NPASS drugs

Drug Information

Drug ID:	NPD5067
Drug Name:	Bucindolol
Molecular Formula:	C22H25N3O2
Canonical SMILES:	N#Cc1ccccc1OCC(CNC(Cc1c[nH]c2c1cccc2)(C)C)O
Standard InCHI:	InChI=1S/C22H25N3O2/c1-22(2,11-17-13-24-20-9-5-4-8-19(17)20)25-14-18(26)15-27-21-10-6-3-7-16(21)12-23/h3-10,13,18,24-26H,11,14-15H2,1-2H3
Standard InCHIKey:	FBMYKMYQHCBIGU-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5067

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	324
0.1-0.2	1967
0.2-0.3	10338
0.3-0.4	3804
0.4-0.5	10686
0.5-0.6	2212
0.6-0.7	1211
0.7-0.8	335
0.8-0.85	12
0.85-0.9	1
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
High Similarity	0.8557	NPC13880
Intermediate Similarity	0.8374	NPC11464
Intermediate Similarity	0.8359	NPC307963
Intermediate Similarity	0.835	NPC170114
Intermediate Similarity	0.835	NPC288349
Intermediate Similarity	0.8301	NPC470549
Intermediate Similarity	0.8274	NPC251090
Intermediate Similarity	0.8252	NPC266931
Intermediate Similarity	0.8205	NPC76748
Intermediate Similarity	0.8163	NPC92111
Intermediate Similarity	0.8154	NPC296527
Intermediate Similarity	0.8109	NPC19872
Intermediate Similarity	0.8039	NPC285558
Intermediate Similarity	0.7963	NPC110151
Intermediate Similarity	0.7943	NPC316981
Intermediate Similarity	0.7913	NPC476106
Intermediate Similarity	0.7892	NPC232727
Intermediate Similarity	0.7864	NPC470500
Intermediate Similarity	0.785	NPC99666
Intermediate Similarity	0.7843	NPC176538
Intermediate Similarity	0.7843	NPC121772
Intermediate Similarity	0.7833	NPC72211
Intermediate Similarity	0.782	NPC469592
Intermediate Similarity	0.782	NPC471080
Intermediate Similarity	0.7816	NPC475774
Intermediate Similarity	0.7816	NPC476138
Intermediate Similarity	0.7816	NPC245816
Intermediate Similarity	0.7814	NPC310118
Intermediate Similarity	0.7783	NPC243834
Intermediate Similarity	0.7783	NPC70956
Intermediate Similarity	0.7778	NPC311276
Intermediate Similarity	0.7773	NPC26679
Intermediate Similarity	0.7767	NPC475112
Intermediate Similarity	0.7767	NPC291535
Intermediate Similarity	0.7767	NPC475085
Intermediate Similarity	0.7762	NPC167860
Intermediate Similarity	0.7762	NPC123976
Intermediate Similarity	0.7762	NPC5145
Intermediate Similarity	0.7736	NPC476287
Intermediate Similarity	0.7734	NPC70259
Intermediate Similarity	0.7727	NPC314002
Intermediate Similarity	0.7725	NPC208284
Intermediate Similarity	0.7723	NPC106937
Intermediate Similarity	0.7721	NPC193267
Intermediate Similarity	0.7721	NPC213530
Intermediate Similarity	0.7696	NPC267928
Intermediate Similarity	0.7688	NPC171171
Intermediate Similarity	0.7685	NPC43787
Intermediate Similarity	0.7685	NPC205934
Intermediate Similarity	0.7684	NPC40779
Intermediate Similarity	0.7684	NPC102423
Intermediate Similarity	0.7677	NPC84478
Intermediate Similarity	0.7677	NPC204717
Intermediate Similarity	0.7677	NPC284678
Intermediate Similarity	0.7674	NPC469594
Intermediate Similarity	0.7673	NPC324149
Intermediate Similarity	0.7667	NPC476465
Intermediate Similarity	0.7653	NPC42979
Intermediate Similarity	0.765	NPC46580
Intermediate Similarity	0.7644	NPC162484
Intermediate Similarity	0.7641	NPC224764
Intermediate Similarity	0.763	NPC185782
Intermediate Similarity	0.7629	NPC313791
Intermediate Similarity	0.7626	NPC176127
Intermediate Similarity	0.7626	NPC220765
Intermediate Similarity	0.7623	NPC180504
Intermediate Similarity	0.7621	NPC128823
Intermediate Similarity	0.761	NPC77555
Intermediate Similarity	0.7608	NPC165349
Intermediate Similarity	0.7608	NPC118832
Intermediate Similarity	0.7608	NPC274291
Intermediate Similarity	0.7608	NPC264166
Intermediate Similarity	0.7608	NPC329708
Intermediate Similarity	0.7608	NPC47059
Intermediate Similarity	0.7583	NPC475910
Intermediate Similarity	0.7581	NPC8022
Intermediate Similarity	0.7581	NPC470799
Intermediate Similarity	0.7579	NPC131718
Intermediate Similarity	0.7578	NPC469554
Intermediate Similarity	0.7577	NPC470498
Intermediate Similarity	0.7566	NPC469762
Intermediate Similarity	0.7561	NPC242209
Intermediate Similarity	0.7555	NPC284141
Intermediate Similarity	0.7538	NPC48938
Intermediate Similarity	0.7538	NPC469358
Intermediate Similarity	0.7525	NPC242928
Intermediate Similarity	0.7523	NPC132642
Intermediate Similarity	0.7523	NPC314954
Intermediate Similarity	0.7513	NPC469785
Intermediate Similarity	0.7512	NPC135887
Intermediate Similarity	0.7512	NPC131017
Intermediate Similarity	0.7512	NPC199277
Intermediate Similarity	0.7511	NPC24370
Intermediate Similarity	0.7511	NPC319232
Intermediate Similarity	0.75	NPC217554
Intermediate Similarity	0.75	NPC329747
Intermediate Similarity	0.7489	NPC11408
Intermediate Similarity	0.7489	NPC60621
Intermediate Similarity	0.7467	NPC323752
Intermediate Similarity	0.7465	NPC469589
Intermediate Similarity	0.7464	NPC476044
Intermediate Similarity	0.7464	NPC267423
Intermediate Similarity	0.7463	NPC84853
Intermediate Similarity	0.7453	NPC193777
Intermediate Similarity	0.7448	NPC177404
Intermediate Similarity	0.7442	NPC48353
Intermediate Similarity	0.7442	NPC94157
Intermediate Similarity	0.7441	NPC470930
Intermediate Similarity	0.7424	NPC151939
Intermediate Similarity	0.7424	NPC96890
Intermediate Similarity	0.7424	NPC184964
Intermediate Similarity	0.7422	NPC101543
Intermediate Similarity	0.7422	NPC196718
Intermediate Similarity	0.7407	NPC478074
Intermediate Similarity	0.7407	NPC469765
Intermediate Similarity	0.7407	NPC469786
Intermediate Similarity	0.7407	NPC259644
Intermediate Similarity	0.7407	NPC25008
Intermediate Similarity	0.7407	NPC469760
Intermediate Similarity	0.7407	NPC469763
Intermediate Similarity	0.7407	NPC73952
Intermediate Similarity	0.7401	NPC295228
Intermediate Similarity	0.74	NPC474798
Intermediate Similarity	0.7399	NPC473185
Intermediate Similarity	0.7393	NPC223427
Intermediate Similarity	0.7387	NPC125597
Intermediate Similarity	0.7385	NPC63751
Intermediate Similarity	0.7385	NPC201700
Intermediate Similarity	0.7383	NPC201697
Intermediate Similarity	0.7383	NPC209769
Intermediate Similarity	0.7382	NPC26850
Intermediate Similarity	0.7379	NPC475190
Intermediate Similarity	0.7379	NPC279401
Intermediate Similarity	0.7379	NPC79293
Intermediate Similarity	0.7378	NPC475253
Intermediate Similarity	0.7376	NPC163421
Intermediate Similarity	0.7376	NPC188387
Intermediate Similarity	0.7371	NPC88008
Intermediate Similarity	0.7368	NPC211572
Intermediate Similarity	0.7368	NPC80597
Intermediate Similarity	0.7368	NPC70922
Intermediate Similarity	0.7368	NPC473183
Intermediate Similarity	0.7368	NPC476167
Intermediate Similarity	0.7368	NPC75540
Intermediate Similarity	0.7368	NPC212376
Intermediate Similarity	0.7364	NPC477533
Intermediate Similarity	0.7361	NPC112206
Intermediate Similarity	0.7361	NPC202605
Intermediate Similarity	0.736	NPC474409
Intermediate Similarity	0.7358	NPC36229
Intermediate Similarity	0.7358	NPC476581
Intermediate Similarity	0.7358	NPC475070
Intermediate Similarity	0.7358	NPC16452
Intermediate Similarity	0.7357	NPC473184
Intermediate Similarity	0.7356	NPC156704
Intermediate Similarity	0.735	NPC300688
Intermediate Similarity	0.7345	NPC102593
Intermediate Similarity	0.7344	NPC230869
Intermediate Similarity	0.7337	NPC283152
Intermediate Similarity	0.7336	NPC287208
Intermediate Similarity	0.7333	NPC329793
Intermediate Similarity	0.7333	NPC234197
Intermediate Similarity	0.7333	NPC315957
Intermediate Similarity	0.7333	NPC474561
Intermediate Similarity	0.7333	NPC54988
Intermediate Similarity	0.7333	NPC49954
Intermediate Similarity	0.733	NPC195268
Intermediate Similarity	0.733	NPC477532
Intermediate Similarity	0.733	NPC133140
Intermediate Similarity	0.733	NPC473317
Intermediate Similarity	0.7328	NPC78609
Intermediate Similarity	0.7324	NPC472111
Intermediate Similarity	0.7321	NPC192315
Intermediate Similarity	0.7318	NPC473179
Intermediate Similarity	0.7317	NPC95783
Intermediate Similarity	0.7316	NPC26872
Intermediate Similarity	0.7311	NPC258048
Intermediate Similarity	0.7302	NPC174672
Intermediate Similarity	0.7302	NPC105818
Intermediate Similarity	0.7302	NPC24678
Intermediate Similarity	0.7297	NPC470501
Intermediate Similarity	0.7297	NPC280272
Intermediate Similarity	0.7291	NPC62510
Intermediate Similarity	0.7291	NPC94943
Intermediate Similarity	0.7286	NPC187558
Intermediate Similarity	0.7286	NPC18487
Intermediate Similarity	0.7281	NPC53069
Intermediate Similarity	0.7281	NPC296482
Intermediate Similarity	0.7281	NPC473180
Intermediate Similarity	0.7281	NPC202768
Intermediate Similarity	0.7273	NPC303658
Intermediate Similarity	0.7268	NPC282231
Intermediate Similarity	0.7265	NPC122436
Intermediate Similarity	0.7264	NPC193761
Intermediate Similarity	0.726	NPC152768
Intermediate Similarity	0.726	NPC326634
Intermediate Similarity	0.726	NPC148183
Intermediate Similarity	0.7254	NPC92796
Intermediate Similarity	0.7254	NPC135141
Intermediate Similarity	0.7253	NPC472434

Drug Structure

NPD5067 OpenBabel08211706322D 30 32 0 0 1 0 0 0 0 0999 V2000 1.9693 -3.4814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7124 -2.8122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5187 0.5888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5406 0.7967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8277 -0.3623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8714 0.0535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0704 -1.5522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4676 -2.0565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1141 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5332 -1.4328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1586 -1.1054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8641 -2.1759 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.6092 0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1805 -0.8975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7614 -2.5032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7766 -3.0075 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 0.7832 -2.7111 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1731 -3.1270 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5113 -1.6407 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4742 -3.6622 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5039 -3.8701 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 16 2 0 0 0 0 8 19 2 0 0 0 0 9 20 2 0 0 0 0 10 21 2 0 0 0 0 11 17 1 0 0 0 0 11 22 1 0 0 0 0 12 16 1 0 0 0 0 12 23 3 0 0 0 0 13 17 2 0 0 0 0 13 24 1 0 0 0 0 14 18 1 0 0 0 0 14 25 1 0 0 0 0 15 18 1 0 0 0 0 15 27 1 0 0 0 0 16 21 1 0 0 0 0 17 19 1 0 0 0 0 18 26 1 0 0 0 0 19 20 1 0 0 0 0 20 24 1 0 0 0 0 21 27 1 0 0 0 0 22 25 1 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004894
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	51045
ChEBI
CAS Number

Drug Properties

Molecular Weight	363.19
ALogP	-0.5324
MLogP	3.33
XLogP	4.017
HDA	4
HBD	3
Rotatable Bonds	11
TPSA	81.07
RO5 Violation	0