NPASS drugs

Drug Information

Drug ID:	NPD2248
Drug Name:	Propoxycaine
Molecular Formula:	C16H26N2O3
Canonical SMILES:	CCCOc1cc(N)ccc1C(=O)OCCN(CC)CC
Standard InCHI:	InChI=1S/C16H26N2O3/c1-4-10-20-15-12-13(17)7-8-14(15)16(19)21-11-9-18(5-2)6-3/h7-8,12H,4-6,9-11,17H2,1-3H3
Standard InCHIKey:	CAJIGINSTLKQMM-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2248

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	197
0.1-0.2	1476
0.2-0.3	5971
0.3-0.4	6412
0.4-0.5	5774
0.5-0.6	10092
0.6-0.7	939
0.7-0.8	28
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	0.8323	NPC319645
Intermediate Similarity	0.7937	NPC301702
Intermediate Similarity	0.7459	NPC288305
Intermediate Similarity	0.7326	NPC28510
Intermediate Similarity	0.7326	NPC1820
Intermediate Similarity	0.7318	NPC73280
Intermediate Similarity	0.7277	NPC234933
Intermediate Similarity	0.724	NPC241263
Intermediate Similarity	0.7234	NPC22476
Intermediate Similarity	0.7198	NPC9475
Intermediate Similarity	0.7191	NPC471652
Intermediate Similarity	0.7181	NPC474059
Intermediate Similarity	0.7151	NPC473007
Intermediate Similarity	0.7135	NPC299582
Intermediate Similarity	0.7092	NPC41216
Intermediate Similarity	0.7081	NPC122235
Intermediate Similarity	0.7077	NPC232600
Intermediate Similarity	0.7071	NPC198160
Intermediate Similarity	0.7056	NPC313112
Intermediate Similarity	0.7056	NPC301292
Intermediate Similarity	0.7048	NPC316574
Intermediate Similarity	0.7041	NPC15987
Intermediate Similarity	0.7032	NPC217423
Intermediate Similarity	0.7022	NPC199737
Intermediate Similarity	0.7016	NPC206109
Intermediate Similarity	0.7016	NPC114039
Intermediate Similarity	0.7011	NPC127082
Intermediate Similarity	0.7006	NPC230951
Intermediate Similarity	0.7	NPC473008
Remote Similarity	0.6994	NPC214239
Remote Similarity	0.6976	NPC77777
Remote Similarity	0.6964	NPC181526
Remote Similarity	0.6954	NPC288759
Remote Similarity	0.6937	NPC226794
Remote Similarity	0.6927	NPC169402
Remote Similarity	0.6915	NPC475133
Remote Similarity	0.6912	NPC116238
Remote Similarity	0.691	NPC133817
Remote Similarity	0.691	NPC476443
Remote Similarity	0.6907	NPC303214
Remote Similarity	0.6903	NPC188907
Remote Similarity	0.6901	NPC323798
Remote Similarity	0.6898	NPC28368
Remote Similarity	0.6897	NPC116178
Remote Similarity	0.6895	NPC469830
Remote Similarity	0.6885	NPC471648
Remote Similarity	0.6884	NPC87714
Remote Similarity	0.6866	NPC330683
Remote Similarity	0.6866	NPC329567
Remote Similarity	0.6863	NPC321166
Remote Similarity	0.6863	NPC217903
Remote Similarity	0.6863	NPC30749
Remote Similarity	0.6857	NPC314223
Remote Similarity	0.6837	NPC100863
Remote Similarity	0.6831	NPC471778
Remote Similarity	0.6826	NPC173295
Remote Similarity	0.6823	NPC45389
Remote Similarity	0.6814	NPC127996
Remote Similarity	0.6809	NPC327005
Remote Similarity	0.6804	NPC471825
Remote Similarity	0.68	NPC475147
Remote Similarity	0.6796	NPC204867
Remote Similarity	0.6794	NPC198503
Remote Similarity	0.6793	NPC474814
Remote Similarity	0.6793	NPC112336
Remote Similarity	0.6792	NPC150323
Remote Similarity	0.6788	NPC203628
Remote Similarity	0.6788	NPC314098
Remote Similarity	0.6784	NPC13696
Remote Similarity	0.6782	NPC315829
Remote Similarity	0.6778	NPC93653
Remote Similarity	0.6777	NPC115588
Remote Similarity	0.6776	NPC470971
Remote Similarity	0.6772	NPC314659
Remote Similarity	0.677	NPC311219
Remote Similarity	0.6769	NPC230313
Remote Similarity	0.6769	NPC243626
Remote Similarity	0.6766	NPC477161
Remote Similarity	0.6766	NPC266425
Remote Similarity	0.6755	NPC70092
Remote Similarity	0.6751	NPC14622
Remote Similarity	0.6751	NPC215098
Remote Similarity	0.6751	NPC73020
Remote Similarity	0.6751	NPC112937
Remote Similarity	0.6751	NPC46744
Remote Similarity	0.6751	NPC70290
Remote Similarity	0.6751	NPC124302
Remote Similarity	0.6748	NPC176113
Remote Similarity	0.6746	NPC476069
Remote Similarity	0.6746	NPC174760
Remote Similarity	0.6736	NPC166979
Remote Similarity	0.6733	NPC212123
Remote Similarity	0.6733	NPC478075
Remote Similarity	0.6732	NPC305542
Remote Similarity	0.6721	NPC314861
Remote Similarity	0.672	NPC197335
Remote Similarity	0.672	NPC309692
Remote Similarity	0.6716	NPC474366
Remote Similarity	0.6709	NPC45104
Remote Similarity	0.6702	NPC128683
Remote Similarity	0.67	NPC2173
Remote Similarity	0.67	NPC328700
Remote Similarity	0.67	NPC119818
Remote Similarity	0.67	NPC202771
Remote Similarity	0.6699	NPC268223
Remote Similarity	0.6687	NPC205946
Remote Similarity	0.6684	NPC8467
Remote Similarity	0.6683	NPC72788
Remote Similarity	0.6683	NPC120671
Remote Similarity	0.6683	NPC226652
Remote Similarity	0.6683	NPC314100
Remote Similarity	0.6683	NPC195636
Remote Similarity	0.6667	NPC87391
Remote Similarity	0.6667	NPC160747
Remote Similarity	0.6667	NPC264428
Remote Similarity	0.6667	NPC473004
Remote Similarity	0.6651	NPC154922
Remote Similarity	0.6651	NPC195120
Remote Similarity	0.6651	NPC87560
Remote Similarity	0.665	NPC308137
Remote Similarity	0.665	NPC310211
Remote Similarity	0.6649	NPC315631
Remote Similarity	0.6647	NPC281104
Remote Similarity	0.6646	NPC4164
Remote Similarity	0.6636	NPC13249
Remote Similarity	0.6635	NPC148183
Remote Similarity	0.6635	NPC329830
Remote Similarity	0.6635	NPC152768
Remote Similarity	0.6634	NPC268077
Remote Similarity	0.6634	NPC473422
Remote Similarity	0.663	NPC301163
Remote Similarity	0.6625	NPC90522
Remote Similarity	0.6625	NPC328459
Remote Similarity	0.662	NPC122886
Remote Similarity	0.6607	NPC470392
Remote Similarity	0.6602	NPC218303
Remote Similarity	0.6602	NPC146418
Remote Similarity	0.6601	NPC195787
Remote Similarity	0.6601	NPC246140
Remote Similarity	0.66	NPC67904
Remote Similarity	0.6599	NPC469815
Remote Similarity	0.6599	NPC469816
Remote Similarity	0.6588	NPC150239
Remote Similarity	0.6587	NPC238309
Remote Similarity	0.6587	NPC189661
Remote Similarity	0.6585	NPC470163
Remote Similarity	0.6585	NPC470162
Remote Similarity	0.6584	NPC317572
Remote Similarity	0.6584	NPC72977
Remote Similarity	0.6584	NPC473460
Remote Similarity	0.6584	NPC207971
Remote Similarity	0.6581	NPC226914
Remote Similarity	0.6579	NPC98416
Remote Similarity	0.6579	NPC298320
Remote Similarity	0.6577	NPC469722
Remote Similarity	0.6577	NPC113455
Remote Similarity	0.6571	NPC134702
Remote Similarity	0.657	NPC242933
Remote Similarity	0.657	NPC119722
Remote Similarity	0.6569	NPC4687
Remote Similarity	0.6567	NPC214368
Remote Similarity	0.6566	NPC108847
Remote Similarity	0.6566	NPC477258
Remote Similarity	0.6564	NPC469437
Remote Similarity	0.6562	NPC94637
Remote Similarity	0.6561	NPC53953
Remote Similarity	0.6557	NPC257763
Remote Similarity	0.6557	NPC7560
Remote Similarity	0.6555	NPC3207
Remote Similarity	0.6546	NPC21425
Remote Similarity	0.6545	NPC270301
Remote Similarity	0.6534	NPC17760
Remote Similarity	0.6528	NPC315542
Remote Similarity	0.6528	NPC235194
Remote Similarity	0.6526	NPC148124
Remote Similarity	0.6522	NPC220241
Remote Similarity	0.6522	NPC295479
Remote Similarity	0.6519	NPC471649
Remote Similarity	0.6516	NPC151171
Remote Similarity	0.651	NPC27887
Remote Similarity	0.651	NPC469831
Remote Similarity	0.6509	NPC118154
Remote Similarity	0.6509	NPC157983
Remote Similarity	0.6508	NPC472894
Remote Similarity	0.6507	NPC148391
Remote Similarity	0.6505	NPC477160
Remote Similarity	0.6497	NPC226708
Remote Similarity	0.6495	NPC262725
Remote Similarity	0.6493	NPC247803
Remote Similarity	0.6493	NPC46561
Remote Similarity	0.6493	NPC182853
Remote Similarity	0.6492	NPC85613
Remote Similarity	0.6492	NPC222524
Remote Similarity	0.6491	NPC196708
Remote Similarity	0.649	NPC477827
Remote Similarity	0.649	NPC477826
Remote Similarity	0.6489	NPC120239
Remote Similarity	0.6482	NPC125924
Remote Similarity	0.648	NPC5630
Remote Similarity	0.648	NPC174629

Drug Structure

NPD2248 OpenBabel08211701392D 23 23 0 0 0 0 0 0 0 0999 V2000 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 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 4.3301 -0.5000 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 1.0000 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 2.5981 -0.5000 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 2.5981 -1.5000 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 0.8660 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 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 0.8660 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 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 1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 4 10 1 0 0 0 0 5 18 1 0 0 0 0 6 18 1 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 11 1 0 0 0 0 9 18 1 0 0 0 0 10 20 1 0 0 0 0 11 21 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 17 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 15 20 1 0 0 0 0 16 19 2 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007171
DrugBank	DB09342
ChEMBL	CHEMBL1195
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	8496
CAS Number	86-43-1

Drug Properties

Molecular Weight	294.19
ALogP	-0.4784
MLogP	2.67
XLogP	2.914
HDA	4
HBD	1
Rotatable Bonds	14
TPSA	64.79
RO5 Violation	0