate Similarity	0.7104	NPC63751
Intermediate Similarity	0.7102	NPC33421
Intermediate Similarity	0.7102	NPC40070
Intermediate Similarity	0.7097	NPC474958
Intermediate Similarity	0.7088	NPC274229
Intermediate Similarity	0.7086	NPC470111
Intermediate Similarity	0.7081	NPC314603
Intermediate Similarity	0.7074	NPC164228
Intermediate Similarity	0.7065	NPC97343
Intermediate Similarity	0.7062	NPC316018
Intermediate Similarity	0.7062	NPC314058
Intermediate Similarity	0.7059	NPC284775
Intermediate Similarity	0.7056	NPC230869
Intermediate Similarity	0.7047	NPC231536
Intermediate Similarity	0.7035	NPC469308
Intermediate Similarity	0.7022	NPC232798
Intermediate Similarity	0.7015	NPC473376
Intermediate Similarity	0.7009	NPC69843
Remote Similarity	0.6995	NPC213629
Remote Similarity	0.6995	NPC321708
Remote Similarity	0.6983	NPC477815
Remote Similarity	0.6983	NPC38736
Remote Similarity	0.6979	NPC474707
Remote Similarity	0.6976	NPC54981
Remote Similarity	0.6974	NPC304187
Remote Similarity	0.6974	NPC477167
Remote Similarity	0.6974	NPC477166
Remote Similarity	0.6974	NPC473342
Remote Similarity	0.6973	NPC474897
Remote Similarity	0.6971	NPC470440
Remote Similarity	0.6968	NPC14113
Remote Similarity	0.6968	NPC145885
Remote Similarity	0.6968	NPC84827
Remote Similarity	0.6957	NPC54988
Remote Similarity	0.6949	NPC2272
Remote Similarity	0.6949	NPC124005
Remote Similarity	0.6949	NPC282531
Remote Similarity	0.6944	NPC51054
Remote Similarity	0.6943	NPC204565
Remote Similarity	0.6943	NPC317030
Remote Similarity	0.694	NPC102423
Remote Similarity	0.6935	NPC470498
Remote Similarity	0.6934	NPC130570
Remote Similarity	0.6931	NPC11126
Remote Similarity	0.6927	NPC188387
Remote Similarity	0.6927	NPC163421
Remote Similarity	0.6912	NPC314957
Remote Similarity	0.6907	NPC65215
Remote Similarity	0.6907	NPC173028
Remote Similarity	0.6905	NPC282398

Drug Structure

NPD1708 OpenBabel08211701082D 21 23 0 0 0 0 0 0 0 0999 V2000 -3.6949 3.6974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3422 3.1622 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7242 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0550 2.0032 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 -5.0029 -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 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 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 -4.4152 0.3090 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 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3641 2.9543 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 -4.7242 -2.2601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 4 2 0 0 0 0 3 12 1 0 0 0 0 4 15 1 0 0 0 0 5 6 1 0 0 0 0 5 13 1 0 0 0 0 6 19 1 0 0 0 0 7 12 2 0 0 0 0 7 14 1 0 0 0 0 8 13 2 0 0 0 0 8 17 1 0 0 0 0 9 12 1 0 0 0 0 9 20 1 0 0 0 0 10 16 1 0 0 0 0 10 18 2 0 0 0 0 11 16 2 0 0 0 0 11 20 1 0 0 0 0 13 14 1 0 0 0 0 14 15 2 0 0 0 0 15 17 1 0 0 0 0 17 21 1 0 0 0 0 18 20 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000220
DrugBank	DB00953
ChEMBL	CHEMBL905
IUPHAR/BPS	51
PharmaGKB	PA451264
KEGG Drug	D00675
PubChem CID	5078
ChEBI	48273
CAS Number	144034-80-0

Drug Properties

Molecular Weight	269.16
ALogP	0.0894
MLogP	2.56
XLogP	1.349
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	49.74
RO5 Violation	0