NPASS drugs

Drug Information

Drug ID:	NPD3153
Drug Name:	Acebutolol Hydrochloride
Molecular Formula:	C18H28N2O4.ClH
Canonical SMILES:	CCCC(=Nc1ccc(c(c1)C(=O)C)OCC(CNC(C)C)O)O.Cl
Standard InCHI:	InChI=1S/C18H28N2O4.ClH/c1-5-6-18(23)20-14-7-8-17(16(9-14)13(4)21)24-11-15(22)10-19-12(2)3;/h7-9,12,15,19,22H,5-6,10-11H2,1-4H3,(H,20,23);1H
Standard InCHIKey:	KTUFKADDDORSSI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3153

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	168
0.1-0.2	1011
0.2-0.3	4586
0.3-0.4	7761
0.4-0.5	4464
0.5-0.6	11389
0.6-0.7	1486
0.7-0.8	25
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	0.7865	NPC214368
Intermediate Similarity	0.7384	NPC323798
Intermediate Similarity	0.7348	NPC292143
Intermediate Similarity	0.7348	NPC139506
Intermediate Similarity	0.7305	NPC97870
Intermediate Similarity	0.7305	NPC307123
Intermediate Similarity	0.7305	NPC247018
Intermediate Similarity	0.7228	NPC478075
Intermediate Similarity	0.7189	NPC471778
Intermediate Similarity	0.7164	NPC473460
Intermediate Similarity	0.7152	NPC136112
Intermediate Similarity	0.7152	NPC141739
Intermediate Similarity	0.7135	NPC477391
Intermediate Similarity	0.7104	NPC199737
Intermediate Similarity	0.7093	NPC471316
Intermediate Similarity	0.709	NPC315631
Intermediate Similarity	0.7081	NPC471652
Intermediate Similarity	0.7077	NPC474059
Intermediate Similarity	0.7071	NPC108847
Intermediate Similarity	0.705	NPC317727
Intermediate Similarity	0.7044	NPC473422
Intermediate Similarity	0.7035	NPC316574
Intermediate Similarity	0.7032	NPC313720
Intermediate Similarity	0.7032	NPC17160
Intermediate Similarity	0.7011	NPC57105
Remote Similarity	0.6995	NPC315934
Remote Similarity	0.6995	NPC477392
Remote Similarity	0.699	NPC477160
Remote Similarity	0.699	NPC283207
Remote Similarity	0.6989	NPC314861
Remote Similarity	0.6984	NPC95412
Remote Similarity	0.6973	NPC158900
Remote Similarity	0.6968	NPC83241
Remote Similarity	0.6968	NPC310894
Remote Similarity	0.6961	NPC14339
Remote Similarity	0.6957	NPC231862
Remote Similarity	0.6946	NPC320242
Remote Similarity	0.6943	NPC469831
Remote Similarity	0.6938	NPC217903
Remote Similarity	0.6935	NPC469479
Remote Similarity	0.6919	NPC475983
Remote Similarity	0.6901	NPC470392
Remote Similarity	0.6891	NPC270301
Remote Similarity	0.689	NPC116178
Remote Similarity	0.6878	NPC112336
Remote Similarity	0.6878	NPC474814
Remote Similarity	0.6875	NPC204546
Remote Similarity	0.6872	NPC299806
Remote Similarity	0.6872	NPC315542
Remote Similarity	0.6869	NPC28510
Remote Similarity	0.6866	NPC314948
Remote Similarity	0.6865	NPC93653
Remote Similarity	0.6863	NPC311357
Remote Similarity	0.6852	NPC122886
Remote Similarity	0.6847	NPC314702
Remote Similarity	0.6825	NPC473693
Remote Similarity	0.6825	NPC471568
Remote Similarity	0.6825	NPC196091
Remote Similarity	0.6804	NPC28368
Remote Similarity	0.68	NPC318591
Remote Similarity	0.68	NPC231163
Remote Similarity	0.6789	NPC471648
Remote Similarity	0.6786	NPC473007
Remote Similarity	0.6782	NPC478049
Remote Similarity	0.6777	NPC321166
Remote Similarity	0.6771	NPC8467
Remote Similarity	0.6766	NPC230313
Remote Similarity	0.6766	NPC243626
Remote Similarity	0.6761	NPC181526
Remote Similarity	0.6751	NPC262725
Remote Similarity	0.6746	NPC471561
Remote Similarity	0.674	NPC324081
Remote Similarity	0.6738	NPC72291
Remote Similarity	0.6735	NPC469829
Remote Similarity	0.6734	NPC473008
Remote Similarity	0.6733	NPC308895
Remote Similarity	0.6731	NPC198160
Remote Similarity	0.6723	NPC83289
Remote Similarity	0.6723	NPC189724
Remote Similarity	0.6723	NPC212850
Remote Similarity	0.6717	NPC469830
Remote Similarity	0.6714	NPC25961
Remote Similarity	0.6705	NPC319645
Remote Similarity	0.6703	NPC56635
Remote Similarity	0.6702	NPC189116
Remote Similarity	0.67	NPC316282
Remote Similarity	0.6696	NPC316224
Remote Similarity	0.6684	NPC19023
Remote Similarity	0.6684	NPC314659
Remote Similarity	0.6684	NPC469505
Remote Similarity	0.6684	NPC186617
Remote Similarity	0.6683	NPC472286
Remote Similarity	0.6683	NPC472287
Remote Similarity	0.6667	NPC87391
Remote Similarity	0.6667	NPC73280
Remote Similarity	0.6649	NPC9475
Remote Similarity	0.6636	NPC329830
Remote Similarity	0.6634	NPC241263
Remote Similarity	0.6633	NPC197335
Remote Similarity	0.6633	NPC288305
Remote Similarity	0.6632	NPC127362
Remote Similarity	0.6631	NPC476443
Remote Similarity	0.6631	NPC133817
Remote Similarity	0.6619	NPC471336
Remote Similarity	0.6619	NPC470746
Remote Similarity	0.6618	NPC288759
Remote Similarity	0.6617	NPC70340
Remote Similarity	0.6616	NPC313886
Remote Similarity	0.6616	NPC128683
Remote Similarity	0.6615	NPC475421
Remote Similarity	0.661	NPC471201
Remote Similarity	0.6609	NPC274732
Remote Similarity	0.6606	NPC251071
Remote Similarity	0.6604	NPC220241
Remote Similarity	0.6604	NPC295479
Remote Similarity	0.6604	NPC326333
Remote Similarity	0.6604	NPC471532
Remote Similarity	0.6603	NPC477161
Remote Similarity	0.6602	NPC476661
Remote Similarity	0.6602	NPC123140
Remote Similarity	0.66	NPC316405
Remote Similarity	0.6599	NPC469973
Remote Similarity	0.6598	NPC129578
Remote Similarity	0.6597	NPC470971
Remote Similarity	0.6593	NPC245974
Remote Similarity	0.6593	NPC132771
Remote Similarity	0.6592	NPC472241
Remote Similarity	0.6589	NPC316297
Remote Similarity	0.6589	NPC66191
Remote Similarity	0.6589	NPC314817
Remote Similarity	0.6583	NPC276120
Remote Similarity	0.6579	NPC254700
Remote Similarity	0.6576	NPC314223
Remote Similarity	0.6575	NPC247298
Remote Similarity	0.6575	NPC472242
Remote Similarity	0.6574	NPC182853
Remote Similarity	0.6571	NPC169766
Remote Similarity	0.657	NPC476662
Remote Similarity	0.6567	NPC174629
Remote Similarity	0.6558	NPC471531
Remote Similarity	0.6558	NPC470001
Remote Similarity	0.6558	NPC470002
Remote Similarity	0.6557	NPC223873
Remote Similarity	0.6556	NPC314287
Remote Similarity	0.6555	NPC313112
Remote Similarity	0.6555	NPC301292
Remote Similarity	0.6552	NPC203972
Remote Similarity	0.6549	NPC6786
Remote Similarity	0.6549	NPC477589
Remote Similarity	0.6549	NPC477587
Remote Similarity	0.6548	NPC472163
Remote Similarity	0.6548	NPC327005
Remote Similarity	0.6542	NPC326027
Remote Similarity	0.6538	NPC17760
Remote Similarity	0.6538	NPC474077
Remote Similarity	0.6538	NPC15987
Remote Similarity	0.6537	NPC472191
Remote Similarity	0.6536	NPC314113
Remote Similarity	0.6536	NPC316202
Remote Similarity	0.6535	NPC1820
Remote Similarity	0.6534	NPC470441
Remote Similarity	0.6533	NPC235194
Remote Similarity	0.6528	NPC321226
Remote Similarity	0.6528	NPC328856
Remote Similarity	0.6528	NPC314914
Remote Similarity	0.6528	NPC478047
Remote Similarity	0.6528	NPC478046
Remote Similarity	0.6528	NPC180210
Remote Similarity	0.6528	NPC313327
Remote Similarity	0.6524	NPC10730
Remote Similarity	0.6524	NPC10875
Remote Similarity	0.6522	NPC153644
Remote Similarity	0.652	NPC475843
Remote Similarity	0.652	NPC469816
Remote Similarity	0.652	NPC469815
Remote Similarity	0.652	NPC198401
Remote Similarity	0.6517	NPC477998
Remote Similarity	0.6515	NPC470903
Remote Similarity	0.6515	NPC470112
Remote Similarity	0.6515	NPC167763
Remote Similarity	0.651	NPC66490
Remote Similarity	0.6507	NPC41216
Remote Similarity	0.6505	NPC100863
Remote Similarity	0.6505	NPC234933
Remote Similarity	0.6502	NPC114039
Remote Similarity	0.6502	NPC206109
Remote Similarity	0.65	NPC121571
Remote Similarity	0.65	NPC8093
Remote Similarity	0.6498	NPC284236
Remote Similarity	0.6498	NPC316368
Remote Similarity	0.6497	NPC283810
Remote Similarity	0.6497	NPC70092
Remote Similarity	0.6495	NPC127996
Remote Similarity	0.6493	NPC257266
Remote Similarity	0.6493	NPC321428
Remote Similarity	0.6492	NPC299582
Remote Similarity	0.6492	NPC204179
Remote Similarity	0.6491	NPC477588
Remote Similarity	0.6491	NPC477590
Remote Similarity	0.6491	NPC477586

Drug Structure

NPD3153 OpenBabel08211702562D 28 27 0 0 1 0 0 0 0 0999 V2000 11.7583 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.5622 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2354 -5.0156 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 12 1 0 0 0 0 3 12 1 0 0 0 0 4 13 1 0 0 0 0 5 6 1 0 0 0 0 6 18 1 0 0 0 0 7 8 2 0 0 0 0 7 14 1 0 0 0 0 8 17 1 0 0 0 0 9 14 2 0 0 0 0 9 16 1 0 0 0 0 10 15 1 0 0 0 0 10 19 1 0 0 0 0 11 15 1 0 0 0 0 11 24 1 0 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 13 21 2 0 0 0 0 14 20 1 0 0 0 0 15 22 1 0 0 0 0 16 17 2 0 0 0 0 17 24 1 0 0 0 0 18 20 2 3 0 0 0 18 23 1 0 0 0 0 19 26 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	336.20
ALogP	-1.5472
MLogP	2.78
XLogP	2.334
HDA	5
HBD	3
Rotatable Bonds	16
TPSA	91.15
RO5 Violation	0