NPASS drugs

Drug Information

Drug ID:	NPD6407
Drug Name:	Salmeterol
Molecular Formula:	C25H37NO4
Canonical SMILES:	OCc1cc(ccc1O)C(CNCCCCCCOCCCCc1ccccc1)O
Standard InCHI:	InChI=1S/C25H37NO4/c27-20-23-18-22(13-14-24(23)28)25(29)19-26-15-7-1-2-8-16-30-17-9-6-12-21-10-4-3-5-11-21/h3-5,10-11,13-14,18,25-29H,1-2,6-9,12,15-17,19-20H2
Standard InCHIKey:	GIIZNNXWQWCKIB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6407

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	118
0.1-0.2	797
0.2-0.3	2174
0.3-0.4	8790
0.4-0.5	5315
0.5-0.6	8276
0.6-0.7	5111
0.7-0.8	303
0.8-0.85	6
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	0.848	NPC213
Intermediate Similarity	0.848	NPC10286
Intermediate Similarity	0.8182	NPC307020
Intermediate Similarity	0.8145	NPC290566
Intermediate Similarity	0.8145	NPC145638
Intermediate Similarity	0.8	NPC322366
Intermediate Similarity	0.7923	NPC137096
Intermediate Similarity	0.7868	NPC236347
Intermediate Similarity	0.7868	NPC323775
Intermediate Similarity	0.7829	NPC473137
Intermediate Similarity	0.7795	NPC475018
Intermediate Similarity	0.7714	NPC208757
Intermediate Similarity	0.7692	NPC214988
Intermediate Similarity	0.7692	NPC12656
Intermediate Similarity	0.7656	NPC44732
Intermediate Similarity	0.7638	NPC262365
Intermediate Similarity	0.7612	NPC115627
Intermediate Similarity	0.7612	NPC118522
Intermediate Similarity	0.7612	NPC169207
Intermediate Similarity	0.7612	NPC223451
Intermediate Similarity	0.7597	NPC308689
Intermediate Similarity	0.7586	NPC168861
Intermediate Similarity	0.7581	NPC40258
Intermediate Similarity	0.7581	NPC7686
Intermediate Similarity	0.7581	NPC91461
Intermediate Similarity	0.7548	NPC22014
Intermediate Similarity	0.7538	NPC42911
Intermediate Similarity	0.7538	NPC290353
Intermediate Similarity	0.7538	NPC153795
Intermediate Similarity	0.7538	NPC43525
Intermediate Similarity	0.7532	NPC195392
Intermediate Similarity	0.75	NPC61885
Intermediate Similarity	0.75	NPC63698
Intermediate Similarity	0.75	NPC213730
Intermediate Similarity	0.75	NPC271808
Intermediate Similarity	0.748	NPC92623
Intermediate Similarity	0.748	NPC135464
Intermediate Similarity	0.7464	NPC62101
Intermediate Similarity	0.7464	NPC95733
Intermediate Similarity	0.7462	NPC165770
Intermediate Similarity	0.7462	NPC4493
Intermediate Similarity	0.7462	NPC225679
Intermediate Similarity	0.7462	NPC476632
Intermediate Similarity	0.744	NPC327226
Intermediate Similarity	0.7419	NPC51333
Intermediate Similarity	0.7419	NPC125732
Intermediate Similarity	0.7419	NPC78119
Intermediate Similarity	0.7419	NPC216468
Intermediate Similarity	0.7419	NPC132078
Intermediate Similarity	0.7415	NPC204546
Intermediate Similarity	0.7413	NPC267237
Intermediate Similarity	0.741	NPC29477
Intermediate Similarity	0.741	NPC318965
Intermediate Similarity	0.7407	NPC283760
Intermediate Similarity	0.7407	NPC151197
Intermediate Similarity	0.7405	NPC228425
Intermediate Similarity	0.7402	NPC233396
Intermediate Similarity	0.7402	NPC474839
Intermediate Similarity	0.7402	NPC154899
Intermediate Similarity	0.7388	NPC476266
Intermediate Similarity	0.7385	NPC63345
Intermediate Similarity	0.7381	NPC168829
Intermediate Similarity	0.7376	NPC274717
Intermediate Similarity	0.7368	NPC474486
Intermediate Similarity	0.7364	NPC24101
Intermediate Similarity	0.7364	NPC96224
Intermediate Similarity	0.7358	NPC209377
Intermediate Similarity	0.7357	NPC276212
Intermediate Similarity	0.7348	NPC117846
Intermediate Similarity	0.7348	NPC261343
Intermediate Similarity	0.7343	NPC149379
Intermediate Similarity	0.7333	NPC85276
Intermediate Similarity	0.7329	NPC318591
Intermediate Similarity	0.7329	NPC231163
Intermediate Similarity	0.7323	NPC226778
Intermediate Similarity	0.7323	NPC288411
Intermediate Similarity	0.7323	NPC119860
Intermediate Similarity	0.7323	NPC150254
Intermediate Similarity	0.7323	NPC147000
Intermediate Similarity	0.7323	NPC304761
Intermediate Similarity	0.7313	NPC473556
Intermediate Similarity	0.7313	NPC301651
Intermediate Similarity	0.7312	NPC56887
Intermediate Similarity	0.7312	NPC193853
Intermediate Similarity	0.7312	NPC223077
Intermediate Similarity	0.7308	NPC265211
Intermediate Similarity	0.7308	NPC306045
Intermediate Similarity	0.7305	NPC17374
Intermediate Similarity	0.7297	NPC326241
Intermediate Similarity	0.7293	NPC107240
Intermediate Similarity	0.7286	NPC285040
Intermediate Similarity	0.7286	NPC136112
Intermediate Similarity	0.7286	NPC17809
Intermediate Similarity	0.7286	NPC320242
Intermediate Similarity	0.7286	NPC102540
Intermediate Similarity	0.7286	NPC103420
Intermediate Similarity	0.7286	NPC188022
Intermediate Similarity	0.7286	NPC141739
Intermediate Similarity	0.7286	NPC81641
Intermediate Similarity	0.728	NPC128723
Intermediate Similarity	0.7279	NPC197921
Intermediate Similarity	0.7273	NPC166995
Intermediate Similarity	0.7266	NPC99557
Intermediate Similarity	0.7266	NPC219286
Intermediate Similarity	0.7266	NPC328267
Intermediate Similarity	0.7266	NPC138942
Intermediate Similarity	0.7266	NPC211218
Intermediate Similarity	0.7261	NPC79328
Intermediate Similarity	0.7259	NPC38458
Intermediate Similarity	0.7259	NPC311737
Intermediate Similarity	0.7252	NPC474149
Intermediate Similarity	0.7246	NPC31936
Intermediate Similarity	0.7246	NPC476633
Intermediate Similarity	0.7244	NPC68055
Intermediate Similarity	0.7234	NPC476353
Intermediate Similarity	0.7231	NPC153690
Intermediate Similarity	0.723	NPC469360
Intermediate Similarity	0.723	NPC91953
Intermediate Similarity	0.723	NPC323123
Intermediate Similarity	0.7226	NPC321133
Intermediate Similarity	0.7222	NPC155847
Intermediate Similarity	0.7222	NPC103799
Intermediate Similarity	0.7222	NPC294741
Intermediate Similarity	0.7222	NPC289381
Intermediate Similarity	0.7218	NPC123175
Intermediate Similarity	0.7218	NPC176730
Intermediate Similarity	0.7214	NPC106914
Intermediate Similarity	0.7214	NPC134195
Intermediate Similarity	0.7214	NPC197351
Intermediate Similarity	0.7214	NPC86502
Intermediate Similarity	0.7214	NPC246648
Intermediate Similarity	0.7211	NPC14600
Intermediate Similarity	0.7211	NPC204848
Intermediate Similarity	0.7211	NPC160607
Intermediate Similarity	0.7211	NPC41473
Intermediate Similarity	0.7211	NPC312770
Intermediate Similarity	0.7209	NPC248904
Intermediate Similarity	0.7209	NPC39664
Intermediate Similarity	0.7209	NPC470700
Intermediate Similarity	0.7209	NPC118286
Intermediate Similarity	0.7209	NPC39097
Intermediate Similarity	0.7209	NPC302681
Intermediate Similarity	0.7209	NPC109691
Intermediate Similarity	0.7206	NPC9592
Intermediate Similarity	0.7206	NPC131118
Intermediate Similarity	0.7206	NPC48781
Intermediate Similarity	0.7203	NPC93962
Intermediate Similarity	0.7197	NPC160931
Intermediate Similarity	0.7197	NPC187583
Intermediate Similarity	0.7197	NPC257430
Intermediate Similarity	0.7197	NPC37205
Intermediate Similarity	0.7197	NPC179002
Intermediate Similarity	0.7194	NPC174977
Intermediate Similarity	0.7194	NPC150026
Intermediate Similarity	0.7192	NPC64205
Intermediate Similarity	0.7185	NPC82963
Intermediate Similarity	0.7183	NPC477839
Intermediate Similarity	0.7176	NPC258056
Intermediate Similarity	0.7174	NPC24125
Intermediate Similarity	0.7174	NPC160854
Intermediate Similarity	0.7174	NPC469704
Intermediate Similarity	0.7174	NPC201402
Intermediate Similarity	0.7174	NPC469703
Intermediate Similarity	0.7164	NPC120280
Intermediate Similarity	0.7162	NPC219233
Intermediate Similarity	0.7162	NPC170170
Intermediate Similarity	0.7162	NPC211468
Intermediate Similarity	0.7154	NPC305603
Intermediate Similarity	0.7154	NPC61033
Intermediate Similarity	0.7154	NPC54844
Intermediate Similarity	0.7154	NPC142297
Intermediate Similarity	0.7153	NPC329595
Intermediate Similarity	0.7153	NPC326599
Intermediate Similarity	0.7153	NPC326966
Intermediate Similarity	0.7153	NPC182240
Intermediate Similarity	0.7153	NPC268572
Intermediate Similarity	0.7143	NPC38761
Intermediate Similarity	0.7143	NPC474160
Intermediate Similarity	0.7143	NPC228988
Intermediate Similarity	0.7143	NPC146422
Intermediate Similarity	0.7143	NPC318777
Intermediate Similarity	0.7143	NPC76465
Intermediate Similarity	0.7133	NPC471064
Intermediate Similarity	0.7133	NPC325651
Intermediate Similarity	0.7133	NPC53986
Intermediate Similarity	0.7133	NPC38664
Intermediate Similarity	0.7133	NPC311293
Intermediate Similarity	0.7133	NPC148366
Intermediate Similarity	0.7132	NPC292452
Intermediate Similarity	0.7132	NPC277588
Intermediate Similarity	0.7132	NPC470760
Intermediate Similarity	0.7132	NPC134829
Intermediate Similarity	0.7132	NPC246056
Intermediate Similarity	0.7123	NPC474453
Intermediate Similarity	0.7123	NPC470441
Intermediate Similarity	0.7122	NPC237667
Intermediate Similarity	0.7122	NPC469686
Intermediate Similarity	0.7121	NPC226401
Intermediate Similarity	0.7121	NPC120982
Intermediate Similarity	0.7121	NPC79793

Drug Structure

NPD6407 OpenBabel08211709092D 34 35 0 0 1 0 0 0 0 0999 V2000 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 5.5000 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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 6.0000 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 3.4641 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 10.3923 6.0000 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 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 N 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 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 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 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 7 1 0 0 0 0 2 8 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 9 1 0 0 0 0 6 12 1 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 17 1 0 0 0 0 10 21 2 0 0 0 0 11 21 1 0 0 0 0 12 21 1 0 0 0 0 13 14 2 0 0 0 0 13 22 1 0 0 0 0 14 24 1 0 0 0 0 15 26 1 0 0 0 0 16 30 1 0 0 0 0 17 30 1 0 0 0 0 18 22 2 0 0 0 0 18 23 1 0 0 0 0 19 25 1 0 0 0 0 19 26 1 0 0 0 0 20 23 1 0 0 0 0 20 27 1 0 0 0 0 22 25 1 0 0 0 0 23 24 2 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 26 31 1 0 0 0 0 27 32 1 0 0 0 0 28 33 1 0 0 0 0 29 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000947
DrugBank	DB00938
ChEMBL	CHEMBL1263
IUPHAR/BPS	559
PharmaGKB	PA451300
KEGG Drug	D05792
PubChem CID	5152
ChEBI	64064
CAS Number	89365-50-4

Drug Properties

Molecular Weight	415.27
ALogP	-3.6134
MLogP	3.66
XLogP	5.941
HDA	4
HBD	4
Rotatable Bonds	19
TPSA	81.95
RO5 Violation	2