NPASS drugs

Drug Information

Drug ID:	NPD4502
Drug Name:	Carmoterol
Molecular Formula:	C21H24N2O4
Canonical SMILES:	COc1ccc(cc1)C[C@H](NC[C@@H](c1ccc(c2c1ccc(n2)O)O)O)C
Standard InCHI:	InChI=1S/C21H24N2O4/c1-13(11-14-3-5-15(27-2)6-4-14)22-12-19(25)16-7-9-18(24)21-17(16)8-10-20(26)23-21/h3-10,13,19,22,24-25H,11-12H2,1-2H3,(H,23,26)/t13-,19+/m1/s1
Standard InCHIKey:	IHOXNOQMRZISPV-YJYMSZOUSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4502

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	327
0.1-0.2	1743
0.2-0.3	9812
0.3-0.4	3336
0.4-0.5	10516
0.5-0.6	3332
0.6-0.7	1480
0.7-0.8	337
0.8-0.85	7
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	0.8095	NPC469594
Intermediate Similarity	0.8093	NPC42591
Intermediate Similarity	0.806	NPC128823
Intermediate Similarity	0.8048	NPC314552
Intermediate Similarity	0.8019	NPC132642
Intermediate Similarity	0.8019	NPC199667
Intermediate Similarity	0.8	NPC200888
Intermediate Similarity	0.799	NPC469592
Intermediate Similarity	0.799	NPC471080
Intermediate Similarity	0.799	NPC223427
Intermediate Similarity	0.7971	NPC473181
Intermediate Similarity	0.7951	NPC118832
Intermediate Similarity	0.7951	NPC165349
Intermediate Similarity	0.7951	NPC47059
Intermediate Similarity	0.7951	NPC264166
Intermediate Similarity	0.7951	NPC274291
Intermediate Similarity	0.7951	NPC329708
Intermediate Similarity	0.7944	NPC280272
Intermediate Similarity	0.7915	NPC470799
Intermediate Similarity	0.7915	NPC8022
Intermediate Similarity	0.7913	NPC304183
Intermediate Similarity	0.7887	NPC478032
Intermediate Similarity	0.788	NPC473185
Intermediate Similarity	0.7874	NPC193777
Intermediate Similarity	0.7872	NPC118511
Intermediate Similarity	0.7864	NPC137929
Intermediate Similarity	0.7864	NPC164374
Intermediate Similarity	0.7854	NPC66815
Intermediate Similarity	0.784	NPC173080
Intermediate Similarity	0.783	NPC477110
Intermediate Similarity	0.782	NPC162530
Intermediate Similarity	0.7804	NPC473179
Intermediate Similarity	0.7799	NPC469589
Intermediate Similarity	0.7789	NPC242928
Intermediate Similarity	0.7788	NPC208522
Intermediate Similarity	0.7773	NPC94157
Intermediate Similarity	0.7773	NPC473180
Intermediate Similarity	0.7773	NPC26679
Intermediate Similarity	0.7766	NPC62069
Intermediate Similarity	0.7752	NPC202503
Intermediate Similarity	0.7751	NPC475910
Intermediate Similarity	0.7751	NPC477111
Intermediate Similarity	0.774	NPC472111
Intermediate Similarity	0.7736	NPC266931
Intermediate Similarity	0.7729	NPC475774
Intermediate Similarity	0.7721	NPC148409
Intermediate Similarity	0.7714	NPC209769
Intermediate Similarity	0.7703	NPC473182
Intermediate Similarity	0.7689	NPC48353
Intermediate Similarity	0.7689	NPC41501
Intermediate Similarity	0.7688	NPC314573
Intermediate Similarity	0.768	NPC312872
Intermediate Similarity	0.7673	NPC133140
Intermediate Similarity	0.7673	NPC195268
Intermediate Similarity	0.7667	NPC18348
Intermediate Similarity	0.7665	NPC474798
Intermediate Similarity	0.7658	NPC469554
Intermediate Similarity	0.7656	NPC477113
Intermediate Similarity	0.7653	NPC478074
Intermediate Similarity	0.7647	NPC251090
Intermediate Similarity	0.7644	NPC476138
Intermediate Similarity	0.7644	NPC245816
Intermediate Similarity	0.7642	NPC208284
Intermediate Similarity	0.763	NPC185782
Intermediate Similarity	0.7619	NPC474595
Intermediate Similarity	0.7613	NPC474701
Intermediate Similarity	0.761	NPC243834
Intermediate Similarity	0.761	NPC70956
Intermediate Similarity	0.7608	NPC470500
Intermediate Similarity	0.7606	NPC202605
Intermediate Similarity	0.7606	NPC203168
Intermediate Similarity	0.7606	NPC112206
Intermediate Similarity	0.7604	NPC225279
Intermediate Similarity	0.7602	NPC274640
Intermediate Similarity	0.7602	NPC283152
Intermediate Similarity	0.76	NPC473183
Intermediate Similarity	0.7594	NPC5145
Intermediate Similarity	0.7586	NPC114335
Intermediate Similarity	0.7586	NPC280964
Intermediate Similarity	0.7586	NPC141915
Intermediate Similarity	0.7585	NPC315957
Intermediate Similarity	0.7585	NPC329793
Intermediate Similarity	0.7585	NPC329747
Intermediate Similarity	0.7585	NPC249040
Intermediate Similarity	0.758	NPC51388
Intermediate Similarity	0.7578	NPC49547
Intermediate Similarity	0.7577	NPC475844
Intermediate Similarity	0.7577	NPC252590
Intermediate Similarity	0.7562	NPC66083
Intermediate Similarity	0.7558	NPC193267
Intermediate Similarity	0.7558	NPC213530
Intermediate Similarity	0.7549	NPC307963
Intermediate Similarity	0.7546	NPC293151
Intermediate Similarity	0.7538	NPC176127
Intermediate Similarity	0.7537	NPC469390
Intermediate Similarity	0.7536	NPC476578
Intermediate Similarity	0.7536	NPC4071
Intermediate Similarity	0.7536	NPC476582
Intermediate Similarity	0.7536	NPC476167
Intermediate Similarity	0.7534	NPC474688
Intermediate Similarity	0.7526	NPC314940
Intermediate Similarity	0.7526	NPC473764
Intermediate Similarity	0.7512	NPC135887
Intermediate Similarity	0.7512	NPC219664
Intermediate Similarity	0.7512	NPC199277
Intermediate Similarity	0.7511	NPC473184
Intermediate Similarity	0.75	NPC101543
Intermediate Similarity	0.75	NPC475720
Intermediate Similarity	0.75	NPC474192
Intermediate Similarity	0.75	NPC99666
Intermediate Similarity	0.7488	NPC476106
Intermediate Similarity	0.7488	NPC192315
Intermediate Similarity	0.7478	NPC295228
Intermediate Similarity	0.7474	NPC26850
Intermediate Similarity	0.7466	NPC179287
Intermediate Similarity	0.7465	NPC473513
Intermediate Similarity	0.7464	NPC470586
Intermediate Similarity	0.7455	NPC122463
Intermediate Similarity	0.7455	NPC144452
Intermediate Similarity	0.7444	NPC252251
Intermediate Similarity	0.7444	NPC476997
Intermediate Similarity	0.7443	NPC174049
Intermediate Similarity	0.7441	NPC285558
Intermediate Similarity	0.7441	NPC470930
Intermediate Similarity	0.7441	NPC476581
Intermediate Similarity	0.7441	NPC16452
Intermediate Similarity	0.7441	NPC36229
Intermediate Similarity	0.744	NPC153042
Intermediate Similarity	0.7438	NPC110741
Intermediate Similarity	0.7438	NPC128751
Intermediate Similarity	0.7438	NPC246700
Intermediate Similarity	0.7432	NPC470018
Intermediate Similarity	0.7431	NPC204446
Intermediate Similarity	0.743	NPC471304
Intermediate Similarity	0.7429	NPC291535
Intermediate Similarity	0.7429	NPC475112
Intermediate Similarity	0.7429	NPC475085
Intermediate Similarity	0.7426	NPC61350
Intermediate Similarity	0.7416	NPC234197
Intermediate Similarity	0.7414	NPC472068
Intermediate Similarity	0.7413	NPC84478
Intermediate Similarity	0.7411	NPC476998
Intermediate Similarity	0.7411	NPC476996
Intermediate Similarity	0.7403	NPC284141
Intermediate Similarity	0.7402	NPC469497
Intermediate Similarity	0.7402	NPC106833
Intermediate Similarity	0.7402	NPC76748
Intermediate Similarity	0.7399	NPC74575
Intermediate Similarity	0.7393	NPC469440
Intermediate Similarity	0.7385	NPC44161
Intermediate Similarity	0.7383	NPC201697
Intermediate Similarity	0.7379	NPC279401
Intermediate Similarity	0.7379	NPC79293
Intermediate Similarity	0.7379	NPC475190
Intermediate Similarity	0.7378	NPC475253
Intermediate Similarity	0.7378	NPC477531
Intermediate Similarity	0.7375	NPC132385
Intermediate Similarity	0.7374	NPC288943
Intermediate Similarity	0.7368	NPC18487
Intermediate Similarity	0.7366	NPC92111
Intermediate Similarity	0.7366	NPC476994
Intermediate Similarity	0.7361	NPC316981
Intermediate Similarity	0.736	NPC259545
Intermediate Similarity	0.7356	NPC224928
Intermediate Similarity	0.7353	NPC296527
Intermediate Similarity	0.7352	NPC473822
Intermediate Similarity	0.735	NPC472067
Intermediate Similarity	0.735	NPC472031
Intermediate Similarity	0.735	NPC472066
Intermediate Similarity	0.7349	NPC11464
Intermediate Similarity	0.7347	NPC126481
Intermediate Similarity	0.7343	NPC131017
Intermediate Similarity	0.734	NPC204385
Intermediate Similarity	0.7339	NPC288349
Intermediate Similarity	0.7336	NPC11408
Intermediate Similarity	0.7336	NPC470784
Intermediate Similarity	0.7333	NPC209174
Intermediate Similarity	0.7333	NPC19872
Intermediate Similarity	0.7333	NPC176538
Intermediate Similarity	0.7327	NPC474594
Intermediate Similarity	0.7327	NPC476287
Intermediate Similarity	0.7324	NPC474145
Intermediate Similarity	0.7324	NPC475841
Intermediate Similarity	0.7316	NPC26872
Intermediate Similarity	0.7313	NPC473105
Intermediate Similarity	0.7313	NPC206201
Intermediate Similarity	0.7311	NPC162484
Intermediate Similarity	0.7304	NPC475816
Intermediate Similarity	0.73	NPC232340
Intermediate Similarity	0.7299	NPC31930
Intermediate Similarity	0.7297	NPC118121
Intermediate Similarity	0.7295	NPC230403
Intermediate Similarity	0.729	NPC313189
Intermediate Similarity	0.7286	NPC32200
Intermediate Similarity	0.7286	NPC287437
Intermediate Similarity	0.7277	NPC475070
Intermediate Similarity	0.7273	NPC184408
Intermediate Similarity	0.7273	NPC470395
Intermediate Similarity	0.7273	NPC217554
Intermediate Similarity	0.7269	NPC473186

Drug Structure

NPD4502 OpenBabel08211705262D 31 33 0 0 1 0 0 0 0 0999 V2000 -5.1962 -3.0000 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 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 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 -2.5000 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 -4.3301 -1.5000 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 -4.3301 -2.5000 0.0000 C 0 0 2 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 -6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 1 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 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 H 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 -4.5000 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 2 27 1 0 0 0 0 3 5 1 0 0 0 0 3 14 2 0 0 0 0 4 6 2 0 0 0 0 4 14 1 0 0 0 0 5 15 2 0 0 0 0 6 15 1 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 10 2 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 20 1 0 0 0 0 11 13 1 0 0 0 0 11 14 1 0 0 0 0 12 22 1 0 0 0 0 13 1 1 6 0 0 0 13 22 1 0 0 0 0 15 27 1 0 0 0 0 16 17 2 0 0 0 0 16 19 1 0 0 0 0 17 21 1 0 0 0 0 18 21 2 0 0 0 0 18 24 1 0 0 0 0 19 12 1 1 0 0 0 19 25 1 0 0 0 0 20 23 2 0 0 0 0 20 26 1 0 0 0 0 21 23 1 0 0 0 0 22 28 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001010; DCL000740
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	63951; 63952
ChEBI
CAS Number

Drug Properties

Molecular Weight	368.17
ALogP	-1.8286
MLogP	3.11
XLogP	2.671
HDA	3
HBD	4
Rotatable Bonds	12
TPSA	94.84
RO5 Violation	0