NPASS drugs

Drug Information

Drug ID:	NPD2640
Drug Name:	Naratriptan Hydrochloride
Molecular Formula:	C17H25N3O2S.ClH
Canonical SMILES:	CNS(=O)(=O)CCc1ccc2c(c1)c(c[nH]2)C1CCN(CC1)C.Cl
Standard InCHI:	InChI=1S/C17H25N3O2S.ClH/c1-18-23(21,22)10-7-13-3-4-17-15(11-13)16(12-19-17)14-5-8-20(2)9-6-14;/h3-4,11-12,14,18-19H,5-10H2,1-2H3;1H
Standard InCHIKey:	AWEZYKMQFAUBTD-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2640

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	612
0.1-0.2	6837
0.2-0.3	15648
0.3-0.4	4058
0.4-0.5	1472
0.5-0.6	1167
0.6-0.7	752
0.7-0.8	267
0.8-0.85	66
0.85-0.9	11
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
High Similarity	0.8696	NPC90723
High Similarity	0.8625	NPC56765
High Similarity	0.8618	NPC73767
High Similarity	0.8562	NPC469767
High Similarity	0.8562	NPC469783
High Similarity	0.8562	NPC469768
High Similarity	0.8562	NPC469761
High Similarity	0.8562	NPC469784
High Similarity	0.8562	NPC469779
High Similarity	0.8562	NPC469780
High Similarity	0.8506	NPC469766
Intermediate Similarity	0.8497	NPC110126
Intermediate Similarity	0.8491	NPC200214
Intermediate Similarity	0.8487	NPC84911
Intermediate Similarity	0.8471	NPC471957
Intermediate Similarity	0.8428	NPC216713
Intermediate Similarity	0.8428	NPC470823
Intermediate Similarity	0.8421	NPC261195
Intermediate Similarity	0.8421	NPC96102
Intermediate Similarity	0.8421	NPC29886
Intermediate Similarity	0.8395	NPC318065
Intermediate Similarity	0.8395	NPC206819
Intermediate Similarity	0.8366	NPC105127
Intermediate Similarity	0.8365	NPC53947
Intermediate Similarity	0.8344	NPC314372
Intermediate Similarity	0.8344	NPC44773
Intermediate Similarity	0.8344	NPC215584
Intermediate Similarity	0.8333	NPC190296
Intermediate Similarity	0.8313	NPC470233
Intermediate Similarity	0.8302	NPC321911
Intermediate Similarity	0.825	NPC105818
Intermediate Similarity	0.825	NPC24678
Intermediate Similarity	0.8239	NPC179787
Intermediate Similarity	0.8239	NPC469811
Intermediate Similarity	0.8239	NPC201380
Intermediate Similarity	0.8221	NPC286427
Intermediate Similarity	0.8205	NPC279081
Intermediate Similarity	0.8205	NPC59084
Intermediate Similarity	0.8176	NPC63545
Intermediate Similarity	0.8176	NPC288838
Intermediate Similarity	0.8171	NPC41257
Intermediate Similarity	0.8158	NPC82295
Intermediate Similarity	0.8155	NPC194411
Intermediate Similarity	0.8153	NPC63157
Intermediate Similarity	0.8153	NPC473868
Intermediate Similarity	0.8148	NPC25008
Intermediate Similarity	0.8148	NPC73952
Intermediate Similarity	0.8148	NPC469760
Intermediate Similarity	0.8148	NPC469765
Intermediate Similarity	0.8148	NPC469786
Intermediate Similarity	0.8148	NPC469763
Intermediate Similarity	0.8148	NPC259644
Intermediate Similarity	0.8148	NPC325903
Intermediate Similarity	0.8129	NPC314102
Intermediate Similarity	0.8129	NPC251722
Intermediate Similarity	0.8125	NPC21605
Intermediate Similarity	0.8117	NPC198988
Intermediate Similarity	0.8113	NPC159856
Intermediate Similarity	0.8098	NPC75540
Intermediate Similarity	0.8098	NPC70922
Intermediate Similarity	0.8098	NPC211572
Intermediate Similarity	0.8098	NPC80597
Intermediate Similarity	0.8098	NPC212376
Intermediate Similarity	0.8089	NPC230002
Intermediate Similarity	0.8089	NPC2949
Intermediate Similarity	0.8065	NPC325252
Intermediate Similarity	0.8063	NPC143872
Intermediate Similarity	0.8036	NPC474561
Intermediate Similarity	0.8036	NPC49954
Intermediate Similarity	0.8025	NPC33421
Intermediate Similarity	0.8023	NPC248454
Intermediate Similarity	0.8023	NPC68354
Intermediate Similarity	0.8012	NPC37423
Intermediate Similarity	0.8012	NPC275305
Intermediate Similarity	0.8	NPC216643
Intermediate Similarity	0.8	NPC236711
Intermediate Similarity	0.8	NPC469762
Intermediate Similarity	0.7964	NPC470203
Intermediate Similarity	0.7952	NPC135141
Intermediate Similarity	0.7952	NPC92796
Intermediate Similarity	0.7939	NPC469785
Intermediate Similarity	0.7929	NPC160105
Intermediate Similarity	0.7922	NPC475450
Intermediate Similarity	0.7922	NPC179365
Intermediate Similarity	0.7917	NPC311276
Intermediate Similarity	0.7917	NPC194640
Intermediate Similarity	0.7911	NPC88097
Intermediate Similarity	0.7904	NPC470204
Intermediate Similarity	0.7898	NPC150259
Intermediate Similarity	0.7882	NPC201700
Intermediate Similarity	0.7879	NPC34844
Intermediate Similarity	0.7874	NPC215795
Intermediate Similarity	0.7874	NPC176199
Intermediate Similarity	0.7857	NPC475428
Intermediate Similarity	0.7857	NPC22079
Intermediate Similarity	0.7857	NPC282231
Intermediate Similarity	0.7841	NPC163055
Intermediate Similarity	0.7818	NPC141926
Intermediate Similarity	0.7811	NPC317105
Intermediate Similarity	0.7811	NPC40779
Intermediate Similarity	0.7798	NPC122141
Intermediate Similarity	0.7798	NPC279918
Intermediate Similarity	0.7792	NPC473587
Intermediate Similarity	0.7791	NPC470111
Intermediate Similarity	0.7778	NPC63751
Intermediate Similarity	0.7778	NPC470440
Intermediate Similarity	0.7771	NPC38736
Intermediate Similarity	0.7759	NPC280852
Intermediate Similarity	0.7759	NPC474958
Intermediate Similarity	0.775	NPC115611
Intermediate Similarity	0.7746	NPC314603
Intermediate Similarity	0.7744	NPC124005
Intermediate Similarity	0.7738	NPC474791
Intermediate Similarity	0.7736	NPC169433
Intermediate Similarity	0.7727	NPC473762
Intermediate Similarity	0.7725	NPC51054
Intermediate Similarity	0.7722	NPC218268
Intermediate Similarity	0.7709	NPC474707
Intermediate Similarity	0.7697	NPC40070
Intermediate Similarity	0.7688	NPC82331
Intermediate Similarity	0.768	NPC95783
Intermediate Similarity	0.7679	NPC469897
Intermediate Similarity	0.767	NPC213468
Intermediate Similarity	0.7669	NPC204141
Intermediate Similarity	0.7669	NPC285731
Intermediate Similarity	0.7667	NPC317030
Intermediate Similarity	0.7667	NPC204565
Intermediate Similarity	0.7643	NPC473930
Intermediate Similarity	0.7633	NPC475990
Intermediate Similarity	0.7633	NPC474880
Intermediate Similarity	0.7633	NPC221786
Intermediate Similarity	0.7632	NPC46358
Intermediate Similarity	0.7628	NPC282398
Intermediate Similarity	0.7624	NPC65215
Intermediate Similarity	0.7624	NPC173028
Intermediate Similarity	0.7616	NPC54988
Intermediate Similarity	0.7616	NPC49217
Intermediate Similarity	0.7614	NPC151939
Intermediate Similarity	0.7598	NPC228835
Intermediate Similarity	0.7597	NPC250361
Intermediate Similarity	0.7588	NPC131718
Intermediate Similarity	0.7586	NPC470498
Intermediate Similarity	0.7584	NPC233936
Intermediate Similarity	0.7578	NPC104483
Intermediate Similarity	0.7571	NPC11126
Intermediate Similarity	0.7566	NPC41174
Intermediate Similarity	0.7562	NPC125746
Intermediate Similarity	0.7558	NPC274229
Intermediate Similarity	0.7544	NPC16667
Intermediate Similarity	0.7543	NPC477611
Intermediate Similarity	0.753	NPC37548
Intermediate Similarity	0.753	NPC187951
Intermediate Similarity	0.7529	NPC230869
Intermediate Similarity	0.7528	NPC300688
Intermediate Similarity	0.7515	NPC129042
Intermediate Similarity	0.7515	NPC476464
Intermediate Similarity	0.7515	NPC184476
Intermediate Similarity	0.7515	NPC316069
Intermediate Similarity	0.7514	NPC294693
Intermediate Similarity	0.7514	NPC94752
Intermediate Similarity	0.7514	NPC145885
Intermediate Similarity	0.7514	NPC59269
Intermediate Similarity	0.7514	NPC14113
Intermediate Similarity	0.7514	NPC84827
Intermediate Similarity	0.75	NPC242556
Intermediate Similarity	0.75	NPC271797
Intermediate Similarity	0.75	NPC149265
Intermediate Similarity	0.75	NPC21174
Intermediate Similarity	0.7485	NPC229173
Intermediate Similarity	0.7485	NPC148592
Intermediate Similarity	0.7471	NPC129721
Intermediate Similarity	0.7468	NPC27740
Intermediate Similarity	0.7459	NPC474177
Intermediate Similarity	0.7459	NPC280290
Intermediate Similarity	0.7457	NPC280864
Intermediate Similarity	0.7457	NPC17751
Intermediate Similarity	0.7456	NPC476297
Intermediate Similarity	0.7456	NPC476219
Intermediate Similarity	0.7442	NPC225018
Intermediate Similarity	0.7439	NPC20144
Intermediate Similarity	0.7439	NPC477977
Intermediate Similarity	0.7434	NPC215519
Intermediate Similarity	0.743	NPC314919
Intermediate Similarity	0.743	NPC164228
Intermediate Similarity	0.743	NPC16659
Intermediate Similarity	0.7429	NPC91895
Intermediate Similarity	0.7429	NPC97343
Intermediate Similarity	0.7425	NPC2272
Intermediate Similarity	0.7419	NPC133366
Intermediate Similarity	0.7401	NPC189812
Intermediate Similarity	0.7401	NPC329688
Intermediate Similarity	0.7399	NPC478182
Intermediate Similarity	0.7399	NPC102423
Intermediate Similarity	0.7389	NPC307191
Intermediate Similarity	0.7386	NPC6982
Intermediate Similarity	0.7386	NPC201634
Intermediate Similarity	0.7384	NPC473320
Intermediate Similarity	0.7374	NPC265710
Intermediate Similarity	0.7371	NPC78020
Intermediate Similarity	0.7365	NPC477134

Drug Structure

NPD2640 OpenBabel08211702172D 26 27 0 0 0 0 0 0 0 0999 V2000 5.3878 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.3375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8878 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8878 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7653 -6.7044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1254 -5.0102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0218 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7872 -6.4965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1473 -4.8023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8878 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1557 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8193 -7.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0218 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4344 -5.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1557 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4126 -6.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0218 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8878 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8138 -6.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -5.5454 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.8878 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.8878 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8878 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.0203 -0.0115 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.3878 -0.6340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4830 -7.7213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 20 1 0 0 0 0 3 4 2 0 0 0 0 3 13 1 0 0 0 0 4 17 1 0 0 0 0 5 8 1 0 0 0 0 5 14 1 0 0 0 0 6 9 1 0 0 0 0 6 14 1 0 0 0 0 7 10 1 0 0 0 0 7 13 1 0 0 0 0 8 20 1 0 0 0 0 9 20 1 0 0 0 0 10 23 1 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 12 19 1 0 0 0 0 14 16 1 0 0 0 0 15 16 1 0 0 0 0 15 17 2 0 0 0 0 17 19 1 0 0 0 0 18 23 1 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 21 23 2 0 0 0 0 22 23 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	335.17
ALogP	-1.7308
MLogP	2.67
XLogP	1.709
HDA	5
HBD	2
Rotatable Bonds	7
TPSA	73.58
RO5 Violation	0