NPASS drugs

Drug Information

Drug ID:	NPD1813
Drug Name:	Recainam
Molecular Formula:	C15H25N3O
Canonical SMILES:	CC(NCCCN=C(Nc1c(C)cccc1C)O)C
Standard InCHI:	InChI=1S/C15H25N3O/c1-11(2)16-9-6-10-17-15(19)18-14-12(3)7-5-8-13(14)4/h5,7-8,11,16H,6,9-10H2,1-4H3,(H2,17,18,19)
Standard InCHIKey:	WHJSFPCTWYLZRC-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1813

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	210
0.1-0.2	2856
0.2-0.3	12714
0.3-0.4	9936
0.4-0.5	3669
0.5-0.6	1232
0.6-0.7	255
0.7-0.8	17
0.8-0.85	1
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	0.8108	NPC474430
Intermediate Similarity	0.789	NPC471320
Intermediate Similarity	0.789	NPC471319
Intermediate Similarity	0.7798	NPC108339
Intermediate Similarity	0.7686	NPC313673
Intermediate Similarity	0.7545	NPC469330
Intermediate Similarity	0.7311	NPC164802
Intermediate Similarity	0.7295	NPC314141
Intermediate Similarity	0.7241	NPC291610
Intermediate Similarity	0.7218	NPC476685
Intermediate Similarity	0.7218	NPC476687
Intermediate Similarity	0.7218	NPC476689
Intermediate Similarity	0.7177	NPC288232
Intermediate Similarity	0.7117	NPC78154
Intermediate Similarity	0.7091	NPC111233
Intermediate Similarity	0.7025	NPC302790
Intermediate Similarity	0.7	NPC283130
Intermediate Similarity	0.7	NPC328683
Remote Similarity	0.6977	NPC475915
Remote Similarity	0.6944	NPC134825
Remote Similarity	0.6929	NPC2823
Remote Similarity	0.6912	NPC471322
Remote Similarity	0.6899	NPC316582
Remote Similarity	0.6847	NPC262295
Remote Similarity	0.6842	NPC252794
Remote Similarity	0.6797	NPC313449
Remote Similarity	0.6792	NPC12857
Remote Similarity	0.6791	NPC145754
Remote Similarity	0.6791	NPC476950
Remote Similarity	0.6746	NPC187036
Remote Similarity	0.6744	NPC228515
Remote Similarity	0.6739	NPC162417
Remote Similarity	0.6739	NPC316104
Remote Similarity	0.6727	NPC169016
Remote Similarity	0.6691	NPC226662
Remote Similarity	0.669	NPC264589
Remote Similarity	0.6667	NPC83214
Remote Similarity	0.6667	NPC192209
Remote Similarity	0.6667	NPC79618
Remote Similarity	0.6638	NPC7067
Remote Similarity	0.6614	NPC296163
Remote Similarity	0.6581	NPC329430
Remote Similarity	0.6575	NPC204141
Remote Similarity	0.6575	NPC314372
Remote Similarity	0.6571	NPC300299
Remote Similarity	0.6552	NPC190296
Remote Similarity	0.6552	NPC311330
Remote Similarity	0.6542	NPC325662
Remote Similarity	0.6542	NPC98269
Remote Similarity	0.6518	NPC229477
Remote Similarity	0.6515	NPC279385
Remote Similarity	0.6515	NPC179605
Remote Similarity	0.6504	NPC313362
Remote Similarity	0.6496	NPC322040
Remote Similarity	0.6491	NPC30445
Remote Similarity	0.6486	NPC119677
Remote Similarity	0.6479	NPC325252
Remote Similarity	0.6479	NPC287358
Remote Similarity	0.6479	NPC218268
Remote Similarity	0.6466	NPC103292
Remote Similarity	0.646	NPC258046
Remote Similarity	0.6449	NPC139658
Remote Similarity	0.6449	NPC271642
Remote Similarity	0.6443	NPC187951
Remote Similarity	0.6434	NPC125746
Remote Similarity	0.64	NPC24678
Remote Similarity	0.64	NPC434
Remote Similarity	0.64	NPC105818
Remote Similarity	0.64	NPC475763
Remote Similarity	0.6382	NPC38736
Remote Similarity	0.6379	NPC191444
Remote Similarity	0.6376	NPC471957
Remote Similarity	0.637	NPC63157
Remote Similarity	0.637	NPC473868
Remote Similarity	0.6369	NPC49217
Remote Similarity	0.6364	NPC264580
Remote Similarity	0.6357	NPC22079
Remote Similarity	0.6357	NPC207428
Remote Similarity	0.6355	NPC98976
Remote Similarity	0.6351	NPC159856
Remote Similarity	0.635	NPC245244
Remote Similarity	0.635	NPC166424
Remote Similarity	0.635	NPC146373
Remote Similarity	0.6345	NPC73767
Remote Similarity	0.6345	NPC110126
Remote Similarity	0.6336	NPC125416
Remote Similarity	0.6333	NPC37548
Remote Similarity	0.6331	NPC472245
Remote Similarity	0.6327	NPC472103
Remote Similarity	0.6323	NPC68650
Remote Similarity	0.6319	NPC105127
Remote Similarity	0.6319	NPC84911
Remote Similarity	0.6316	NPC25008
Remote Similarity	0.6316	NPC259644
Remote Similarity	0.6316	NPC469760
Remote Similarity	0.6316	NPC469786
Remote Similarity	0.6316	NPC177684
Remote Similarity	0.6316	NPC291962
Remote Similarity	0.6316	NPC469763
Remote Similarity	0.6316	NPC73952
Remote Similarity	0.6316	NPC469765
Remote Similarity	0.6312	NPC475450
Remote Similarity	0.6308	NPC205652
Remote Similarity	0.6308	NPC470550
Remote Similarity	0.6306	NPC307456
Remote Similarity	0.6301	NPC469783
Remote Similarity	0.6301	NPC469779
Remote Similarity	0.6301	NPC469784
Remote Similarity	0.6301	NPC469780
Remote Similarity	0.6301	NPC59084
Remote Similarity	0.6301	NPC469768
Remote Similarity	0.6301	NPC469761
Remote Similarity	0.6301	NPC469767
Remote Similarity	0.6296	NPC268534
Remote Similarity	0.6294	NPC198988
Remote Similarity	0.6293	NPC173991
Remote Similarity	0.6293	NPC176858
Remote Similarity	0.6291	NPC206592
Remote Similarity	0.6286	NPC473587
Remote Similarity	0.6281	NPC317642
Remote Similarity	0.6277	NPC27740
Remote Similarity	0.6276	NPC130251
Remote Similarity	0.6275	NPC207726
Remote Similarity	0.6275	NPC80597
Remote Similarity	0.6275	NPC212376
Remote Similarity	0.6275	NPC70922
Remote Similarity	0.6275	NPC211572
Remote Similarity	0.6275	NPC75540
Remote Similarity	0.6271	NPC108800
Remote Similarity	0.627	NPC37584
Remote Similarity	0.6269	NPC258531
Remote Similarity	0.6269	NPC161956
Remote Similarity	0.6269	NPC112373
Remote Similarity	0.6268	NPC313352
Remote Similarity	0.6268	NPC253476
Remote Similarity	0.6267	NPC109787
Remote Similarity	0.6267	NPC21605
Remote Similarity	0.6262	NPC113000
Remote Similarity	0.6262	NPC112609
Remote Similarity	0.6262	NPC122327
Remote Similarity	0.6261	NPC473031
Remote Similarity	0.6259	NPC469766
Remote Similarity	0.6259	NPC150863
Remote Similarity	0.625	NPC29886
Remote Similarity	0.625	NPC96102
Remote Similarity	0.625	NPC261195
Remote Similarity	0.625	NPC41174
Remote Similarity	0.6242	NPC113056
Remote Similarity	0.6242	NPC138293
Remote Similarity	0.6242	NPC194640
Remote Similarity	0.6241	NPC81561
Remote Similarity	0.6241	NPC475428
Remote Similarity	0.6239	NPC290638
Remote Similarity	0.6234	NPC84317
Remote Similarity	0.6233	NPC88097
Remote Similarity	0.6233	NPC301760
Remote Similarity	0.6232	NPC322433
Remote Similarity	0.6225	NPC124005
Remote Similarity	0.6222	NPC215519
Remote Similarity	0.6214	NPC473762
Remote Similarity	0.6214	NPC89490
Remote Similarity	0.621	NPC178681
Remote Similarity	0.62	NPC143872
Remote Similarity	0.62	NPC129042
Remote Similarity	0.6197	NPC101165
Remote Similarity	0.6197	NPC179365
Remote Similarity	0.6195	NPC15839
Remote Similarity	0.6194	NPC226143
Remote Similarity	0.619	NPC472241
Remote Similarity	0.619	NPC2949
Remote Similarity	0.619	NPC115611
Remote Similarity	0.6187	NPC478079
Remote Similarity	0.6186	NPC470926
Remote Similarity	0.6178	NPC16667
Remote Similarity	0.6174	NPC242556
Remote Similarity	0.617	NPC329896
Remote Similarity	0.617	NPC475090
Remote Similarity	0.617	NPC475105
Remote Similarity	0.6169	NPC470507
Remote Similarity	0.6165	NPC148140
Remote Similarity	0.616	NPC469974
Remote Similarity	0.616	NPC275467
Remote Similarity	0.6154	NPC470877
Remote Similarity	0.6154	NPC67056
Remote Similarity	0.6154	NPC154478
Remote Similarity	0.6154	NPC184437
Remote Similarity	0.6144	NPC216713
Remote Similarity	0.6136	NPC101139
Remote Similarity	0.6133	NPC470440
Remote Similarity	0.6132	NPC219246
Remote Similarity	0.6129	NPC469785
Remote Similarity	0.6129	NPC239854
Remote Similarity	0.6129	NPC285469
Remote Similarity	0.6122	NPC43477
Remote Similarity	0.6122	NPC22082
Remote Similarity	0.6122	NPC186284
Remote Similarity	0.6118	NPC473329
Remote Similarity	0.6116	NPC317400
Remote Similarity	0.6115	NPC472102
Remote Similarity	0.6115	NPC309531

Drug Structure

NPD1813 OpenBabel08211701082D 22 22 0 0 0 0 0 0 0 0999 V2000 -0.8660 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -6.5000 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 1.5000 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 0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 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 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.0000 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 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 0.0000 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 N 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 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 13 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 6 10 1 0 0 0 0 7 12 1 0 0 0 0 8 13 2 0 0 0 0 9 16 1 0 0 0 0 10 17 1 0 0 0 0 11 16 1 0 0 0 0 12 14 2 0 0 0 0 13 14 1 0 0 0 0 14 18 1 0 0 0 0 15 17 2 3 0 0 0 15 18 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013833
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	263.20
ALogP	0.3523
MLogP	2.67
XLogP	3.652
HDA	4
HBD	3
Rotatable Bonds	12
TPSA	56.65
RO5 Violation	0