NPASS drugs

Drug Information

Drug ID:	NPD2568
Drug Name:	Fenoterol
Molecular Formula:	C17H21NO4
Canonical SMILES:	CC(Cc1ccc(cc1)O)NCC(c1cc(O)cc(c1)O)O
Standard InCHI:	InChI=1S/C17H21NO4/c1-11(6-12-2-4-14(19)5-3-12)18-10-17(22)13-7-15(20)9-16(21)8-13/h2-5,7-9,11,17-22H,6,10H2,1H3
Standard InCHIKey:	LSLYOANBFKQKPT-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2568

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	112
0.1-0.2	781
0.2-0.3	3000
0.3-0.4	9440
0.4-0.5	4457
0.5-0.6	8699
0.6-0.7	4062
0.7-0.8	331
0.8-0.85	6
0.85-0.9	1
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	0.9219	NPC322366
High Similarity	0.8583	NPC137096
Intermediate Similarity	0.8496	NPC323775
Intermediate Similarity	0.8496	NPC236347
Intermediate Similarity	0.8425	NPC10286
Intermediate Similarity	0.8425	NPC213
Intermediate Similarity	0.8271	NPC307020
Intermediate Similarity	0.8058	NPC208757
Intermediate Similarity	0.797	NPC169207
Intermediate Similarity	0.797	NPC115627
Intermediate Similarity	0.797	NPC118522
Intermediate Similarity	0.7953	NPC290566
Intermediate Similarity	0.7953	NPC145638
Intermediate Similarity	0.7902	NPC214988
Intermediate Similarity	0.782	NPC85276
Intermediate Similarity	0.7754	NPC318965
Intermediate Similarity	0.774	NPC326241
Intermediate Similarity	0.7727	NPC160931
Intermediate Similarity	0.7727	NPC37205
Intermediate Similarity	0.7722	NPC195392
Intermediate Similarity	0.7704	NPC223451
Intermediate Similarity	0.7671	NPC168861
Intermediate Similarity	0.7671	NPC323123
Intermediate Similarity	0.7658	NPC209377
Intermediate Similarity	0.7622	NPC267237
Intermediate Similarity	0.7615	NPC475018
Intermediate Similarity	0.761	NPC223077
Intermediate Similarity	0.761	NPC193853
Intermediate Similarity	0.761	NPC56887
Intermediate Similarity	0.7609	NPC318777
Intermediate Similarity	0.7603	NPC211468
Intermediate Similarity	0.7603	NPC170170
Intermediate Similarity	0.7603	NPC219233
Intermediate Similarity	0.7576	NPC261343
Intermediate Similarity	0.7559	NPC150254
Intermediate Similarity	0.7559	NPC226778
Intermediate Similarity	0.7559	NPC304761
Intermediate Similarity	0.7559	NPC147000
Intermediate Similarity	0.7535	NPC262641
Intermediate Similarity	0.7519	NPC305603
Intermediate Similarity	0.7519	NPC61033
Intermediate Similarity	0.7517	NPC64205
Intermediate Similarity	0.75	NPC283760
Intermediate Similarity	0.75	NPC43525
Intermediate Similarity	0.7483	NPC329595
Intermediate Similarity	0.7483	NPC326599
Intermediate Similarity	0.748	NPC68055
Intermediate Similarity	0.7465	NPC271808
Intermediate Similarity	0.7442	NPC39097
Intermediate Similarity	0.7442	NPC109691
Intermediate Similarity	0.7442	NPC302681
Intermediate Similarity	0.7442	NPC118286
Intermediate Similarity	0.7442	NPC470700
Intermediate Similarity	0.7442	NPC39664
Intermediate Similarity	0.7431	NPC149379
Intermediate Similarity	0.7431	NPC300020
Intermediate Similarity	0.7431	NPC33338
Intermediate Similarity	0.7431	NPC302171
Intermediate Similarity	0.7426	NPC48781
Intermediate Similarity	0.7426	NPC9592
Intermediate Similarity	0.7424	NPC4493
Intermediate Similarity	0.7424	NPC165770
Intermediate Similarity	0.7424	NPC225679
Intermediate Similarity	0.7424	NPC476632
Intermediate Similarity	0.7422	NPC30506
Intermediate Similarity	0.7422	NPC241891
Intermediate Similarity	0.7402	NPC327226
Intermediate Similarity	0.7394	NPC477839
Intermediate Similarity	0.7385	NPC54844
Intermediate Similarity	0.7368	NPC146422
Intermediate Similarity	0.7368	NPC166995
Intermediate Similarity	0.7364	NPC292452
Intermediate Similarity	0.7364	NPC246056
Intermediate Similarity	0.7364	NPC134829
Intermediate Similarity	0.7353	NPC311737
Intermediate Similarity	0.7353	NPC38458
Intermediate Similarity	0.7342	NPC79328
Intermediate Similarity	0.7338	NPC207824
Intermediate Similarity	0.7338	NPC60538
Intermediate Similarity	0.7323	NPC248573
Intermediate Similarity	0.7323	NPC275053
Intermediate Similarity	0.7323	NPC161571
Intermediate Similarity	0.7323	NPC166761
Intermediate Similarity	0.7313	NPC117846
Intermediate Similarity	0.7312	NPC80759
Intermediate Similarity	0.7312	NPC79402
Intermediate Similarity	0.7312	NPC247251
Intermediate Similarity	0.7305	NPC62101
Intermediate Similarity	0.7305	NPC95733
Intermediate Similarity	0.7297	NPC14600
Intermediate Similarity	0.7297	NPC160607
Intermediate Similarity	0.7297	NPC204848
Intermediate Similarity	0.7297	NPC318591
Intermediate Similarity	0.7297	NPC41473
Intermediate Similarity	0.7297	NPC231163
Intermediate Similarity	0.7297	NPC312770
Intermediate Similarity	0.7296	NPC221864
Intermediate Similarity	0.7296	NPC7393
Intermediate Similarity	0.7279	NPC82963
Intermediate Similarity	0.7278	NPC29647
Intermediate Similarity	0.7273	NPC291847
Intermediate Similarity	0.7273	NPC19808
Intermediate Similarity	0.7273	NPC33728
Intermediate Similarity	0.7267	NPC204546
Intermediate Similarity	0.7266	NPC7686
Intermediate Similarity	0.7266	NPC143659
Intermediate Similarity	0.7266	NPC284078
Intermediate Similarity	0.7266	NPC40258
Intermediate Similarity	0.7266	NPC100340
Intermediate Similarity	0.7266	NPC91461
Intermediate Similarity	0.7261	NPC475557
Intermediate Similarity	0.7259	NPC107240
Intermediate Similarity	0.7254	NPC320242
Intermediate Similarity	0.7254	NPC29477
Intermediate Similarity	0.725	NPC271388
Intermediate Similarity	0.725	NPC205255
Intermediate Similarity	0.725	NPC119649
Intermediate Similarity	0.725	NPC235143
Intermediate Similarity	0.725	NPC230956
Intermediate Similarity	0.7248	NPC296898
Intermediate Similarity	0.7246	NPC268572
Intermediate Similarity	0.7244	NPC277669
Intermediate Similarity	0.7244	NPC125732
Intermediate Similarity	0.7244	NPC76213
Intermediate Similarity	0.7241	NPC326966
Intermediate Similarity	0.7239	NPC473521
Intermediate Similarity	0.7231	NPC474839
Intermediate Similarity	0.7229	NPC329969
Intermediate Similarity	0.7226	NPC470760
Intermediate Similarity	0.7226	NPC474933
Intermediate Similarity	0.7222	NPC325651
Intermediate Similarity	0.7214	NPC474862
Intermediate Similarity	0.7209	NPC24404
Intermediate Similarity	0.7209	NPC53051
Intermediate Similarity	0.7209	NPC146798
Intermediate Similarity	0.7209	NPC168303
Intermediate Similarity	0.7209	NPC313030
Intermediate Similarity	0.7209	NPC71002
Intermediate Similarity	0.7209	NPC85479
Intermediate Similarity	0.7209	NPC249828
Intermediate Similarity	0.7209	NPC94351
Intermediate Similarity	0.7209	NPC222522
Intermediate Similarity	0.7209	NPC242342
Intermediate Similarity	0.7209	NPC106396
Intermediate Similarity	0.7209	NPC302219
Intermediate Similarity	0.7206	NPC317254
Intermediate Similarity	0.7202	NPC119068
Intermediate Similarity	0.7202	NPC474507
Intermediate Similarity	0.7202	NPC40496
Intermediate Similarity	0.7197	NPC61885
Intermediate Similarity	0.7197	NPC114124
Intermediate Similarity	0.7197	NPC174981
Intermediate Similarity	0.7197	NPC96224
Intermediate Similarity	0.7197	NPC63698
Intermediate Similarity	0.7197	NPC24101
Intermediate Similarity	0.7194	NPC472071
Intermediate Similarity	0.7188	NPC214200
Intermediate Similarity	0.7188	NPC289381
Intermediate Similarity	0.7188	NPC155847
Intermediate Similarity	0.7188	NPC228400
Intermediate Similarity	0.7188	NPC10588
Intermediate Similarity	0.7188	NPC294741
Intermediate Similarity	0.7188	NPC213730
Intermediate Similarity	0.7185	NPC319803
Intermediate Similarity	0.7183	NPC105513
Intermediate Similarity	0.7179	NPC476742
Intermediate Similarity	0.7174	NPC144343
Intermediate Similarity	0.7174	NPC122009
Intermediate Similarity	0.7172	NPC259665
Intermediate Similarity	0.7172	NPC170844
Intermediate Similarity	0.7172	NPC476968
Intermediate Similarity	0.7172	NPC89769
Intermediate Similarity	0.7172	NPC126859
Intermediate Similarity	0.7165	NPC291789
Intermediate Similarity	0.7165	NPC303611
Intermediate Similarity	0.7165	NPC226096
Intermediate Similarity	0.7165	NPC290515
Intermediate Similarity	0.7165	NPC164514
Intermediate Similarity	0.7165	NPC108606
Intermediate Similarity	0.7164	NPC257430
Intermediate Similarity	0.7164	NPC179002
Intermediate Similarity	0.7164	NPC268032
Intermediate Similarity	0.7164	NPC224527
Intermediate Similarity	0.7164	NPC187583
Intermediate Similarity	0.7163	NPC18128
Intermediate Similarity	0.7163	NPC298486
Intermediate Similarity	0.7163	NPC77789
Intermediate Similarity	0.716	NPC257269
Intermediate Similarity	0.716	NPC230276
Intermediate Similarity	0.7154	NPC323810
Intermediate Similarity	0.7154	NPC102216
Intermediate Similarity	0.7154	NPC119860
Intermediate Similarity	0.7153	NPC8305
Intermediate Similarity	0.7153	NPC115808
Intermediate Similarity	0.7153	NPC141090
Intermediate Similarity	0.7153	NPC268763
Intermediate Similarity	0.7153	NPC66177
Intermediate Similarity	0.7152	NPC2295
Intermediate Similarity	0.7152	NPC477564
Intermediate Similarity	0.7143	NPC65855

Drug Structure

NPD2568 OpenBabel08211702172D 27 28 0 0 1 0 0 0 0 0999 V2000 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 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 -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 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.0622 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 -7.7942 2.5000 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 -0.0000 -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 3 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 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 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 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 -8.6603 4.0000 0.0000 H 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 0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 4 1 0 0 0 0 2 12 2 0 0 0 0 3 5 2 0 0 0 0 3 12 1 0 0 0 0 4 14 2 0 0 0 0 5 14 1 0 0 0 0 6 11 1 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 7 15 1 0 0 0 0 8 13 1 0 0 0 0 8 16 2 0 0 0 0 9 15 2 0 0 0 0 9 16 1 0 0 0 0 10 17 1 0 0 0 0 10 18 1 0 0 0 0 11 18 1 0 0 0 0 13 17 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000946
DrugBank	DB01288
ChEMBL	CHEMBL32800
IUPHAR/BPS	557
PharmaGKB	PA10079
KEGG Drug
PubChem CID	3343
ChEBI	149226
CAS Number	13392-18-2

Drug Properties

Molecular Weight	303.15
ALogP	-2.2371
MLogP	2.78
XLogP	1.631
HDA	2
HBD	5
Rotatable Bonds	11
TPSA	92.95
RO5 Violation	0