NPASS drugs

Drug Information

Drug ID:	NPD861
Drug Name:	Pirbuterol Acetate
Molecular Formula:	C12H20N2O3.C2H4O2
Canonical SMILES:	CC(=O)O.OCc1nc(ccc1O)C(CNC(C)(C)C)O
Standard InCHI:	InChI=1S/C12H20N2O3.C2H4O2/c1-12(2,3)13-6-11(17)8-4-5-10(16)9(7-15)14-8;1-2(3)4/h4-5,11,13,15-17H,6-7H2,1-3H3;1H3,(H,3,4)
Standard InCHIKey:	QSXMZJGGEWYVCN-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD861

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	198
0.1-0.2	2600
0.2-0.3	9767
0.3-0.4	8892
0.4-0.5	6402
0.5-0.6	2322
0.6-0.7	632
0.7-0.8	69
0.8-0.85	4
0.85-0.9	3
0.9-0.95	1
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
High Similarity	0.9	NPC470395
High Similarity	0.8867	NPC470394
High Similarity	0.8867	NPC470403
High Similarity	0.8867	NPC470404
Intermediate Similarity	0.8354	NPC284348
Intermediate Similarity	0.8333	NPC220523
Intermediate Similarity	0.8165	NPC257142
Intermediate Similarity	0.8125	NPC153769
Intermediate Similarity	0.7987	NPC161292
Intermediate Similarity	0.7818	NPC116573
Intermediate Similarity	0.7725	NPC324203
Intermediate Similarity	0.7725	NPC63338
Intermediate Similarity	0.7725	NPC322976
Intermediate Similarity	0.7665	NPC84508
Intermediate Similarity	0.7605	NPC269919
Intermediate Similarity	0.7605	NPC132680
Intermediate Similarity	0.7558	NPC126481
Intermediate Similarity	0.7531	NPC471598
Intermediate Similarity	0.75	NPC44161
Intermediate Similarity	0.75	NPC174421
Intermediate Similarity	0.7485	NPC63562
Intermediate Similarity	0.7471	NPC259545
Intermediate Similarity	0.7427	NPC263439
Intermediate Similarity	0.7414	NPC252590
Intermediate Similarity	0.7412	NPC25899
Intermediate Similarity	0.7401	NPC232340
Intermediate Similarity	0.7368	NPC47298
Intermediate Similarity	0.7368	NPC315214
Intermediate Similarity	0.7356	NPC314940
Intermediate Similarity	0.7356	NPC473764
Intermediate Similarity	0.7356	NPC256828
Intermediate Similarity	0.7346	NPC318935
Intermediate Similarity	0.7326	NPC159319
Intermediate Similarity	0.7326	NPC32028
Intermediate Similarity	0.7322	NPC3715
Intermediate Similarity	0.7318	NPC161887
Intermediate Similarity	0.7318	NPC219963
Intermediate Similarity	0.7297	NPC226202
Intermediate Similarity	0.7284	NPC280853
Intermediate Similarity	0.7267	NPC48192
Intermediate Similarity	0.7263	NPC478032
Intermediate Similarity	0.7239	NPC285016
Intermediate Similarity	0.7239	NPC245657
Intermediate Similarity	0.7222	NPC471596
Intermediate Similarity	0.7216	NPC253810
Intermediate Similarity	0.7191	NPC194724
Intermediate Similarity	0.7188	NPC470500
Intermediate Similarity	0.7172	NPC477110
Intermediate Similarity	0.7168	NPC79911
Intermediate Similarity	0.7165	NPC477111
Intermediate Similarity	0.7143	NPC108469
Intermediate Similarity	0.7143	NPC320394
Intermediate Similarity	0.7127	NPC266551
Intermediate Similarity	0.7126	NPC473057
Intermediate Similarity	0.7126	NPC211187
Intermediate Similarity	0.711	NPC120798
Intermediate Similarity	0.7104	NPC314002
Intermediate Similarity	0.7104	NPC42591
Intermediate Similarity	0.7099	NPC328029
Intermediate Similarity	0.7091	NPC60553
Intermediate Similarity	0.7086	NPC471178
Intermediate Similarity	0.7079	NPC471294
Intermediate Similarity	0.7073	NPC244536
Intermediate Similarity	0.7069	NPC471177
Intermediate Similarity	0.7069	NPC124542
Intermediate Similarity	0.7069	NPC59779
Intermediate Similarity	0.7068	NPC249040
Intermediate Similarity	0.7065	NPC171171
Intermediate Similarity	0.7062	NPC477113
Intermediate Similarity	0.7049	NPC204717
Intermediate Similarity	0.7026	NPC316403
Intermediate Similarity	0.7021	NPC45850
Intermediate Similarity	0.7017	NPC42979
Intermediate Similarity	0.7016	NPC476167
Intermediate Similarity	0.7012	NPC471594
Intermediate Similarity	0.7005	NPC5145
Intermediate Similarity	0.7	NPC224764
Remote Similarity	0.6995	NPC220765
Remote Similarity	0.6973	NPC314573
Remote Similarity	0.6971	NPC177404
Remote Similarity	0.6963	NPC192315
Remote Similarity	0.6961	NPC283152
Remote Similarity	0.6961	NPC184964
Remote Similarity	0.6957	NPC62069
Remote Similarity	0.6935	NPC46580
Remote Similarity	0.6932	NPC118511
Remote Similarity	0.6931	NPC314270
Remote Similarity	0.6927	NPC158129
Remote Similarity	0.6927	NPC18487
Remote Similarity	0.6923	NPC72980
Remote Similarity	0.6923	NPC165349
Remote Similarity	0.6923	NPC118832
Remote Similarity	0.6923	NPC47059
Remote Similarity	0.6923	NPC274291
Remote Similarity	0.6923	NPC264166
Remote Similarity	0.6923	NPC329708
Remote Similarity	0.6919	NPC20249
Remote Similarity	0.6915	NPC288349
Remote Similarity	0.6899	NPC151489
Remote Similarity	0.6898	NPC32771
Remote Similarity	0.6898	NPC110741
Remote Similarity	0.6897	NPC313804
Remote Similarity	0.6897	NPC315804
Remote Similarity	0.6878	NPC99666
Remote Similarity	0.6875	NPC472284
Remote Similarity	0.6872	NPC476098
Remote Similarity	0.6851	NPC95898
Remote Similarity	0.6848	NPC314394
Remote Similarity	0.6847	NPC469594
Remote Similarity	0.6842	NPC84853
Remote Similarity	0.6839	NPC141353
Remote Similarity	0.6836	NPC469813
Remote Similarity	0.6836	NPC102423
Remote Similarity	0.6836	NPC78375
Remote Similarity	0.6836	NPC476446
Remote Similarity	0.6833	NPC14651
Remote Similarity	0.6833	NPC121658
Remote Similarity	0.6828	NPC241025
Remote Similarity	0.6821	NPC36168
Remote Similarity	0.6821	NPC26872
Remote Similarity	0.6818	NPC18348
Remote Similarity	0.6816	NPC471080
Remote Similarity	0.6816	NPC469592
Remote Similarity	0.6813	NPC203754
Remote Similarity	0.6813	NPC150048
Remote Similarity	0.6811	NPC133306
Remote Similarity	0.68	NPC138018
Remote Similarity	0.6796	NPC478141
Remote Similarity	0.6796	NPC34508
Remote Similarity	0.6796	NPC313791
Remote Similarity	0.6796	NPC474409
Remote Similarity	0.6793	NPC325705
Remote Similarity	0.6793	NPC52831
Remote Similarity	0.6789	NPC324149
Remote Similarity	0.6778	NPC476518
Remote Similarity	0.6776	NPC96890
Remote Similarity	0.6771	NPC251090
Remote Similarity	0.6754	NPC279401
Remote Similarity	0.6754	NPC230403
Remote Similarity	0.6754	NPC79293
Remote Similarity	0.6754	NPC307963
Remote Similarity	0.6753	NPC128823
Remote Similarity	0.6749	NPC470799
Remote Similarity	0.6749	NPC8022
Remote Similarity	0.6742	NPC476118
Remote Similarity	0.6739	NPC88363
Remote Similarity	0.6736	NPC77555
Remote Similarity	0.6736	NPC156704
Remote Similarity	0.6723	NPC131718
Remote Similarity	0.6721	NPC288943
Remote Similarity	0.672	NPC183805
Remote Similarity	0.672	NPC230805
Remote Similarity	0.672	NPC48938
Remote Similarity	0.6718	NPC19872
Remote Similarity	0.6717	NPC472286
Remote Similarity	0.6717	NPC472287
Remote Similarity	0.6708	NPC278451
Remote Similarity	0.6703	NPC249662
Remote Similarity	0.6667	NPC66083
Remote Similarity	0.6667	NPC475070
Remote Similarity	0.6667	NPC137929
Remote Similarity	0.6667	NPC164374
Remote Similarity	0.6667	NPC187558
Remote Similarity	0.6667	NPC289786
Remote Similarity	0.665	NPC475910
Remote Similarity	0.6649	NPC469390
Remote Similarity	0.6649	NPC270009
Remote Similarity	0.6648	NPC311276
Remote Similarity	0.6635	NPC470501
Remote Similarity	0.6633	NPC472111
Remote Similarity	0.6633	NPC315491
Remote Similarity	0.6633	NPC45459
Remote Similarity	0.6632	NPC276517
Remote Similarity	0.663	NPC134586
Remote Similarity	0.6618	NPC132642
Remote Similarity	0.6617	NPC469589
Remote Similarity	0.6612	NPC111624
Remote Similarity	0.661	NPC26850
Remote Similarity	0.6605	NPC471313
Remote Similarity	0.6605	NPC471311
Remote Similarity	0.66	NPC88008
Remote Similarity	0.6598	NPC242209
Remote Similarity	0.6597	NPC76748
Remote Similarity	0.6597	NPC144381
Remote Similarity	0.6595	NPC211997
Remote Similarity	0.6595	NPC293472
Remote Similarity	0.6591	NPC470507
Remote Similarity	0.6588	NPC186351
Remote Similarity	0.6587	NPC470502
Remote Similarity	0.658	NPC106937
Remote Similarity	0.6578	NPC192270
Remote Similarity	0.6578	NPC118776
Remote Similarity	0.6575	NPC41717
Remote Similarity	0.6568	NPC85443
Remote Similarity	0.6566	NPC66815
Remote Similarity	0.6564	NPC473814
Remote Similarity	0.6564	NPC224928
Remote Similarity	0.6564	NPC267928
Remote Similarity	0.6564	NPC78767
Remote Similarity	0.6562	NPC92111

Drug Structure

NPD861 OpenBabel08201723412D 26 25 0 0 1 0 0 0 0 0999 V2000 7.4282 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 -4.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 7.4282 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.1603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0263 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.2942 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4282 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 12 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 10 1 0 0 0 0 6 11 1 0 0 0 0 6 13 1 0 0 0 0 7 9 1 0 0 0 0 7 15 1 0 0 0 0 8 11 1 0 0 0 0 8 14 2 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 13 1 0 0 0 0 13 22 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 19 1 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	240.15
ALogP	-0.7949
MLogP	2.23
XLogP	0.547
HDA	4
HBD	4
Rotatable Bonds	11
TPSA	85.61
RO5 Violation	0