NPASS drugs

Drug Information

Drug ID:	NPD1614
Drug Name:	Endixaprine
Molecular Formula:	C15H15Cl2N3O
Canonical SMILES:	OC1CCN(CC1)c1ccc(nn1)c1ccc(cc1Cl)Cl
Standard InCHI:	InChI=1S/C15H15Cl2N3O/c16-10-1-2-12(13(17)9-10)14-3-4-15(19-18-14)20-7-5-11(21)6-8-20/h1-4,9,11,21H,5-8H2
Standard InCHIKey:	COWWILCLLRVLSC-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1614

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	316
0.1-0.2	5308
0.2-0.3	15765
0.3-0.4	5977
0.4-0.5	2645
0.5-0.6	843
0.6-0.7	36
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	0.6725	NPC477890
Remote Similarity	0.6685	NPC477887
Remote Similarity	0.6453	NPC32002
Remote Similarity	0.6453	NPC315348
Remote Similarity	0.6398	NPC116961
Remote Similarity	0.6302	NPC47596
Remote Similarity	0.6264	NPC476464
Remote Similarity	0.6235	NPC256893
Remote Similarity	0.6182	NPC328683
Remote Similarity	0.6182	NPC283130
Remote Similarity	0.6178	NPC472122
Remote Similarity	0.6178	NPC24594
Remote Similarity	0.6146	NPC326575
Remote Similarity	0.6114	NPC133261
Remote Similarity	0.6105	NPC313352
Remote Similarity	0.6094	NPC203754
Remote Similarity	0.6094	NPC150048
Remote Similarity	0.6085	NPC317430
Remote Similarity	0.6082	NPC472105
Remote Similarity	0.6082	NPC187827
Remote Similarity	0.6073	NPC472123
Remote Similarity	0.6057	NPC471312
Remote Similarity	0.6042	NPC329688
Remote Similarity	0.6042	NPC189812
Remote Similarity	0.6037	NPC162689
Remote Similarity	0.6037	NPC54102
Remote Similarity	0.6022	NPC477591
Remote Similarity	0.602	NPC472108
Remote Similarity	0.602	NPC139291
Remote Similarity	0.602	NPC472109
Remote Similarity	0.602	NPC472110
Remote Similarity	0.6012	NPC148140
Remote Similarity	0.6	NPC471593
Remote Similarity	0.6	NPC204141
Remote Similarity	0.6	NPC317564
Remote Similarity	0.6	NPC15840
Remote Similarity	0.599	NPC208060
Remote Similarity	0.5989	NPC104483
Remote Similarity	0.5989	NPC88097
Remote Similarity	0.5976	NPC81561
Remote Similarity	0.5952	NPC46358
Remote Similarity	0.5943	NPC325599
Remote Similarity	0.5916	NPC278874
Remote Similarity	0.5904	NPC255229
Remote Similarity	0.5904	NPC81229
Remote Similarity	0.5889	NPC20144
Remote Similarity	0.5888	NPC144114
Remote Similarity	0.5876	NPC125746
Remote Similarity	0.5876	NPC314102
Remote Similarity	0.5876	NPC317054
Remote Similarity	0.5876	NPC251722
Remote Similarity	0.5871	NPC472289
Remote Similarity	0.5868	NPC215519
Remote Similarity	0.586	NPC476219
Remote Similarity	0.586	NPC120070
Remote Similarity	0.5859	NPC19679
Remote Similarity	0.5855	NPC105758
Remote Similarity	0.5855	NPC476686
Remote Similarity	0.5855	NPC476688
Remote Similarity	0.5852	NPC198988
Remote Similarity	0.5829	NPC477889
Remote Similarity	0.5824	NPC122718
Remote Similarity	0.5824	NPC470440
Remote Similarity	0.5821	NPC472323
Remote Similarity	0.5816	NPC293472
Remote Similarity	0.5808	NPC192270
Remote Similarity	0.5808	NPC477891
Remote Similarity	0.5803	NPC164664
Remote Similarity	0.5793	NPC288232
Remote Similarity	0.5789	NPC224632
Remote Similarity	0.5781	NPC49217
Remote Similarity	0.578	NPC226662
Remote Similarity	0.5778	NPC238499
Remote Similarity	0.5775	NPC470507
Remote Similarity	0.5767	NPC84508
Remote Similarity	0.5761	NPC21605
Remote Similarity	0.5759	NPC271797
Remote Similarity	0.5759	NPC21174
Remote Similarity	0.5758	NPC24864
Remote Similarity	0.5756	NPC476950
Remote Similarity	0.575	NPC470003
Remote Similarity	0.5745	NPC469785
Remote Similarity	0.5738	NPC314372
Remote Similarity	0.5738	NPC86288
Remote Similarity	0.573	NPC325252
Remote Similarity	0.5723	NPC278451
Remote Similarity	0.5714	NPC469762
Remote Similarity	0.5714	NPC471579
Remote Similarity	0.5714	NPC190296
Remote Similarity	0.5714	NPC37423
Remote Similarity	0.5714	NPC275305
Remote Similarity	0.5714	NPC129721
Remote Similarity	0.5707	NPC225018
Remote Similarity	0.5707	NPC194881
Remote Similarity	0.57	NPC472193
Remote Similarity	0.57	NPC472104
Remote Similarity	0.5699	NPC40070
Remote Similarity	0.5692	NPC158129
Remote Similarity	0.5691	NPC59084
Remote Similarity	0.5691	NPC2949
Remote Similarity	0.5687	NPC471617
Remote Similarity	0.5686	NPC95783
Remote Similarity	0.5686	NPC469470
Remote Similarity	0.5686	NPC469501
Remote Similarity	0.5685	NPC121903
Remote Similarity	0.5682	NPC101165
Remote Similarity	0.5677	NPC40779
Remote Similarity	0.5677	NPC311276
Remote Similarity	0.5677	NPC78375
Remote Similarity	0.5677	NPC476446
Remote Similarity	0.5677	NPC469813
Remote Similarity	0.5672	NPC285923
Remote Similarity	0.5671	NPC314141
Remote Similarity	0.5668	NPC470233
Remote Similarity	0.5667	NPC169433
Remote Similarity	0.5665	NPC476140
Remote Similarity	0.5659	NPC473868
Remote Similarity	0.5659	NPC63157
Remote Similarity	0.5659	NPC60553
Remote Similarity	0.5659	NPC277157
Remote Similarity	0.5657	NPC68354
Remote Similarity	0.5655	NPC91958
Remote Similarity	0.5654	NPC470204
Remote Similarity	0.5652	NPC159856
Remote Similarity	0.5652	NPC302790
Remote Similarity	0.565	NPC184437
Remote Similarity	0.5648	NPC195507
Remote Similarity	0.5648	NPC2165
Remote Similarity	0.5645	NPC37548
Remote Similarity	0.5645	NPC288445
Remote Similarity	0.5644	NPC472107
Remote Similarity	0.5644	NPC79062
Remote Similarity	0.5641	NPC477888
Remote Similarity	0.564	NPC476322
Remote Similarity	0.5638	NPC138842
Remote Similarity	0.5638	NPC281094
Remote Similarity	0.5637	NPC175474
Remote Similarity	0.5629	NPC313449
Remote Similarity	0.5628	NPC176199
Remote Similarity	0.5628	NPC215795
Remote Similarity	0.5625	NPC470203
Remote Similarity	0.5625	NPC177404
Remote Similarity	0.5625	NPC59779
Remote Similarity	0.5625	NPC22079
Remote Similarity	0.5625	NPC282398
Remote Similarity	0.5625	NPC471177
Remote Similarity	0.5625	NPC124542
Remote Similarity	0.5622	NPC133306
Remote Similarity	0.5622	NPC478186
Remote Similarity	0.5622	NPC161292
Remote Similarity	0.5622	NPC143872
Remote Similarity	0.5622	NPC471609
Remote Similarity	0.5619	NPC54988
Remote Similarity	0.5619	NPC56233
Remote Similarity	0.5612	NPC470498
Remote Similarity	0.5608	NPC476297
Remote Similarity	0.5606	NPC288785
Remote Similarity	0.5602	NPC230869
Remote Similarity	0.5602	NPC293487
Remote Similarity	0.5602	NPC6436

Drug Structure

NPD1614 OpenBabel08211701082D 22 24 0 0 0 0 0 0 0 0999 V2000 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 -3.4641 -0.0000 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 1.7321 -2.0000 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 0.8660 -1.5000 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 4.3301 -3.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 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 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 10 1 0 0 0 0 2 12 1 0 0 0 0 3 4 2 0 0 0 0 3 14 1 0 0 0 0 4 15 1 0 0 0 0 5 7 1 0 0 0 0 5 11 1 0 0 0 0 6 8 1 0 0 0 0 6 11 1 0 0 0 0 7 20 1 0 0 0 0 8 20 1 0 0 0 0 9 10 2 0 0 0 0 9 13 1 0 0 0 0 10 16 1 0 0 0 0 11 21 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 17 1 0 0 0 0 14 18 2 0 0 0 0 15 19 2 0 0 0 0 15 20 1 0 0 0 0 18 19 1 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009337
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	323.06
ALogP	0.4383
MLogP	2.45
XLogP	3.408
HDA	4
HBD	1
Rotatable Bonds	5
TPSA	49.25
RO5 Violation	0