NPASS drugs

Drug Information

Drug ID:	NPD200
Drug Name:	Cotinine Fumarate
Molecular Formula:	C10H12N2O.C4H4O4
Canonical SMILES:	O=C1CC[C@H](N1C)c1cccnc1.OC(=O)/C=C/C(=O)O
Standard InCHI:	InChI=1S/C10H12N2O.C4H4O4/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8;5-3(6)1-2-4(7)8/h2-3,6-7,9H,4-5H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1+/t9-;/m0./s1
Standard InCHIKey:	MOFZVCHSBVBWIZ-AFIAKLHKSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD200

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	294
0.1-0.2	3713
0.2-0.3	14161
0.3-0.4	8261
0.4-0.5	1881
0.5-0.6	1628
0.6-0.7	758
0.7-0.8	187
0.8-0.85	3
0.85-0.9	3
0.9-0.95	0
0.95-1	1

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	1.0	NPC65408
High Similarity	0.8837	NPC265605
High Similarity	0.8837	NPC48564
High Similarity	0.8837	NPC182570
Intermediate Similarity	0.8358	NPC27740
Intermediate Similarity	0.8071	NPC324611
Intermediate Similarity	0.8065	NPC56233
Intermediate Similarity	0.7984	NPC27802
Intermediate Similarity	0.797	NPC471402
Intermediate Similarity	0.797	NPC297486
Intermediate Similarity	0.797	NPC240136
Intermediate Similarity	0.7949	NPC114637
Intermediate Similarity	0.7914	NPC471313
Intermediate Similarity	0.7914	NPC471311
Intermediate Similarity	0.7899	NPC166424
Intermediate Similarity	0.7899	NPC245244
Intermediate Similarity	0.7899	NPC146373
Intermediate Similarity	0.7883	NPC290094
Intermediate Similarity	0.7881	NPC472260
Intermediate Similarity	0.7815	NPC473878
Intermediate Similarity	0.7778	NPC91958
Intermediate Similarity	0.7778	NPC248462
Intermediate Similarity	0.7763	NPC470679
Intermediate Similarity	0.7763	NPC217021
Intermediate Similarity	0.7762	NPC322488
Intermediate Similarity	0.7752	NPC76540
Intermediate Similarity	0.773	NPC89490
Intermediate Similarity	0.7716	NPC64436
Intermediate Similarity	0.7714	NPC202957
Intermediate Similarity	0.7714	NPC169625
Intermediate Similarity	0.7702	NPC469529
Intermediate Similarity	0.7698	NPC476322
Intermediate Similarity	0.7676	NPC475105
Intermediate Similarity	0.7676	NPC475090
Intermediate Similarity	0.7676	NPC329896
Intermediate Similarity	0.7669	NPC11126
Intermediate Similarity	0.7647	NPC143603
Intermediate Similarity	0.7643	NPC194881
Intermediate Similarity	0.7639	NPC330326
Intermediate Similarity	0.7628	NPC293487
Intermediate Similarity	0.7595	NPC478182
Intermediate Similarity	0.7595	NPC478184
Intermediate Similarity	0.7569	NPC256893
Intermediate Similarity	0.7569	NPC471322
Intermediate Similarity	0.755	NPC470440
Intermediate Similarity	0.7532	NPC242116
Intermediate Similarity	0.7532	NPC70406
Intermediate Similarity	0.7516	NPC80681
Intermediate Similarity	0.75	NPC46358
Intermediate Similarity	0.7485	NPC228835
Intermediate Similarity	0.7484	NPC200214
Intermediate Similarity	0.7484	NPC265100
Intermediate Similarity	0.7483	NPC471589
Intermediate Similarity	0.7468	NPC470680
Intermediate Similarity	0.7468	NPC100104
Intermediate Similarity	0.7463	NPC235843
Intermediate Similarity	0.7451	NPC105811
Intermediate Similarity	0.7451	NPC100726
Intermediate Similarity	0.745	NPC110126
Intermediate Similarity	0.744	NPC308931
Intermediate Similarity	0.744	NPC99939
Intermediate Similarity	0.7434	NPC467188
Intermediate Similarity	0.7432	NPC471312
Intermediate Similarity	0.7432	NPC150259
Intermediate Similarity	0.7431	NPC476131
Intermediate Similarity	0.7429	NPC329825
Intermediate Similarity	0.7427	NPC117244
Intermediate Similarity	0.7427	NPC473763
Intermediate Similarity	0.7421	NPC478185
Intermediate Similarity	0.7417	NPC190296
Intermediate Similarity	0.741	NPC73994
Intermediate Similarity	0.7407	NPC91895
Intermediate Similarity	0.74	NPC238499
Intermediate Similarity	0.7394	NPC83774
Intermediate Similarity	0.7391	NPC478183
Intermediate Similarity	0.7381	NPC477003
Intermediate Similarity	0.7379	NPC282398
Intermediate Similarity	0.7379	NPC69914
Intermediate Similarity	0.7372	NPC251391
Intermediate Similarity	0.7355	NPC40070
Intermediate Similarity	0.7355	NPC313889
Intermediate Similarity	0.7351	NPC476454
Intermediate Similarity	0.7348	NPC231655
Intermediate Similarity	0.7333	NPC73767
Intermediate Similarity	0.7329	NPC101165
Intermediate Similarity	0.732	NPC285731
Intermediate Similarity	0.732	NPC314372
Intermediate Similarity	0.7317	NPC161861
Intermediate Similarity	0.7315	NPC314102
Intermediate Similarity	0.7315	NPC84911
Intermediate Similarity	0.7315	NPC251722
Intermediate Similarity	0.7315	NPC105127
Intermediate Similarity	0.7305	NPC61011
Intermediate Similarity	0.7301	NPC32534
Intermediate Similarity	0.7296	NPC474492
Intermediate Similarity	0.7292	NPC212125
Intermediate Similarity	0.7289	NPC145885
Intermediate Similarity	0.7289	NPC14113
Intermediate Similarity	0.7289	NPC84827
Intermediate Similarity	0.7287	NPC83987
Intermediate Similarity	0.7267	NPC21174
Intermediate Similarity	0.7267	NPC271797
Intermediate Similarity	0.7251	NPC17059
Intermediate Similarity	0.7248	NPC261195
Intermediate Similarity	0.7248	NPC96102
Intermediate Similarity	0.7248	NPC29886
Intermediate Similarity	0.7246	NPC476566
Intermediate Similarity	0.7241	NPC313823
Intermediate Similarity	0.7233	NPC129721
Intermediate Similarity	0.7229	NPC267885
Intermediate Similarity	0.7226	NPC470111
Intermediate Similarity	0.7226	NPC477974
Intermediate Similarity	0.7222	NPC233380
Intermediate Similarity	0.7222	NPC42372
Intermediate Similarity	0.7219	NPC316811
Intermediate Similarity	0.7219	NPC315348
Intermediate Similarity	0.7219	NPC32002
Intermediate Similarity	0.7211	NPC82295
Intermediate Similarity	0.7208	NPC159856
Intermediate Similarity	0.7193	NPC94752
Intermediate Similarity	0.7186	NPC157583
Intermediate Similarity	0.7179	NPC123906
Intermediate Similarity	0.7178	NPC41717
Intermediate Similarity	0.7176	NPC46895
Intermediate Similarity	0.7171	NPC469779
Intermediate Similarity	0.7171	NPC469784
Intermediate Similarity	0.7171	NPC469780
Intermediate Similarity	0.7171	NPC469761
Intermediate Similarity	0.7171	NPC469783
Intermediate Similarity	0.7171	NPC469768
Intermediate Similarity	0.7171	NPC469767
Intermediate Similarity	0.7169	NPC110500
Intermediate Similarity	0.7169	NPC469938
Intermediate Similarity	0.7169	NPC293216
Intermediate Similarity	0.7169	NPC203468
Intermediate Similarity	0.7169	NPC149155
Intermediate Similarity	0.716	NPC191415
Intermediate Similarity	0.7152	NPC281094
Intermediate Similarity	0.7143	NPC126709
Intermediate Similarity	0.7143	NPC248041
Intermediate Similarity	0.7143	NPC315320
Intermediate Similarity	0.7143	NPC12649
Intermediate Similarity	0.7134	NPC70949
Intermediate Similarity	0.7134	NPC471655
Intermediate Similarity	0.7134	NPC24678
Intermediate Similarity	0.7134	NPC78020
Intermediate Similarity	0.7134	NPC105818
Intermediate Similarity	0.7133	NPC29702
Intermediate Similarity	0.7124	NPC469766
Intermediate Similarity	0.7115	NPC179787
Intermediate Similarity	0.7115	NPC471957
Intermediate Similarity	0.7115	NPC201380
Intermediate Similarity	0.7107	NPC209362
Intermediate Similarity	0.7107	NPC229055
Intermediate Similarity	0.7105	NPC104483
Intermediate Similarity	0.7101	NPC24864
Intermediate Similarity	0.7089	NPC470233
Intermediate Similarity	0.7086	NPC114310
Intermediate Similarity	0.7086	NPC472288
Intermediate Similarity	0.7083	NPC237188
Intermediate Similarity	0.7075	NPC71236
Intermediate Similarity	0.707	NPC321911
Intermediate Similarity	0.707	NPC102664
Intermediate Similarity	0.7063	NPC74357
Intermediate Similarity	0.7063	NPC51054
Intermediate Similarity	0.7059	NPC279081
Intermediate Similarity	0.7055	NPC306397
Intermediate Similarity	0.7051	NPC478186
Intermediate Similarity	0.7051	NPC63545
Intermediate Similarity	0.7044	NPC469760
Intermediate Similarity	0.7044	NPC469763
Intermediate Similarity	0.7044	NPC73952
Intermediate Similarity	0.7044	NPC469765
Intermediate Similarity	0.7044	NPC259644
Intermediate Similarity	0.7044	NPC469786
Intermediate Similarity	0.7044	NPC25008
Intermediate Similarity	0.7041	NPC283219
Intermediate Similarity	0.7032	NPC159630
Intermediate Similarity	0.7032	NPC471323
Intermediate Similarity	0.7032	NPC230085
Intermediate Similarity	0.7029	NPC476460
Intermediate Similarity	0.7019	NPC213914
Intermediate Similarity	0.7018	NPC102755
Intermediate Similarity	0.7018	NPC470205
Intermediate Similarity	0.7013	NPC277157
Intermediate Similarity	0.7011	NPC213629
Intermediate Similarity	0.7006	NPC294693
Intermediate Similarity	0.7006	NPC469811
Intermediate Similarity	0.7006	NPC477976
Intermediate Similarity	0.7	NPC70922
Intermediate Similarity	0.7	NPC75540
Intermediate Similarity	0.7	NPC211572
Intermediate Similarity	0.7	NPC212376
Intermediate Similarity	0.7	NPC80597
Remote Similarity	0.6994	NPC62749
Remote Similarity	0.6989	NPC471386
Remote Similarity	0.6988	NPC116961
Remote Similarity	0.6987	NPC86288
Remote Similarity	0.6982	NPC111275
Remote Similarity	0.6982	NPC240088

Drug Structure

NPD200 OpenBabel08201723122D 23 23 0 0 1 0 0 0 0 0999 V2000 2.7213 -0.9523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8147 -4.6160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9487 -4.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1691 -3.0227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.2796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6808 -4.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8147 -2.6160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9487 -3.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0827 -2.6160 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0000 -1.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6808 -3.1160 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9781 -1.6215 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5933 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2788 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1449 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4128 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0109 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4128 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5468 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.8769 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0109 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6808 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1449 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 8 1 0 0 0 0 4 5 1 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 9 8 1 6 0 0 0 9 12 1 0 0 0 0 10 12 1 0 0 0 0 10 13 2 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 19 22 1 0 0 0 0 21 23 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	176.09
ALogP	-0.8361
MLogP	2.23
XLogP	0.746
HDA	3
HBD	0
Rotatable Bonds	2
TPSA	33.2
RO5 Violation	0