NPASS drugs

Drug Information

Drug ID:	NPD4699
Drug Name:	picumeterol
Molecular Formula:	C21H29Cl2N3O2
Canonical SMILES:	O[C@H](c1cc(Cl)c(c(c1)Cl)N)CNCCCCCCOCCc1ccccn1
Standard InCHI:	InChI=1S/C21H29Cl2N3O2/c22-18-13-16(14-19(23)21(18)24)20(27)15-25-9-4-1-2-6-11-28-12-8-17-7-3-5-10-26-17/h3,5,7,10,13-14,20,25,27H,1-2,4,6,8-9,11-12,15,24H2/t20-/m0/s1
Standard InCHIKey:	NUBLQEKABJXICM-FQEVSTJZSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4699

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	274
0.1-0.2	2560
0.2-0.3	9967
0.3-0.4	12607
0.4-0.5	2804
0.5-0.6	1593
0.6-0.7	1033
0.7-0.8	52
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	0.7527	NPC203754
Intermediate Similarity	0.7527	NPC150048
Intermediate Similarity	0.7473	NPC102423
Intermediate Similarity	0.7421	NPC48938
Intermediate Similarity	0.7377	NPC311276
Intermediate Similarity	0.7363	NPC131718
Intermediate Similarity	0.7326	NPC471312
Intermediate Similarity	0.7326	NPC313791
Intermediate Similarity	0.7292	NPC207851
Intermediate Similarity	0.7282	NPC95783
Intermediate Similarity	0.7277	NPC192270
Intermediate Similarity	0.7253	NPC469762
Intermediate Similarity	0.7235	NPC256893
Intermediate Similarity	0.7213	NPC230869
Intermediate Similarity	0.7198	NPC469785
Intermediate Similarity	0.7189	NPC476446
Intermediate Similarity	0.7189	NPC78375
Intermediate Similarity	0.7189	NPC469813
Intermediate Similarity	0.7181	NPC158129
Intermediate Similarity	0.7165	NPC62510
Intermediate Similarity	0.7158	NPC138018
Intermediate Similarity	0.7151	NPC471178
Intermediate Similarity	0.715	NPC5145
Intermediate Similarity	0.7143	NPC477110
Intermediate Similarity	0.7112	NPC54988
Intermediate Similarity	0.7104	NPC476464
Intermediate Similarity	0.7097	NPC40779
Intermediate Similarity	0.7081	NPC63338
Intermediate Similarity	0.7081	NPC322976
Intermediate Similarity	0.7081	NPC324203
Intermediate Similarity	0.7079	NPC471323
Intermediate Similarity	0.7073	NPC470500
Intermediate Similarity	0.7053	NPC34508
Intermediate Similarity	0.7045	NPC32002
Intermediate Similarity	0.7045	NPC315348
Intermediate Similarity	0.7043	NPC471177
Intermediate Similarity	0.7043	NPC124542
Intermediate Similarity	0.7043	NPC59779
Intermediate Similarity	0.7037	NPC116961
Intermediate Similarity	0.7031	NPC211997
Intermediate Similarity	0.7031	NPC293472
Intermediate Similarity	0.7026	NPC284678
Intermediate Similarity	0.7021	NPC474561
Intermediate Similarity	0.7021	NPC49954
Intermediate Similarity	0.7011	NPC141353
Intermediate Similarity	0.701	NPC71037
Intermediate Similarity	0.701	NPC314394
Intermediate Similarity	0.7005	NPC46580
Intermediate Similarity	0.7	NPC470498
Intermediate Similarity	0.7	NPC165370
Intermediate Similarity	0.7	NPC474177
Intermediate Similarity	0.7	NPC306397
Remote Similarity	0.6995	NPC469760
Remote Similarity	0.6995	NPC469763
Remote Similarity	0.6995	NPC73952
Remote Similarity	0.6995	NPC469786
Remote Similarity	0.6995	NPC469765
Remote Similarity	0.6995	NPC25008
Remote Similarity	0.6995	NPC259644
Remote Similarity	0.699	NPC470505
Remote Similarity	0.6989	NPC279918
Remote Similarity	0.6984	NPC63751
Remote Similarity	0.6979	NPC134586
Remote Similarity	0.6974	NPC472109
Remote Similarity	0.6974	NPC472110
Remote Similarity	0.6974	NPC469358
Remote Similarity	0.6965	NPC133366
Remote Similarity	0.6957	NPC211572
Remote Similarity	0.6957	NPC70922
Remote Similarity	0.6957	NPC80597
Remote Similarity	0.6957	NPC212376
Remote Similarity	0.6957	NPC75540
Remote Similarity	0.6952	NPC71079
Remote Similarity	0.6952	NPC282231
Remote Similarity	0.695	NPC99666
Remote Similarity	0.6947	NPC473764
Remote Similarity	0.6947	NPC314940
Remote Similarity	0.6943	NPC96890
Remote Similarity	0.6943	NPC151939
Remote Similarity	0.694	NPC153769
Remote Similarity	0.6931	NPC160105
Remote Similarity	0.6923	NPC233936
Remote Similarity	0.6919	NPC317030
Remote Similarity	0.6915	NPC474217
Remote Similarity	0.6907	NPC141377
Remote Similarity	0.6907	NPC270009
Remote Similarity	0.6906	NPC161292
Remote Similarity	0.6904	NPC163421
Remote Similarity	0.6904	NPC314002
Remote Similarity	0.6904	NPC188387
Remote Similarity	0.6901	NPC212125
Remote Similarity	0.6895	NPC319456
Remote Similarity	0.6895	NPC201700
Remote Similarity	0.6893	NPC328318
Remote Similarity	0.6893	NPC328596
Remote Similarity	0.6891	NPC288785
Remote Similarity	0.689	NPC477111
Remote Similarity	0.6888	NPC163055
Remote Similarity	0.6888	NPC220765
Remote Similarity	0.6885	NPC24678
Remote Similarity	0.6885	NPC105818
Remote Similarity	0.6882	NPC212742
Remote Similarity	0.6882	NPC129721
Remote Similarity	0.6878	NPC85918
Remote Similarity	0.6875	NPC477113
Remote Similarity	0.6875	NPC314603
Remote Similarity	0.6875	NPC328029
Remote Similarity	0.6875	NPC29702
Remote Similarity	0.6869	NPC474707
Remote Similarity	0.6869	NPC171171
Remote Similarity	0.6866	NPC324149
Remote Similarity	0.6865	NPC63562
Remote Similarity	0.6856	NPC184964
Remote Similarity	0.6856	NPC68354
Remote Similarity	0.6853	NPC204717
Remote Similarity	0.6851	NPC159856
Remote Similarity	0.6847	NPC251090
Remote Similarity	0.6842	NPC278366
Remote Similarity	0.6842	NPC127730
Remote Similarity	0.6839	NPC189812
Remote Similarity	0.6839	NPC329688
Remote Similarity	0.6834	NPC204565
Remote Similarity	0.6827	NPC264166
Remote Similarity	0.6827	NPC274291
Remote Similarity	0.6827	NPC329708
Remote Similarity	0.6827	NPC165349
Remote Similarity	0.6827	NPC47059
Remote Similarity	0.6827	NPC118832
Remote Similarity	0.6825	NPC194640
Remote Similarity	0.6825	NPC473057
Remote Similarity	0.6821	NPC42979
Remote Similarity	0.6821	NPC176199
Remote Similarity	0.6821	NPC215795
Remote Similarity	0.6818	NPC15102
Remote Similarity	0.6812	NPC193761
Remote Similarity	0.681	NPC314957
Remote Similarity	0.6806	NPC317430
Remote Similarity	0.6804	NPC224764
Remote Similarity	0.6802	NPC472108
Remote Similarity	0.6802	NPC471311
Remote Similarity	0.6802	NPC139291
Remote Similarity	0.6802	NPC19679
Remote Similarity	0.6802	NPC471313
Remote Similarity	0.68	NPC65215
Remote Similarity	0.68	NPC173028
Remote Similarity	0.6796	NPC470497
Remote Similarity	0.6794	NPC317373
Remote Similarity	0.6791	NPC472285
Remote Similarity	0.6791	NPC132680
Remote Similarity	0.6791	NPC269919
Remote Similarity	0.6788	NPC259545
Remote Similarity	0.6786	NPC300688
Remote Similarity	0.6784	NPC315555
Remote Similarity	0.678	NPC470499
Remote Similarity	0.678	NPC192315
Remote Similarity	0.6771	NPC256828
Remote Similarity	0.6771	NPC244897
Remote Similarity	0.6771	NPC126481
Remote Similarity	0.6769	NPC59269
Remote Similarity	0.6769	NPC326575
Remote Similarity	0.6769	NPC248454
Remote Similarity	0.6768	NPC284559
Remote Similarity	0.6766	NPC83111
Remote Similarity	0.6765	NPC242209
Remote Similarity	0.6758	NPC314372
Remote Similarity	0.6755	NPC92796
Remote Similarity	0.6755	NPC135141
Remote Similarity	0.6755	NPC84508
Remote Similarity	0.6754	NPC98187
Remote Similarity	0.6754	NPC41717
Remote Similarity	0.6753	NPC37423
Remote Similarity	0.6753	NPC275305
Remote Similarity	0.6751	NPC161887
Remote Similarity	0.6751	NPC219963
Remote Similarity	0.6749	NPC307963
Remote Similarity	0.6748	NPC476167
Remote Similarity	0.6746	NPC327592
Remote Similarity	0.6744	NPC288349
Remote Similarity	0.6742	NPC192712
Remote Similarity	0.6737	NPC162268
Remote Similarity	0.6737	NPC97367
Remote Similarity	0.6737	NPC263439
Remote Similarity	0.6737	NPC476118
Remote Similarity	0.6736	NPC252590
Remote Similarity	0.6735	NPC232340
Remote Similarity	0.6735	NPC472443
Remote Similarity	0.6732	NPC77555
Remote Similarity	0.6731	NPC476874
Remote Similarity	0.673	NPC18348
Remote Similarity	0.6726	NPC267853
Remote Similarity	0.6726	NPC315062
Remote Similarity	0.672	NPC25899
Remote Similarity	0.6718	NPC472122
Remote Similarity	0.6718	NPC24594
Remote Similarity	0.6717	NPC472444
Remote Similarity	0.6716	NPC46413
Remote Similarity	0.6715	NPC315957
Remote Similarity	0.6711	NPC316411
Remote Similarity	0.6699	NPC265576
Remote Similarity	0.6699	NPC212213

Drug Structure

NPD4699 OpenBabel08211705272D 32 33 0 0 1 0 0 0 0 0999 V2000 -5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 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 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 3.5000 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 -6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 3.0000 0.0000 C 0 0 0 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 -6.9282 0.0000 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 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 -7.7942 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 -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 1 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 0.8660 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 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 -4.3301 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 4 1 0 0 0 0 2 6 1 0 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 6 11 1 0 0 0 0 7 17 2 0 0 0 0 8 12 1 0 0 0 0 8 17 1 0 0 0 0 9 25 1 0 0 0 0 10 26 2 0 0 0 0 11 28 1 0 0 0 0 12 28 1 0 0 0 0 13 16 2 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 14 19 2 0 0 0 0 15 25 1 0 0 0 0 16 20 1 0 0 0 0 17 26 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 19 21 1 0 0 0 0 19 23 1 0 0 0 0 20 15 1 6 0 0 0 20 27 1 0 0 0 0 21 24 1 0 0 0 0 24 29 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013911
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	425.16
ALogP	-1.7401
MLogP	3
XLogP	3.453
HDA	5
HBD	3
Rotatable Bonds	17
TPSA	80.4
RO5 Violation	1