NPASS drugs

Drug Information

Drug ID:	NPD2177
Drug Name:	Procaterol
Molecular Formula:	C16H22N2O3
Canonical SMILES:	CC[C@@H]([C@@H](c1ccc(c2c1ccc(n2)O)O)O)NC(C)C
Standard InCHI:	InChI=1S/C16H22N2O3/c1-4-12(17-9(2)3)16(21)11-5-7-13(19)15-10(11)6-8-14(20)18-15/h5-9,12,16-17,19,21H,4H2,1-3H3,(H,18,20)/t12-,16+/m0/s1
Standard InCHIKey:	FKNXQNWAXFXVNW-BLLLJJGKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD2177

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	295
0.1-0.2	1648
0.2-0.3	9905
0.3-0.4	5043
0.4-0.5	9878
0.5-0.6	2573
0.6-0.7	1234
0.7-0.8	308
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	0.8162	NPC478032
Intermediate Similarity	0.8079	NPC477110
Intermediate Similarity	0.8033	NPC252590
Intermediate Similarity	0.801	NPC249040
Intermediate Similarity	0.8	NPC477111
Intermediate Similarity	0.8	NPC18348
Intermediate Similarity	0.7978	NPC473764
Intermediate Similarity	0.7978	NPC314940
Intermediate Similarity	0.7959	NPC476167
Intermediate Similarity	0.7951	NPC314552
Intermediate Similarity	0.7923	NPC44161
Intermediate Similarity	0.7908	NPC192315
Intermediate Similarity	0.79	NPC477113
Intermediate Similarity	0.7864	NPC293151
Intermediate Similarity	0.7853	NPC314573
Intermediate Similarity	0.785	NPC470500
Intermediate Similarity	0.7835	NPC99666
Intermediate Similarity	0.7833	NPC5145
Intermediate Similarity	0.7801	NPC42591
Intermediate Similarity	0.7796	NPC259545
Intermediate Similarity	0.7784	NPC126481
Intermediate Similarity	0.7772	NPC246700
Intermediate Similarity	0.7772	NPC128751
Intermediate Similarity	0.7766	NPC153042
Intermediate Similarity	0.774	NPC469594
Intermediate Similarity	0.7732	NPC469497
Intermediate Similarity	0.7732	NPC106833
Intermediate Similarity	0.7727	NPC470395
Intermediate Similarity	0.7725	NPC72980
Intermediate Similarity	0.7725	NPC232340
Intermediate Similarity	0.7718	NPC471080
Intermediate Similarity	0.7718	NPC469592
Intermediate Similarity	0.7711	NPC476098
Intermediate Similarity	0.7709	NPC153769
Intermediate Similarity	0.7708	NPC314002
Intermediate Similarity	0.7688	NPC128823
Intermediate Similarity	0.7673	NPC274291
Intermediate Similarity	0.7673	NPC264166
Intermediate Similarity	0.7673	NPC47059
Intermediate Similarity	0.7673	NPC118832
Intermediate Similarity	0.7673	NPC165349
Intermediate Similarity	0.7673	NPC329708
Intermediate Similarity	0.7668	NPC171171
Intermediate Similarity	0.7656	NPC204717
Intermediate Similarity	0.7644	NPC8022
Intermediate Similarity	0.7644	NPC470799
Intermediate Similarity	0.7629	NPC46580
Intermediate Similarity	0.7614	NPC470394
Intermediate Similarity	0.7614	NPC470404
Intermediate Similarity	0.7614	NPC470403
Intermediate Similarity	0.7609	NPC315214
Intermediate Similarity	0.7609	NPC47298
Intermediate Similarity	0.7604	NPC220765
Intermediate Similarity	0.7584	NPC161292
Intermediate Similarity	0.7583	NPC132642
Intermediate Similarity	0.7574	NPC66815
Intermediate Similarity	0.7573	NPC199667
Intermediate Similarity	0.7568	NPC159319
Intermediate Similarity	0.7568	NPC118511
Intermediate Similarity	0.7568	NPC32028
Intermediate Similarity	0.7559	NPC51388
Intermediate Similarity	0.7557	NPC60553
Intermediate Similarity	0.7553	NPC158129
Intermediate Similarity	0.7539	NPC88363
Intermediate Similarity	0.7538	NPC205403
Intermediate Similarity	0.7537	NPC223427
Intermediate Similarity	0.7524	NPC473181
Intermediate Similarity	0.7524	NPC469589
Intermediate Similarity	0.7513	NPC19679
Intermediate Similarity	0.7512	NPC474701
Intermediate Similarity	0.7512	NPC193777
Intermediate Similarity	0.7512	NPC280272
Intermediate Similarity	0.75	NPC475070
Intermediate Similarity	0.75	NPC26679
Intermediate Similarity	0.7488	NPC200888
Intermediate Similarity	0.7488	NPC470678
Intermediate Similarity	0.7488	NPC173080
Intermediate Similarity	0.7476	NPC475910
Intermediate Similarity	0.7474	NPC62069
Intermediate Similarity	0.7464	NPC162530
Intermediate Similarity	0.7463	NPC474145
Intermediate Similarity	0.7463	NPC475841
Intermediate Similarity	0.7463	NPC472111
Intermediate Similarity	0.7462	NPC3715
Intermediate Similarity	0.7461	NPC314394
Intermediate Similarity	0.7454	NPC470126
Intermediate Similarity	0.7454	NPC473185
Intermediate Similarity	0.745	NPC251090
Intermediate Similarity	0.744	NPC476116
Intermediate Similarity	0.7436	NPC94943
Intermediate Similarity	0.7435	NPC203754
Intermediate Similarity	0.7435	NPC150048
Intermediate Similarity	0.7427	NPC283117
Intermediate Similarity	0.7421	NPC471294
Intermediate Similarity	0.7421	NPC34508
Intermediate Similarity	0.7419	NPC253580
Intermediate Similarity	0.7413	NPC77555
Intermediate Similarity	0.7411	NPC242928
Intermediate Similarity	0.74	NPC276517
Intermediate Similarity	0.7396	NPC283152
Intermediate Similarity	0.7396	NPC184964
Intermediate Similarity	0.7395	NPC167908
Intermediate Similarity	0.7391	NPC141353
Intermediate Similarity	0.7387	NPC324149
Intermediate Similarity	0.7385	NPC190007
Intermediate Similarity	0.7379	NPC304183
Intermediate Similarity	0.7376	NPC306376
Intermediate Similarity	0.7374	NPC95783
Intermediate Similarity	0.7371	NPC473179
Intermediate Similarity	0.7368	NPC294375
Intermediate Similarity	0.7366	NPC63338
Intermediate Similarity	0.7366	NPC475774
Intermediate Similarity	0.7366	NPC322976
Intermediate Similarity	0.7366	NPC324203
Intermediate Similarity	0.7366	NPC476138
Intermediate Similarity	0.7366	NPC245816
Intermediate Similarity	0.7358	NPC472443
Intermediate Similarity	0.7356	NPC185782
Intermediate Similarity	0.7352	NPC476451
Intermediate Similarity	0.735	NPC307963
Intermediate Similarity	0.735	NPC329541
Intermediate Similarity	0.735	NPC45850
Intermediate Similarity	0.735	NPC230403
Intermediate Similarity	0.7343	NPC53344
Intermediate Similarity	0.7333	NPC94157
Intermediate Similarity	0.7333	NPC176127
Intermediate Similarity	0.7333	NPC212535
Intermediate Similarity	0.7333	NPC203168
Intermediate Similarity	0.7333	NPC473180
Intermediate Similarity	0.733	NPC164374
Intermediate Similarity	0.733	NPC137929
Intermediate Similarity	0.733	NPC474409
Intermediate Similarity	0.7327	NPC156704
Intermediate Similarity	0.7323	NPC230805
Intermediate Similarity	0.7323	NPC32771
Intermediate Similarity	0.7312	NPC84508
Intermediate Similarity	0.7311	NPC469928
Intermediate Similarity	0.7304	NPC329793
Intermediate Similarity	0.7304	NPC315957
Intermediate Similarity	0.7304	NPC315491
Intermediate Similarity	0.7304	NPC45459
Intermediate Similarity	0.7301	NPC208522
Intermediate Similarity	0.7299	NPC478074
Intermediate Similarity	0.7299	NPC266931
Intermediate Similarity	0.7286	NPC9894
Intermediate Similarity	0.7285	NPC473182
Intermediate Similarity	0.7282	NPC474798
Intermediate Similarity	0.7277	NPC41501
Intermediate Similarity	0.7273	NPC66083
Intermediate Similarity	0.7273	NPC209769
Intermediate Similarity	0.7269	NPC470501
Intermediate Similarity	0.7268	NPC270009
Intermediate Similarity	0.7263	NPC317430
Intermediate Similarity	0.726	NPC88008
Intermediate Similarity	0.726	NPC270918
Intermediate Similarity	0.7259	NPC476319
Intermediate Similarity	0.7256	NPC225279
Intermediate Similarity	0.7255	NPC32200
Intermediate Similarity	0.7254	NPC134586
Intermediate Similarity	0.7251	NPC48353
Intermediate Similarity	0.725	NPC469390
Intermediate Similarity	0.7248	NPC202503
Intermediate Similarity	0.7245	NPC472444
Intermediate Similarity	0.7245	NPC472109
Intermediate Similarity	0.7245	NPC472110
Intermediate Similarity	0.7241	NPC243834
Intermediate Similarity	0.7241	NPC70956
Intermediate Similarity	0.724	NPC313791
Intermediate Similarity	0.724	NPC469554
Intermediate Similarity	0.7238	NPC219664
Intermediate Similarity	0.7237	NPC471891
Intermediate Similarity	0.723	NPC330009
Intermediate Similarity	0.723	NPC74969
Intermediate Similarity	0.7228	NPC284348
Intermediate Similarity	0.7228	NPC326634
Intermediate Similarity	0.7222	NPC470502
Intermediate Similarity	0.722	NPC329747
Intermediate Similarity	0.7216	NPC326575
Intermediate Similarity	0.7216	NPC96890
Intermediate Similarity	0.7216	NPC211997
Intermediate Similarity	0.7216	NPC293472
Intermediate Similarity	0.7209	NPC148409
Intermediate Similarity	0.7208	NPC84478
Intermediate Similarity	0.7208	NPC320394
Intermediate Similarity	0.7204	NPC208284
Intermediate Similarity	0.7202	NPC312872
Intermediate Similarity	0.72	NPC144381
Intermediate Similarity	0.72	NPC76748
Intermediate Similarity	0.7198	NPC477135
Intermediate Similarity	0.7195	NPC477112
Intermediate Similarity	0.7194	NPC192270
Intermediate Similarity	0.7192	NPC472193
Intermediate Similarity	0.7188	NPC473183
Intermediate Similarity	0.7183	NPC118228
Intermediate Similarity	0.7182	NPC471598
Intermediate Similarity	0.7182	NPC274640
Intermediate Similarity	0.7177	NPC474595
Intermediate Similarity	0.7171	NPC280714
Intermediate Similarity	0.717	NPC316981
Intermediate Similarity	0.717	NPC294620

Drug Structure

NPD2177 OpenBabel08211701392D 25 26 0 0 1 0 0 0 0 0999 V2000 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 6.0000 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 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 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 1 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 -0.8660 0.5000 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 1.7321 3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 4.5000 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 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 5.0000 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 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 9 1 0 0 0 0 3 9 1 0 0 0 0 5 7 2 0 0 0 0 5 11 1 0 0 0 0 6 8 2 0 0 0 0 6 10 1 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 17 1 0 0 0 0 10 11 2 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 4 1 6 0 0 0 12 16 1 0 0 0 0 12 17 1 0 0 0 0 13 15 2 0 0 0 0 13 19 1 0 0 0 0 14 18 2 0 0 0 0 14 20 1 0 0 0 0 15 18 1 0 0 0 0 16 21 1 6 0 0 0 17 22 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000944
DrugBank	DB01366
ChEMBL	CHEMBL1478530
IUPHAR/BPS
PharmaGKB	PA164748908
KEGG Drug
PubChem CID
ChEBI
CAS Number	72332-33-3

Drug Properties

Molecular Weight	290.16
ALogP	-2.0866
MLogP	2.67
XLogP	1.723
HDA	3
HBD	4
Rotatable Bonds	11
TPSA	85.61
RO5 Violation	0