NPASS drugs

Drug Information

Drug ID:	NPD2211
Drug Name:	Oxymetazoline
Molecular Formula:	C16H24N2O
Canonical SMILES:	Cc1cc(c(c(c1CC1=NCCN1)C)O)C(C)(C)C
Standard InCHI:	InChI=1S/C16H24N2O/c1-10-8-13(16(3,4)5)15(19)11(2)12(10)9-14-17-6-7-18-14/h8,19H,6-7,9H2,1-5H3,(H,17,18)
Standard InCHIKey:	WYWIFABBXFUGLM-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2211

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	215
0.1-0.2	1125
0.2-0.3	4940
0.3-0.4	8155
0.4-0.5	10592
0.5-0.6	5099
0.6-0.7	748
0.7-0.8	16
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
Intermediate Similarity	0.7365	NPC149379
Intermediate Similarity	0.7315	NPC267237
Intermediate Similarity	0.7124	NPC214988
Intermediate Similarity	0.7113	NPC85276
Intermediate Similarity	0.7097	NPC326241
Intermediate Similarity	0.7095	NPC268763
Intermediate Similarity	0.7095	NPC66177
Intermediate Similarity	0.7095	NPC8305
Intermediate Similarity	0.7083	NPC273830
Intermediate Similarity	0.7063	NPC283760
Intermediate Similarity	0.7047	NPC271808
Intermediate Similarity	0.7029	NPC474149
Intermediate Similarity	0.7013	NPC48202
Intermediate Similarity	0.7	NPC89769
Intermediate Similarity	0.7	NPC259665
Intermediate Similarity	0.7	NPC126859
Remote Similarity	0.6985	NPC231705
Remote Similarity	0.6978	NPC260323
Remote Similarity	0.6978	NPC176279
Remote Similarity	0.6957	NPC258056
Remote Similarity	0.6934	NPC151477
Remote Similarity	0.6933	NPC124802
Remote Similarity	0.6929	NPC250323
Remote Similarity	0.6923	NPC168861
Remote Similarity	0.6923	NPC137096
Remote Similarity	0.6908	NPC300020
Remote Similarity	0.6908	NPC33338
Remote Similarity	0.6908	NPC302171
Remote Similarity	0.6889	NPC68055
Remote Similarity	0.6867	NPC79328
Remote Similarity	0.6866	NPC211885
Remote Similarity	0.6861	NPC21594
Remote Similarity	0.6859	NPC170170
Remote Similarity	0.6859	NPC219233
Remote Similarity	0.6859	NPC211468
Remote Similarity	0.6831	NPC195922
Remote Similarity	0.6831	NPC142599
Remote Similarity	0.6815	NPC323123
Remote Similarity	0.6812	NPC142297
Remote Similarity	0.6788	NPC117115
Remote Similarity	0.6786	NPC141782
Remote Similarity	0.6786	NPC13482
Remote Similarity	0.6783	NPC317254
Remote Similarity	0.6783	NPC35797
Remote Similarity	0.6783	NPC192948
Remote Similarity	0.677	NPC476444
Remote Similarity	0.6768	NPC473580
Remote Similarity	0.6765	NPC178902
Remote Similarity	0.6741	NPC225506
Remote Similarity	0.6736	NPC477137
Remote Similarity	0.6736	NPC308311
Remote Similarity	0.6736	NPC38893
Remote Similarity	0.6736	NPC471668
Remote Similarity	0.6733	NPC318965
Remote Similarity	0.6726	NPC22014
Remote Similarity	0.6714	NPC58865
Remote Similarity	0.6713	NPC118202
Remote Similarity	0.6712	NPC268572
Remote Similarity	0.6711	NPC471321
Remote Similarity	0.6711	NPC471306
Remote Similarity	0.6707	NPC29647
Remote Similarity	0.6707	NPC469243
Remote Similarity	0.6707	NPC475544
Remote Similarity	0.6692	NPC144682
Remote Similarity	0.6691	NPC252105
Remote Similarity	0.669	NPC477136
Remote Similarity	0.669	NPC46940
Remote Similarity	0.669	NPC304510
Remote Similarity	0.669	NPC172219
Remote Similarity	0.669	NPC146422
Remote Similarity	0.6689	NPC322366
Remote Similarity	0.6689	NPC236347
Remote Similarity	0.6689	NPC323775
Remote Similarity	0.6667	NPC122005
Remote Similarity	0.6667	NPC252821
Remote Similarity	0.6667	NPC213
Remote Similarity	0.6667	NPC469719
Remote Similarity	0.6667	NPC33675
Remote Similarity	0.6667	NPC125732
Remote Similarity	0.6667	NPC299762
Remote Similarity	0.6667	NPC129486
Remote Similarity	0.6667	NPC209377
Remote Similarity	0.6667	NPC237227
Remote Similarity	0.6667	NPC10286
Remote Similarity	0.6647	NPC304074
Remote Similarity	0.6647	NPC290755
Remote Similarity	0.6647	NPC471771
Remote Similarity	0.6646	NPC476989
Remote Similarity	0.6644	NPC471671
Remote Similarity	0.6644	NPC154030
Remote Similarity	0.6643	NPC96224
Remote Similarity	0.6643	NPC263753
Remote Similarity	0.6643	NPC24101
Remote Similarity	0.6643	NPC715
Remote Similarity	0.6628	NPC276506
Remote Similarity	0.6628	NPC56887
Remote Similarity	0.6628	NPC198254
Remote Similarity	0.6628	NPC223077
Remote Similarity	0.6628	NPC274198
Remote Similarity	0.6628	NPC195392
Remote Similarity	0.6628	NPC193853
Remote Similarity	0.6621	NPC219112
Remote Similarity	0.6621	NPC469663
Remote Similarity	0.6621	NPC92
Remote Similarity	0.6621	NPC82963
Remote Similarity	0.662	NPC322753
Remote Similarity	0.662	NPC95716
Remote Similarity	0.662	NPC151537
Remote Similarity	0.6618	NPC155847
Remote Similarity	0.6618	NPC289381
Remote Similarity	0.6599	NPC126002
Remote Similarity	0.6599	NPC469644
Remote Similarity	0.6599	NPC93071
Remote Similarity	0.6597	NPC268160
Remote Similarity	0.6594	NPC238696
Remote Similarity	0.6594	NPC272029
Remote Similarity	0.6588	NPC223207
Remote Similarity	0.6587	NPC2295
Remote Similarity	0.6587	NPC477564
Remote Similarity	0.6582	NPC197045
Remote Similarity	0.6575	NPC38458
Remote Similarity	0.6575	NPC311737
Remote Similarity	0.6575	NPC283468
Remote Similarity	0.6573	NPC471179
Remote Similarity	0.6571	NPC196243
Remote Similarity	0.657	NPC280022
Remote Similarity	0.6567	NPC222146
Remote Similarity	0.6566	NPC52475
Remote Similarity	0.6557	NPC259350
Remote Similarity	0.6557	NPC223236
Remote Similarity	0.6552	NPC475532
Remote Similarity	0.6552	NPC147179
Remote Similarity	0.6549	NPC224870
Remote Similarity	0.6549	NPC132720
Remote Similarity	0.6547	NPC47284
Remote Similarity	0.6545	NPC60538
Remote Similarity	0.6545	NPC207824
Remote Similarity	0.6543	NPC119569
Remote Similarity	0.6541	NPC150712
Remote Similarity	0.6533	NPC297057
Remote Similarity	0.6532	NPC476573
Remote Similarity	0.6532	NPC81247
Remote Similarity	0.6532	NPC35627
Remote Similarity	0.6531	NPC122009
Remote Similarity	0.6527	NPC18614
Remote Similarity	0.6525	NPC153690
Remote Similarity	0.6525	NPC64586
Remote Similarity	0.6522	NPC476565
Remote Similarity	0.6522	NPC269212
Remote Similarity	0.6519	NPC313694
Remote Similarity	0.6519	NPC242159
Remote Similarity	0.6516	NPC326966
Remote Similarity	0.6514	NPC165285
Remote Similarity	0.6512	NPC124433
Remote Similarity	0.6512	NPC293871
Remote Similarity	0.651	NPC259703
Remote Similarity	0.651	NPC241001
Remote Similarity	0.651	NPC32322
Remote Similarity	0.6507	NPC308828
Remote Similarity	0.6503	NPC469912
Remote Similarity	0.65	NPC53740
Remote Similarity	0.65	NPC310456
Remote Similarity	0.6494	NPC325651
Remote Similarity	0.6493	NPC289769
Remote Similarity	0.6488	NPC326349
Remote Similarity	0.6488	NPC323336
Remote Similarity	0.6481	NPC473804
Remote Similarity	0.6479	NPC314187
Remote Similarity	0.6471	NPC79241
Remote Similarity	0.6471	NPC77492
Remote Similarity	0.6471	NPC195766
Remote Similarity	0.6471	NPC107619
Remote Similarity	0.6471	NPC6597
Remote Similarity	0.6471	NPC206736
Remote Similarity	0.6467	NPC277669
Remote Similarity	0.6467	NPC154696
Remote Similarity	0.6467	NPC249340
Remote Similarity	0.6467	NPC76213
Remote Similarity	0.6467	NPC162935
Remote Similarity	0.6463	NPC16030
Remote Similarity	0.6461	NPC283999
Remote Similarity	0.646	NPC323204
Remote Similarity	0.6458	NPC228425
Remote Similarity	0.6458	NPC302371
Remote Similarity	0.6446	NPC56685
Remote Similarity	0.6442	NPC16188
Remote Similarity	0.6442	NPC294249
Remote Similarity	0.6429	NPC99557
Remote Similarity	0.6429	NPC153990
Remote Similarity	0.6429	NPC114124
Remote Similarity	0.6429	NPC219286
Remote Similarity	0.6424	NPC121168
Remote Similarity	0.6424	NPC298486
Remote Similarity	0.6424	NPC176208
Remote Similarity	0.6424	NPC11250
Remote Similarity	0.642	NPC69712
Remote Similarity	0.642	NPC477562
Remote Similarity	0.642	NPC17698
Remote Similarity	0.642	NPC26240
Remote Similarity	0.6419	NPC469609

Drug Structure

NPD2211 OpenBabel08211701392D 21 22 0 0 0 0 0 0 0 0999 V2000 -3.5116 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7437 2.7728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7437 2.7728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 1.9067 0.0000 C 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 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 2.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -0.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 3.4067 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 11 1 0 0 0 0 3 16 1 0 0 0 0 4 16 1 0 0 0 0 5 16 1 0 0 0 0 6 7 1 0 0 0 0 6 17 1 0 0 0 0 7 18 1 0 0 0 0 8 10 2 0 0 0 0 8 13 1 0 0 0 0 9 12 1 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 11 12 2 0 0 0 0 11 15 1 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 14 17 2 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000235
DrugBank	DB00935
ChEMBL	CHEMBL762
IUPHAR/BPS	124
PharmaGKB	PA164748840
KEGG Drug
PubChem CID	4636
ChEBI	7862
CAS Number	1491-59-4

Drug Properties

Molecular Weight	260.19
ALogP	1.7371
MLogP	2.89
XLogP	3.553
HDA	2
HBD	2
Rotatable Bonds	9
TPSA	44.62
RO5 Violation	0