NPASS drugs

Drug Information

Drug ID:	NPD1392
Drug Name:	Pindolol
Molecular Formula:	C14H20N2O2
Canonical SMILES:	OC(COc1cccc2c1cc[nH]2)CNC(C)C
Standard InCHI:	InChI=1S/C14H20N2O2/c1-10(2)16-8-11(17)9-18-14-5-3-4-13-12(14)6-7-15-13/h3-7,10-11,15-17H,8-9H2,1-2H3
Standard InCHIKey:	JZQKKSLKJUAGIC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1392

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	323
0.1-0.2	2804
0.2-0.3	9743
0.3-0.4	5215
0.4-0.5	9024
0.5-0.6	2187
0.6-0.7	1189
0.7-0.8	375
0.8-0.85	24
0.85-0.9	6
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	0.8836	NPC13880
High Similarity	0.8653	NPC121772
High Similarity	0.8639	NPC251090
High Similarity	0.8632	NPC307963
High Similarity	0.855	NPC316981
High Similarity	0.8515	NPC288349
Intermediate Similarity	0.8474	NPC76748
Intermediate Similarity	0.8429	NPC92111
Intermediate Similarity	0.8421	NPC296527
Intermediate Similarity	0.8342	NPC106937
Intermediate Similarity	0.8325	NPC471080
Intermediate Similarity	0.8325	NPC469592
Intermediate Similarity	0.8286	NPC110151
Intermediate Similarity	0.8272	NPC46580
Intermediate Similarity	0.8267	NPC11464
Intermediate Similarity	0.8244	NPC170114
Intermediate Similarity	0.8232	NPC232727
Intermediate Similarity	0.82	NPC285558
Intermediate Similarity	0.8195	NPC470549
Intermediate Similarity	0.8164	NPC469594
Intermediate Similarity	0.8146	NPC266931
Intermediate Similarity	0.8138	NPC96890
Intermediate Similarity	0.8134	NPC310118
Intermediate Similarity	0.8115	NPC84478
Intermediate Similarity	0.809	NPC19872
Intermediate Similarity	0.809	NPC315957
Intermediate Similarity	0.8071	NPC242209
Intermediate Similarity	0.8069	NPC476106
Intermediate Similarity	0.802	NPC326634
Intermediate Similarity	0.8	NPC176538
Intermediate Similarity	0.799	NPC475910
Intermediate Similarity	0.799	NPC72211
Intermediate Similarity	0.7979	NPC314002
Intermediate Similarity	0.7952	NPC193267
Intermediate Similarity	0.7952	NPC213530
Intermediate Similarity	0.7951	NPC469589
Intermediate Similarity	0.794	NPC70956
Intermediate Similarity	0.794	NPC243834
Intermediate Similarity	0.7938	NPC171171
Intermediate Similarity	0.7927	NPC204717
Intermediate Similarity	0.7921	NPC475112
Intermediate Similarity	0.7921	NPC291535
Intermediate Similarity	0.7921	NPC475085
Intermediate Similarity	0.7913	NPC167860
Intermediate Similarity	0.7913	NPC123976
Intermediate Similarity	0.7906	NPC42979
Intermediate Similarity	0.7895	NPC224764
Intermediate Similarity	0.7889	NPC70259
Intermediate Similarity	0.7882	NPC162484
Intermediate Similarity	0.7877	NPC60621
Intermediate Similarity	0.7876	NPC469358
Intermediate Similarity	0.7876	NPC220765
Intermediate Similarity	0.7876	NPC176127
Intermediate Similarity	0.7853	NPC184964
Intermediate Similarity	0.7839	NPC43787
Intermediate Similarity	0.7839	NPC205934
Intermediate Similarity	0.7839	NPC131017
Intermediate Similarity	0.7837	NPC26679
Intermediate Similarity	0.7833	NPC199277
Intermediate Similarity	0.7833	NPC135887
Intermediate Similarity	0.7822	NPC329747
Intermediate Similarity	0.7816	NPC476465
Intermediate Similarity	0.7794	NPC476138
Intermediate Similarity	0.7794	NPC245816
Intermediate Similarity	0.7789	NPC79293
Intermediate Similarity	0.7789	NPC279401
Intermediate Similarity	0.7778	NPC185782
Intermediate Similarity	0.7754	NPC102423
Intermediate Similarity	0.774	NPC5145
Intermediate Similarity	0.7739	NPC99666
Intermediate Similarity	0.7725	NPC152768
Intermediate Similarity	0.7725	NPC8022
Intermediate Similarity	0.7725	NPC148183
Intermediate Similarity	0.7725	NPC470799
Intermediate Similarity	0.7714	NPC476287
Intermediate Similarity	0.7714	NPC162530
Intermediate Similarity	0.7704	NPC188387
Intermediate Similarity	0.7704	NPC163421
Intermediate Similarity	0.7703	NPC208284
Intermediate Similarity	0.77	NPC84853
Intermediate Similarity	0.7696	NPC474409
Intermediate Similarity	0.7696	NPC313791
Intermediate Similarity	0.7692	NPC174672
Intermediate Similarity	0.7688	NPC230869
Intermediate Similarity	0.7681	NPC193777
Intermediate Similarity	0.7681	NPC88008
Intermediate Similarity	0.7673	NPC267928
Intermediate Similarity	0.7667	NPC48353
Intermediate Similarity	0.7661	NPC314954
Intermediate Similarity	0.766	NPC311276
Intermediate Similarity	0.7653	NPC303658
Intermediate Similarity	0.7647	NPC131718
Intermediate Similarity	0.7636	NPC469554
Intermediate Similarity	0.7629	NPC72980
Intermediate Similarity	0.7621	NPC475774
Intermediate Similarity	0.7615	NPC473185
Intermediate Similarity	0.761	NPC476044
Intermediate Similarity	0.761	NPC267423
Intermediate Similarity	0.7608	NPC201697
Intermediate Similarity	0.7602	NPC180504
Intermediate Similarity	0.7598	NPC128823
Intermediate Similarity	0.7591	NPC475253
Intermediate Similarity	0.7586	NPC156704
Intermediate Similarity	0.7585	NPC264166
Intermediate Similarity	0.7585	NPC274291
Intermediate Similarity	0.7585	NPC165349
Intermediate Similarity	0.7585	NPC329708
Intermediate Similarity	0.7585	NPC47059
Intermediate Similarity	0.7585	NPC470930
Intermediate Similarity	0.7585	NPC118832
Intermediate Similarity	0.7581	NPC477533
Intermediate Similarity	0.7578	NPC184680
Intermediate Similarity	0.7578	NPC473183
Intermediate Similarity	0.7566	NPC40779
Intermediate Similarity	0.7561	NPC315491
Intermediate Similarity	0.7561	NPC45459
Intermediate Similarity	0.7561	NPC329793
Intermediate Similarity	0.7558	NPC122436
Intermediate Similarity	0.7548	NPC472111
Intermediate Similarity	0.7547	NPC478074
Intermediate Similarity	0.7546	NPC477532
Intermediate Similarity	0.7545	NPC470784
Intermediate Similarity	0.7545	NPC470785
Intermediate Similarity	0.7533	NPC78609
Intermediate Similarity	0.7533	NPC284141
Intermediate Similarity	0.7524	NPC209769
Intermediate Similarity	0.7513	NPC177404
Intermediate Similarity	0.7511	NPC260434
Intermediate Similarity	0.75	NPC128084
Intermediate Similarity	0.75	NPC132642
Intermediate Similarity	0.75	NPC77555
Intermediate Similarity	0.75	NPC470500
Intermediate Similarity	0.7489	NPC473184
Intermediate Similarity	0.7489	NPC24370
Intermediate Similarity	0.7489	NPC319232
Intermediate Similarity	0.7488	NPC173080
Intermediate Similarity	0.7487	NPC283152
Intermediate Similarity	0.7487	NPC54988
Intermediate Similarity	0.7478	NPC217554
Intermediate Similarity	0.7476	NPC470497
Intermediate Similarity	0.7475	NPC284678
Intermediate Similarity	0.7467	NPC11408
Intermediate Similarity	0.7462	NPC71037
Intermediate Similarity	0.7461	NPC470498
Intermediate Similarity	0.7455	NPC295228
Intermediate Similarity	0.7454	NPC473179
Intermediate Similarity	0.7453	NPC246518
Intermediate Similarity	0.7451	NPC194967
Intermediate Similarity	0.7447	NPC469762
Intermediate Similarity	0.7444	NPC323752
Intermediate Similarity	0.7441	NPC174758
Intermediate Similarity	0.7437	NPC94943
Intermediate Similarity	0.7437	NPC62510
Intermediate Similarity	0.7429	NPC183777
Intermediate Similarity	0.7427	NPC187558
Intermediate Similarity	0.7424	NPC212535
Intermediate Similarity	0.7421	NPC282231
Intermediate Similarity	0.7418	NPC112206
Intermediate Similarity	0.7418	NPC202605
Intermediate Similarity	0.7418	NPC94157
Intermediate Similarity	0.7416	NPC16452
Intermediate Similarity	0.7416	NPC36229
Intermediate Similarity	0.7416	NPC476581
Intermediate Similarity	0.7416	NPC475070
Intermediate Similarity	0.7413	NPC242928
Intermediate Similarity	0.7413	NPC32771
Intermediate Similarity	0.7409	NPC153467
Intermediate Similarity	0.7401	NPC99891
Intermediate Similarity	0.74	NPC315555
Intermediate Similarity	0.7399	NPC102593
Intermediate Similarity	0.7399	NPC101543
Intermediate Similarity	0.7399	NPC196718
Intermediate Similarity	0.7396	NPC49954
Intermediate Similarity	0.7396	NPC474561
Intermediate Similarity	0.7396	NPC160105
Intermediate Similarity	0.7395	NPC142901
Intermediate Similarity	0.7394	NPC469785
Intermediate Similarity	0.7391	NPC213308
Intermediate Similarity	0.7391	NPC249040
Intermediate Similarity	0.7391	NPC234197
Intermediate Similarity	0.7387	NPC190007
Intermediate Similarity	0.738	NPC26872
Intermediate Similarity	0.7379	NPC470499
Intermediate Similarity	0.7376	NPC95783
Intermediate Similarity	0.7374	NPC161887
Intermediate Similarity	0.7374	NPC219963
Intermediate Similarity	0.7374	NPC233936
Intermediate Similarity	0.7368	NPC223427
Intermediate Similarity	0.7368	NPC279918
Intermediate Similarity	0.7362	NPC258048
Intermediate Similarity	0.7361	NPC305984
Intermediate Similarity	0.7358	NPC80596
Intermediate Similarity	0.7352	NPC280272
Intermediate Similarity	0.7343	NPC476167
Intermediate Similarity	0.7343	NPC18487
Intermediate Similarity	0.7342	NPC194740
Intermediate Similarity	0.7342	NPC252251
Intermediate Similarity	0.7339	NPC128115
Intermediate Similarity	0.7337	NPC48938
Intermediate Similarity	0.7337	NPC472444

Drug Structure

NPD1392 OpenBabel08211700192D 21 22 0 0 1 0 0 0 0 0999 V2000 -1.6470 -5.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7810 -7.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0850 -4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7810 -6.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -4.3090 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 C 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 0.0850 -5.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -4.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -2.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -6.3090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -5.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 13 1 0 0 0 0 5 14 2 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 15 1 0 0 0 0 8 11 1 0 0 0 0 8 16 1 0 0 0 0 9 11 1 0 0 0 0 9 18 1 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000025
DrugBank	DB00960
ChEMBL	CHEMBL500
IUPHAR/BPS	91
PharmaGKB	PA450966
KEGG Drug	D00513
PubChem CID	4828
ChEBI	8214
CAS Number	13523-86-9

Drug Properties

Molecular Weight	248.15
ALogP	-1.4302
MLogP	2.56
XLogP	1.62
HDA	3
HBD	3
Rotatable Bonds	9
TPSA	57.28
RO5 Violation	0