NPASS drugs

Drug Information

Drug ID:	NPD1361
Drug Name:	lintopride
Molecular Formula:	C14H19ClN4O2
Canonical SMILES:	CCN1CCN=C1CN=C(c1cc(Cl)c(cc1OC)N)O
Standard InCHI:	InChI=1S/C14H19ClN4O2/c1-3-19-5-4-17-13(19)8-18-14(20)9-6-10(15)11(16)7-12(9)21-2/h6-7H,3-5,8,16H2,1-2H3,(H,18,20)
Standard InCHIKey:	MJCKISCWHDATBN-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1361

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	272
0.1-0.2	2841
0.2-0.3	9966
0.3-0.4	5315
0.4-0.5	10483
0.5-0.6	1955
0.6-0.7	58
0.7-0.8	0
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
Remote Similarity	0.6927	NPC219383
Remote Similarity	0.6735	NPC232872
Remote Similarity	0.6702	NPC208280
Remote Similarity	0.655	NPC28510
Remote Similarity	0.6387	NPC238430
Remote Similarity	0.6384	NPC166667
Remote Similarity	0.6373	NPC310894
Remote Similarity	0.6359	NPC168153
Remote Similarity	0.6256	NPC174629
Remote Similarity	0.6236	NPC237227
Remote Similarity	0.6232	NPC70956
Remote Similarity	0.6232	NPC243834
Remote Similarity	0.6219	NPC474498
Remote Similarity	0.6207	NPC295287
Remote Similarity	0.62	NPC272375
Remote Similarity	0.6195	NPC204970
Remote Similarity	0.6173	NPC225381
Remote Similarity	0.6162	NPC9475
Remote Similarity	0.6146	NPC72291
Remote Similarity	0.6134	NPC19555
Remote Similarity	0.6122	NPC85482
Remote Similarity	0.6116	NPC166655
Remote Similarity	0.6098	NPC226914
Remote Similarity	0.608	NPC471321
Remote Similarity	0.608	NPC226662
Remote Similarity	0.608	NPC471306
Remote Similarity	0.6073	NPC469428
Remote Similarity	0.6068	NPC475411
Remote Similarity	0.6062	NPC187145
Remote Similarity	0.6056	NPC473460
Remote Similarity	0.6053	NPC300114
Remote Similarity	0.6042	NPC291359
Remote Similarity	0.6034	NPC184437
Remote Similarity	0.6032	NPC13397
Remote Similarity	0.6032	NPC184161
Remote Similarity	0.6028	NPC473422
Remote Similarity	0.6027	NPC469592
Remote Similarity	0.6027	NPC471080
Remote Similarity	0.6023	NPC53596
Remote Similarity	0.6023	NPC17388
Remote Similarity	0.6023	NPC289330
Remote Similarity	0.6023	NPC471308
Remote Similarity	0.6023	NPC160120
Remote Similarity	0.6021	NPC315257
Remote Similarity	0.6021	NPC10730
Remote Similarity	0.6021	NPC10875
Remote Similarity	0.602	NPC265383
Remote Similarity	0.6019	NPC475910
Remote Similarity	0.601	NPC62069
Remote Similarity	0.601	NPC235628
Remote Similarity	0.601	NPC84478
Remote Similarity	0.6009	NPC274268
Remote Similarity	0.6009	NPC475085
Remote Similarity	0.6009	NPC475112
Remote Similarity	0.6009	NPC291535
Remote Similarity	0.6	NPC283152
Remote Similarity	0.6	NPC9336
Remote Similarity	0.6	NPC471132
Remote Similarity	0.5991	NPC177056
Remote Similarity	0.5991	NPC121772
Remote Similarity	0.599	NPC260118
Remote Similarity	0.599	NPC477888
Remote Similarity	0.599	NPC28368
Remote Similarity	0.5988	NPC264782
Remote Similarity	0.5979	NPC177404
Remote Similarity	0.5972	NPC193777
Remote Similarity	0.597	NPC316161
Remote Similarity	0.5965	NPC43275
Remote Similarity	0.5961	NPC192939
Remote Similarity	0.5961	NPC311936
Remote Similarity	0.5961	NPC215747
Remote Similarity	0.5955	NPC478074
Remote Similarity	0.5952	NPC13880
Remote Similarity	0.595	NPC473432
Remote Similarity	0.5943	NPC18487
Remote Similarity	0.5942	NPC474059
Remote Similarity	0.5942	NPC51047
Remote Similarity	0.5941	NPC70092
Remote Similarity	0.5941	NPC39822
Remote Similarity	0.5931	NPC119579
Remote Similarity	0.5928	NPC306366
Remote Similarity	0.5926	NPC476106
Remote Similarity	0.5922	NPC180253
Remote Similarity	0.5922	NPC469830
Remote Similarity	0.5922	NPC313466
Remote Similarity	0.5922	NPC219170
Remote Similarity	0.592	NPC228040
Remote Similarity	0.592	NPC471314
Remote Similarity	0.592	NPC471315
Remote Similarity	0.5919	NPC469594
Remote Similarity	0.5918	NPC204179
Remote Similarity	0.5918	NPC70172
Remote Similarity	0.5917	NPC168250
Remote Similarity	0.5917	NPC469589
Remote Similarity	0.5915	NPC329747
Remote Similarity	0.5906	NPC5932
Remote Similarity	0.5905	NPC131017
Remote Similarity	0.5902	NPC276060
Remote Similarity	0.5902	NPC28425
Remote Similarity	0.5899	NPC219350
Remote Similarity	0.5899	NPC194699
Remote Similarity	0.5897	NPC315498
Remote Similarity	0.5897	NPC230942
Remote Similarity	0.5897	NPC289776
Remote Similarity	0.5897	NPC133470
Remote Similarity	0.5897	NPC191863
Remote Similarity	0.5896	NPC72211
Remote Similarity	0.5894	NPC217294
Remote Similarity	0.5882	NPC471785
Remote Similarity	0.5872	NPC49583
Remote Similarity	0.5871	NPC288943
Remote Similarity	0.5864	NPC242923
Remote Similarity	0.5862	NPC283999
Remote Similarity	0.5857	NPC203972
Remote Similarity	0.5852	NPC325013
Remote Similarity	0.5852	NPC473185
Remote Similarity	0.5848	NPC303658
Remote Similarity	0.5841	NPC315957
Remote Similarity	0.5841	NPC310118
Remote Similarity	0.5841	NPC25897
Remote Similarity	0.5838	NPC247251
Remote Similarity	0.5838	NPC314113
Remote Similarity	0.5838	NPC189724
Remote Similarity	0.5838	NPC212850
Remote Similarity	0.5838	NPC83289
Remote Similarity	0.5837	NPC470728
Remote Similarity	0.5837	NPC316981
Remote Similarity	0.5833	NPC476689
Remote Similarity	0.5833	NPC26872
Remote Similarity	0.5833	NPC476687
Remote Similarity	0.5833	NPC476685
Remote Similarity	0.583	NPC148183
Remote Similarity	0.583	NPC152768
Remote Similarity	0.5829	NPC257354
Remote Similarity	0.5829	NPC29472
Remote Similarity	0.5829	NPC151030
Remote Similarity	0.5829	NPC269383
Remote Similarity	0.5825	NPC42591
Remote Similarity	0.5824	NPC222982
Remote Similarity	0.5817	NPC224293
Remote Similarity	0.5817	NPC22928
Remote Similarity	0.5814	NPC232727
Remote Similarity	0.5814	NPC232600
Remote Similarity	0.5806	NPC301702
Remote Similarity	0.5805	NPC98197
Remote Similarity	0.5802	NPC194967
Remote Similarity	0.5802	NPC70259
Remote Similarity	0.5802	NPC242209
Remote Similarity	0.5801	NPC130595
Remote Similarity	0.5801	NPC274732
Remote Similarity	0.5801	NPC93882
Remote Similarity	0.5798	NPC473874
Remote Similarity	0.5796	NPC128115
Remote Similarity	0.5792	NPC469442
Remote Similarity	0.5792	NPC277306
Remote Similarity	0.5789	NPC296742
Remote Similarity	0.5787	NPC311357
Remote Similarity	0.5785	NPC56271
Remote Similarity	0.5782	NPC307963
Remote Similarity	0.578	NPC472111
Remote Similarity	0.5775	NPC224928
Remote Similarity	0.5769	NPC6854
Remote Similarity	0.5769	NPC66083
Remote Similarity	0.5769	NPC69213
Remote Similarity	0.5769	NPC313737
Remote Similarity	0.5769	NPC285078
Remote Similarity	0.5766	NPC48353
Remote Similarity	0.5764	NPC127082
Remote Similarity	0.576	NPC162484
Remote Similarity	0.5758	NPC254700
Remote Similarity	0.5758	NPC471762
Remote Similarity	0.5755	NPC322424
Remote Similarity	0.5755	NPC205934
Remote Similarity	0.5755	NPC43787
Remote Similarity	0.5755	NPC198401
Remote Similarity	0.5753	NPC477838
Remote Similarity	0.5753	NPC16249
Remote Similarity	0.5753	NPC477837
Remote Similarity	0.5752	NPC193267
Remote Similarity	0.5752	NPC473179
Remote Similarity	0.5752	NPC213530
Remote Similarity	0.5751	NPC123011
Remote Similarity	0.5751	NPC256689
Remote Similarity	0.5749	NPC473007
Remote Similarity	0.5749	NPC94943
Remote Similarity	0.5747	NPC41801
Remote Similarity	0.5747	NPC11464
Remote Similarity	0.5747	NPC476651
Remote Similarity	0.5746	NPC308885
Remote Similarity	0.5746	NPC255550
Remote Similarity	0.574	NPC25539
Remote Similarity	0.5738	NPC218530
Remote Similarity	0.5737	NPC245974
Remote Similarity	0.5736	NPC22014
Remote Similarity	0.5735	NPC114335
Remote Similarity	0.5735	NPC294244
Remote Similarity	0.5735	NPC79213
Remote Similarity	0.5735	NPC141915
Remote Similarity	0.5735	NPC72980
Remote Similarity	0.5735	NPC280964

Drug Structure

NPD1361 OpenBabel08211700192D 24 25 0 0 0 0 0 0 0 0999 V2000 -1.6942 0.3601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -4.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -2.9945 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 -1.8366 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 0.0055 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -0.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -2.4945 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 -1.8366 -3.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -3.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 0.0055 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -1.4945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -4.4945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 21 1 0 0 0 0 3 19 1 0 0 0 0 4 5 1 0 0 0 0 4 17 1 0 0 0 0 5 19 1 0 0 0 0 6 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 2 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 8 18 1 0 0 0 0 9 12 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 21 1 0 0 0 0 13 17 2 0 0 0 0 13 19 1 0 0 0 0 14 18 2 3 0 0 0 14 20 1 0 0 0 0 16 22 1 0 0 0 0 16 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013200
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	310.12
ALogP	-0.6657
MLogP	2.23
XLogP	1.055
HDA	5
HBD	2
Rotatable Bonds	10
TPSA	83.44
RO5 Violation	0