NPASS drugs

Drug Information

Drug ID:	NPD975
Drug Name:	Varenicline Tartrate
Molecular Formula:	C13H13N3.C4H6O6
Canonical SMILES:	N1CC2CC(C1)c1c2cc2c(c1)nccn2.OC(C(C(=O)O)O)C(=O)O
Standard InCHI:	InChI=1S/C13H13N3.C4H6O6/c1-2-16-13-5-11-9-3-8(6-14-7-9)10(11)4-12(13)15-1;5-1(3(7)8)2(6)4(9)10/h1-2,4-5,8-9,14H,3,6-7H2;1-2,5-6H,(H,7,8)(H,9,10)
Standard InCHIKey:	TWYFGYXQSYOKLK-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD975

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	841
0.1-0.2	8494
0.2-0.3	14822
0.3-0.4	3375
0.4-0.5	1310
0.5-0.6	1221
0.6-0.7	618
0.7-0.8	192
0.8-0.85	17
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	0.8472	NPC282398
Intermediate Similarity	0.8366	NPC469811
Intermediate Similarity	0.8312	NPC321911
Intermediate Similarity	0.8301	NPC63545
Intermediate Similarity	0.8269	NPC325903
Intermediate Similarity	0.8247	NPC179787
Intermediate Similarity	0.8247	NPC201380
Intermediate Similarity	0.8235	NPC86288
Intermediate Similarity	0.82	NPC169433
Intermediate Similarity	0.8176	NPC56765
Intermediate Similarity	0.8025	NPC90723
Intermediate Similarity	0.8012	NPC44773
Intermediate Similarity	0.8012	NPC122141
Intermediate Similarity	0.8012	NPC215584
Intermediate Similarity	0.8	NPC146373
Intermediate Similarity	0.8	NPC245244
Intermediate Similarity	0.8	NPC166424
Intermediate Similarity	0.7975	NPC470233
Intermediate Similarity	0.795	NPC318065
Intermediate Similarity	0.795	NPC206819
Intermediate Similarity	0.7947	NPC96102
Intermediate Similarity	0.7925	NPC138842
Intermediate Similarity	0.7914	NPC317105
Intermediate Similarity	0.7901	NPC470204
Intermediate Similarity	0.7898	NPC470111
Intermediate Similarity	0.7895	NPC84911
Intermediate Similarity	0.7895	NPC314102
Intermediate Similarity	0.7895	NPC251722
Intermediate Similarity	0.7895	NPC105127
Intermediate Similarity	0.7888	NPC236711
Intermediate Similarity	0.7888	NPC286427
Intermediate Similarity	0.7853	NPC225018
Intermediate Similarity	0.7853	NPC470203
Intermediate Similarity	0.784	NPC41257
Intermediate Similarity	0.7829	NPC261195
Intermediate Similarity	0.7829	NPC29886
Intermediate Similarity	0.7792	NPC88097
Intermediate Similarity	0.7792	NPC110126
Intermediate Similarity	0.7792	NPC73767
Intermediate Similarity	0.7764	NPC476219
Intermediate Similarity	0.7751	NPC280852
Intermediate Similarity	0.7742	NPC469767
Intermediate Similarity	0.7742	NPC469784
Intermediate Similarity	0.7742	NPC469783
Intermediate Similarity	0.7742	NPC279081
Intermediate Similarity	0.7742	NPC469768
Intermediate Similarity	0.7742	NPC115611
Intermediate Similarity	0.7742	NPC469779
Intermediate Similarity	0.7742	NPC469761
Intermediate Similarity	0.7742	NPC469780
Intermediate Similarity	0.774	NPC46358
Intermediate Similarity	0.7712	NPC325252
Intermediate Similarity	0.7692	NPC469766
Intermediate Similarity	0.7688	NPC40070
Intermediate Similarity	0.7687	NPC27740
Intermediate Similarity	0.7682	NPC82295
Intermediate Similarity	0.7682	NPC101165
Intermediate Similarity	0.7679	NPC201634
Intermediate Similarity	0.7651	NPC274229
Intermediate Similarity	0.7647	NPC198988
Intermediate Similarity	0.7643	NPC190296
Intermediate Similarity	0.7639	NPC91958
Intermediate Similarity	0.7639	NPC143603
Intermediate Similarity	0.7628	NPC230002
Intermediate Similarity	0.7622	NPC300238
Intermediate Similarity	0.7619	NPC194411
Intermediate Similarity	0.761	NPC288838
Intermediate Similarity	0.761	NPC143872
Intermediate Similarity	0.759	NPC478184
Intermediate Similarity	0.7588	NPC297034
Intermediate Similarity	0.7588	NPC471579
Intermediate Similarity	0.7578	NPC53947
Intermediate Similarity	0.7578	NPC33421
Intermediate Similarity	0.7547	NPC159856
Intermediate Similarity	0.7547	NPC314372
Intermediate Similarity	0.7544	NPC474958
Intermediate Similarity	0.7515	NPC293487
Intermediate Similarity	0.7515	NPC97343
Intermediate Similarity	0.75	NPC56233
Intermediate Similarity	0.75	NPC51054
Intermediate Similarity	0.7485	NPC37423
Intermediate Similarity	0.7485	NPC275305
Intermediate Similarity	0.7471	NPC82331
Intermediate Similarity	0.7455	NPC216643
Intermediate Similarity	0.7455	NPC469897
Intermediate Similarity	0.7455	NPC167635
Intermediate Similarity	0.7455	NPC193740
Intermediate Similarity	0.7453	NPC21605
Intermediate Similarity	0.7453	NPC471957
Intermediate Similarity	0.7439	NPC476297
Intermediate Similarity	0.7421	NPC20144
Intermediate Similarity	0.741	NPC477591
Intermediate Similarity	0.7405	NPC284635
Intermediate Similarity	0.7399	NPC68354
Intermediate Similarity	0.7381	NPC478182
Intermediate Similarity	0.7372	NPC218268
Intermediate Similarity	0.7362	NPC105818
Intermediate Similarity	0.7362	NPC24678
Intermediate Similarity	0.7358	NPC476454
Intermediate Similarity	0.7356	NPC176199
Intermediate Similarity	0.7356	NPC215795
Intermediate Similarity	0.7342	NPC315348
Intermediate Similarity	0.7342	NPC316811
Intermediate Similarity	0.7342	NPC32002
Intermediate Similarity	0.7338	NPC256893
Intermediate Similarity	0.7333	NPC476322
Intermediate Similarity	0.7329	NPC204141
Intermediate Similarity	0.7325	NPC150259
Intermediate Similarity	0.7321	NPC478185
Intermediate Similarity	0.732	NPC475090
Intermediate Similarity	0.732	NPC475105
Intermediate Similarity	0.732	NPC329896
Intermediate Similarity	0.7317	NPC470823
Intermediate Similarity	0.7317	NPC216713
Intermediate Similarity	0.7315	NPC329825
Intermediate Similarity	0.7305	NPC221786
Intermediate Similarity	0.7305	NPC474880
Intermediate Similarity	0.7305	NPC475990
Intermediate Similarity	0.7296	NPC59084
Intermediate Similarity	0.7294	NPC478183
Intermediate Similarity	0.7288	NPC467063
Intermediate Similarity	0.7283	NPC265576
Intermediate Similarity	0.7273	NPC469765
Intermediate Similarity	0.7273	NPC69914
Intermediate Similarity	0.7273	NPC259644
Intermediate Similarity	0.7273	NPC73952
Intermediate Similarity	0.7273	NPC22079
Intermediate Similarity	0.7273	NPC200214
Intermediate Similarity	0.7273	NPC25008
Intermediate Similarity	0.7273	NPC141926
Intermediate Similarity	0.7273	NPC469760
Intermediate Similarity	0.7273	NPC307191
Intermediate Similarity	0.7273	NPC469786
Intermediate Similarity	0.7273	NPC469763
Intermediate Similarity	0.7255	NPC89490
Intermediate Similarity	0.725	NPC473868
Intermediate Similarity	0.725	NPC63157
Intermediate Similarity	0.7248	NPC182570
Intermediate Similarity	0.7248	NPC48564
Intermediate Similarity	0.7248	NPC265605
Intermediate Similarity	0.7241	NPC143156
Intermediate Similarity	0.7229	NPC212376
Intermediate Similarity	0.7229	NPC34844
Intermediate Similarity	0.7229	NPC75540
Intermediate Similarity	0.7229	NPC70922
Intermediate Similarity	0.7229	NPC80597
Intermediate Similarity	0.7229	NPC211572
Intermediate Similarity	0.7222	NPC470440
Intermediate Similarity	0.7211	NPC297486
Intermediate Similarity	0.7211	NPC471402
Intermediate Similarity	0.7211	NPC240136
Intermediate Similarity	0.7209	NPC91895
Intermediate Similarity	0.7209	NPC32534
Intermediate Similarity	0.7208	NPC476131
Intermediate Similarity	0.7202	NPC135141
Intermediate Similarity	0.7202	NPC92796
Intermediate Similarity	0.7191	NPC108011
Intermediate Similarity	0.7188	NPC2949
Intermediate Similarity	0.7186	NPC469785
Intermediate Similarity	0.7186	NPC476464
Intermediate Similarity	0.7184	NPC317054
Intermediate Similarity	0.7182	NPC231536
Intermediate Similarity	0.7182	NPC95783
Intermediate Similarity	0.7181	NPC215519
Intermediate Similarity	0.7176	NPC265100
Intermediate Similarity	0.7175	NPC191415
Intermediate Similarity	0.7162	NPC162689
Intermediate Similarity	0.7162	NPC54102
Intermediate Similarity	0.716	NPC279918
Intermediate Similarity	0.716	NPC229173
Intermediate Similarity	0.7143	NPC469762
Intermediate Similarity	0.7143	NPC88121
Intermediate Similarity	0.7143	NPC148140
Intermediate Similarity	0.7135	NPC102755
Intermediate Similarity	0.7135	NPC48938
Intermediate Similarity	0.7135	NPC147810
Intermediate Similarity	0.7125	NPC312092
Intermediate Similarity	0.7124	NPC250361
Intermediate Similarity	0.7118	NPC282231
Intermediate Similarity	0.7115	NPC179365
Intermediate Similarity	0.711	NPC474897
Intermediate Similarity	0.7107	NPC125746
Intermediate Similarity	0.7105	NPC122718
Intermediate Similarity	0.7101	NPC80681
Intermediate Similarity	0.7095	NPC284678
Intermediate Similarity	0.7095	NPC81561
Intermediate Similarity	0.7093	NPC474561
Intermediate Similarity	0.7093	NPC49954
Intermediate Similarity	0.7083	NPC27802
Intermediate Similarity	0.7076	NPC21174
Intermediate Similarity	0.7076	NPC271797
Intermediate Similarity	0.7073	NPC316069
Intermediate Similarity	0.7068	NPC175916
Intermediate Similarity	0.7059	NPC131718
Intermediate Similarity	0.7052	NPC63751
Intermediate Similarity	0.7052	NPC201700
Intermediate Similarity	0.7051	NPC475428
Intermediate Similarity	0.7039	NPC290094
Intermediate Similarity	0.7035	NPC280864
Intermediate Similarity	0.7035	NPC17751

Drug Structure

NPD975 OpenBabel08201723592D 31 33 0 0 1 0 0 0 0 0999 V2000 0.4831 -1.0546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4830 -1.8917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8014 -1.4733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6579 -0.6361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6579 -2.3103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5165 -0.4831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5164 -2.4635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3731 -0.4830 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.3731 -2.4635 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.3829 -1.0547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3828 -1.8918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9330 -1.0547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9329 -1.8918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0882 -1.4733 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2080 -0.6361 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2080 -2.3103 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8296 -4.8787 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.9930 -5.3618 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.6662 -5.3618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1563 -4.8787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8296 -3.9126 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9930 -6.3278 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6662 -6.3278 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5029 -4.8787 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1563 -3.9126 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3197 -5.3618 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0542 -1.4733 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6662 -3.4296 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8296 -6.8109 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5029 -3.9126 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4830 -4.8787 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 15 2 0 0 0 0 2 16 2 0 0 0 0 3 8 1 0 0 0 0 3 9 1 0 0 0 0 4 10 2 0 0 0 0 4 12 1 0 0 0 0 5 11 2 0 0 0 0 5 13 1 0 0 0 0 6 8 1 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 14 1 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 10 11 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 16 1 0 0 0 0 14 27 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 17 21 1 0 0 0 0 18 20 1 0 0 0 0 18 22 1 0 0 0 0 19 23 2 0 0 0 0 19 24 1 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 24 30 1 0 0 0 0 26 31 1 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	211.11
ALogP	-0.947
MLogP	2.56
XLogP	1.2
HDA	3
HBD	1
Rotatable Bonds	0
TPSA	37.81
RO5 Violation	0