NPASS drugs

Drug Information

Drug ID:	NPD4605
Drug Name:	Olodaterol
Molecular Formula:	C21H26N2O5
Canonical SMILES:	COc1ccc(cc1)CC(NC[C@@H](c1cc(O)cc2c1OCC(=N2)O)O)(C)C
Standard InCHI:	InChI=1S/C21H26N2O5/c1-21(2,10-13-4-6-15(27-3)7-5-13)22-11-18(25)16-8-14(24)9-17-20(16)28-12-19(26)23-17/h4-9,18,22,24-25H,10-12H2,1-3H3,(H,23,26)/t18-/m0/s1
Standard InCHIKey:	COUYJEVMBVSIHV-SFHVURJKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4605

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	254
0.1-0.2	1365
0.2-0.3	6533
0.3-0.4	6272
0.4-0.5	5408
0.5-0.6	9499
0.6-0.7	1525
0.7-0.8	34
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	0.7796	NPC168153
Intermediate Similarity	0.7688	NPC225381
Intermediate Similarity	0.7574	NPC473422
Intermediate Similarity	0.7473	NPC10730
Intermediate Similarity	0.7473	NPC10875
Intermediate Similarity	0.7426	NPC472330
Intermediate Similarity	0.7426	NPC214368
Intermediate Similarity	0.7426	NPC472329
Intermediate Similarity	0.7423	NPC313886
Intermediate Similarity	0.7403	NPC184161
Intermediate Similarity	0.738	NPC19555
Intermediate Similarity	0.7354	NPC310894
Intermediate Similarity	0.7313	NPC314948
Intermediate Similarity	0.7313	NPC478049
Intermediate Similarity	0.7297	NPC291359
Intermediate Similarity	0.7219	NPC57105
Intermediate Similarity	0.7211	NPC257354
Intermediate Similarity	0.7204	NPC160931
Intermediate Similarity	0.7204	NPC37205
Intermediate Similarity	0.7184	NPC473460
Intermediate Similarity	0.7166	NPC231862
Intermediate Similarity	0.7165	NPC316161
Intermediate Similarity	0.7143	NPC204179
Intermediate Similarity	0.7136	NPC471531
Intermediate Similarity	0.7135	NPC314113
Intermediate Similarity	0.7128	NPC72291
Intermediate Similarity	0.7109	NPC471532
Intermediate Similarity	0.7097	NPC477564
Intermediate Similarity	0.7097	NPC2295
Intermediate Similarity	0.7078	NPC200888
Intermediate Similarity	0.7031	NPC195392
Intermediate Similarity	0.7026	NPC152680
Intermediate Similarity	0.7026	NPC190783
Intermediate Similarity	0.7026	NPC232386
Remote Similarity	0.6995	NPC203168
Remote Similarity	0.6989	NPC76213
Remote Similarity	0.6989	NPC277669
Remote Similarity	0.6984	NPC306366
Remote Similarity	0.6973	NPC60538
Remote Similarity	0.6973	NPC207824
Remote Similarity	0.6957	NPC115144
Remote Similarity	0.6957	NPC277857
Remote Similarity	0.695	NPC262725
Remote Similarity	0.6946	NPC294244
Remote Similarity	0.6935	NPC219383
Remote Similarity	0.6932	NPC97870
Remote Similarity	0.6932	NPC247018
Remote Similarity	0.6932	NPC307123
Remote Similarity	0.6931	NPC474059
Remote Similarity	0.6927	NPC318591
Remote Similarity	0.6927	NPC314861
Remote Similarity	0.6927	NPC231163
Remote Similarity	0.6912	NPC78284
Remote Similarity	0.6902	NPC245974
Remote Similarity	0.6901	NPC219664
Remote Similarity	0.6897	NPC175890
Remote Similarity	0.6897	NPC274661
Remote Similarity	0.6897	NPC48490
Remote Similarity	0.6897	NPC82457
Remote Similarity	0.6897	NPC11296
Remote Similarity	0.6895	NPC79328
Remote Similarity	0.6893	NPC234318
Remote Similarity	0.6892	NPC473185
Remote Similarity	0.6888	NPC475215
Remote Similarity	0.6888	NPC108434
Remote Similarity	0.6878	NPC85381
Remote Similarity	0.6872	NPC473183
Remote Similarity	0.6872	NPC476106
Remote Similarity	0.6872	NPC83198
Remote Similarity	0.6872	NPC204908
Remote Similarity	0.6866	NPC33902
Remote Similarity	0.6866	NPC276674
Remote Similarity	0.6863	NPC41122
Remote Similarity	0.6863	NPC191132
Remote Similarity	0.6863	NPC60295
Remote Similarity	0.6863	NPC475754
Remote Similarity	0.6863	NPC318805
Remote Similarity	0.6856	NPC35627
Remote Similarity	0.6856	NPC476573
Remote Similarity	0.6856	NPC81247
Remote Similarity	0.6854	NPC209769
Remote Similarity	0.6853	NPC477020
Remote Similarity	0.6853	NPC192135
Remote Similarity	0.6853	NPC66341
Remote Similarity	0.6851	NPC189724
Remote Similarity	0.6851	NPC83289
Remote Similarity	0.6851	NPC212850
Remote Similarity	0.6842	NPC29647
Remote Similarity	0.6839	NPC127362
Remote Similarity	0.6839	NPC293871
Remote Similarity	0.6839	NPC124433
Remote Similarity	0.6837	NPC48353
Remote Similarity	0.6835	NPC134702
Remote Similarity	0.6829	NPC476565
Remote Similarity	0.6818	NPC329969
Remote Similarity	0.6818	NPC274002
Remote Similarity	0.6818	NPC126515
Remote Similarity	0.6818	NPC118189
Remote Similarity	0.6818	NPC472331
Remote Similarity	0.6814	NPC473182
Remote Similarity	0.6814	NPC28510
Remote Similarity	0.6812	NPC272706
Remote Similarity	0.6812	NPC472191
Remote Similarity	0.681	NPC66815
Remote Similarity	0.6806	NPC162530
Remote Similarity	0.6806	NPC469592
Remote Similarity	0.6806	NPC471080
Remote Similarity	0.6804	NPC108826
Remote Similarity	0.6804	NPC209377
Remote Similarity	0.6804	NPC473179
Remote Similarity	0.68	NPC474507
Remote Similarity	0.6798	NPC477186
Remote Similarity	0.6798	NPC320088
Remote Similarity	0.6798	NPC212237
Remote Similarity	0.6798	NPC217294
Remote Similarity	0.6798	NPC116465
Remote Similarity	0.6796	NPC256124
Remote Similarity	0.6793	NPC247298
Remote Similarity	0.6791	NPC477565
Remote Similarity	0.6791	NPC103379
Remote Similarity	0.6789	NPC184026
Remote Similarity	0.6789	NPC204828
Remote Similarity	0.6789	NPC110416
Remote Similarity	0.6789	NPC172765
Remote Similarity	0.6789	NPC249797
Remote Similarity	0.6789	NPC193949
Remote Similarity	0.6789	NPC70549
Remote Similarity	0.6789	NPC278799
Remote Similarity	0.6789	NPC469817
Remote Similarity	0.6789	NPC127674
Remote Similarity	0.6789	NPC207757
Remote Similarity	0.6789	NPC276588
Remote Similarity	0.6789	NPC295691
Remote Similarity	0.6789	NPC189266
Remote Similarity	0.6789	NPC39701
Remote Similarity	0.6789	NPC54379
Remote Similarity	0.6789	NPC5238
Remote Similarity	0.6789	NPC2413
Remote Similarity	0.6786	NPC73280
Remote Similarity	0.6786	NPC476997
Remote Similarity	0.6784	NPC473184
Remote Similarity	0.678	NPC259350
Remote Similarity	0.678	NPC223236
Remote Similarity	0.6776	NPC168250
Remote Similarity	0.6776	NPC471561
Remote Similarity	0.6776	NPC477160
Remote Similarity	0.6774	NPC476151
Remote Similarity	0.6771	NPC92191
Remote Similarity	0.6771	NPC329837
Remote Similarity	0.6771	NPC59028
Remote Similarity	0.6769	NPC223077
Remote Similarity	0.6769	NPC193853
Remote Similarity	0.6769	NPC56887
Remote Similarity	0.6763	NPC162653
Remote Similarity	0.6759	NPC127996
Remote Similarity	0.6758	NPC469594
Remote Similarity	0.6758	NPC173080
Remote Similarity	0.6756	NPC476998
Remote Similarity	0.6756	NPC476996
Remote Similarity	0.6751	NPC477562
Remote Similarity	0.6751	NPC26240
Remote Similarity	0.6751	NPC69712
Remote Similarity	0.6749	NPC219170
Remote Similarity	0.6749	NPC180253
Remote Similarity	0.6748	NPC117717
Remote Similarity	0.6745	NPC470930
Remote Similarity	0.6742	NPC76478
Remote Similarity	0.6741	NPC13249
Remote Similarity	0.6739	NPC41501
Remote Similarity	0.6738	NPC147390
Remote Similarity	0.6738	NPC471032
Remote Similarity	0.6738	NPC428
Remote Similarity	0.6738	NPC470935
Remote Similarity	0.6738	NPC476571
Remote Similarity	0.6738	NPC246587
Remote Similarity	0.6738	NPC135538
Remote Similarity	0.6738	NPC24233
Remote Similarity	0.6737	NPC112766
Remote Similarity	0.6733	NPC28425
Remote Similarity	0.673	NPC311357
Remote Similarity	0.673	NPC475085
Remote Similarity	0.673	NPC291535
Remote Similarity	0.673	NPC475112
Remote Similarity	0.6728	NPC114468
Remote Similarity	0.6728	NPC217903
Remote Similarity	0.6728	NPC30749
Remote Similarity	0.6726	NPC475253
Remote Similarity	0.6721	NPC204546
Remote Similarity	0.6719	NPC235628
Remote Similarity	0.6718	NPC4138
Remote Similarity	0.6718	NPC121275
Remote Similarity	0.6718	NPC284183
Remote Similarity	0.6717	NPC231371
Remote Similarity	0.6716	NPC215747
Remote Similarity	0.6716	NPC99179
Remote Similarity	0.6716	NPC22928
Remote Similarity	0.6716	NPC192939
Remote Similarity	0.6716	NPC311936
Remote Similarity	0.6711	NPC476994
Remote Similarity	0.6711	NPC252251

Drug Structure

NPD4605 OpenBabel08211705262D 32 34 0 0 1 0 0 0 0 0999 V2000 -3.0981 -2.3660 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 -3.5981 3.6962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 1.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 0.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0981 1.0981 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 -0.6340 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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.2321 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 -3.5981 1.9641 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 1 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0981 2.8301 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 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 4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 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 21 1 0 0 0 0 2 21 1 0 0 0 0 3 27 1 0 0 0 0 4 6 1 0 0 0 0 4 13 2 0 0 0 0 5 7 2 0 0 0 0 5 13 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 14 2 0 0 0 0 8 16 1 0 0 0 0 9 14 1 0 0 0 0 9 17 2 0 0 0 0 10 13 1 0 0 0 0 10 21 1 0 0 0 0 11 22 1 0 0 0 0 12 19 1 0 0 0 0 12 28 1 0 0 0 0 14 24 1 0 0 0 0 15 27 1 0 0 0 0 16 18 1 0 0 0 0 16 20 2 0 0 0 0 17 20 1 0 0 0 0 17 23 1 0 0 0 0 18 11 1 1 0 0 0 18 25 1 0 0 0 0 19 23 2 0 0 0 0 19 26 1 0 0 0 0 20 28 1 0 0 0 0 21 22 1 0 0 0 0 22 29 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002028
DrugBank	DB09080
ChEMBL	CHEMBL605846
IUPHAR/BPS	7543
PharmaGKB
KEGG Drug	D10145
PubChem CID	11504295
ChEBI	82700
CAS Number	868049-49-4

Drug Properties

Molecular Weight	386.18
ALogP	-0.9538
MLogP	3
XLogP	2.381
HDA	4
HBD	4
Rotatable Bonds	13
TPSA	103.54
RO5 Violation	0