NPASS drugs

Drug Information

Drug ID:	NPD5632
Drug Name:	Bopindolol
Molecular Formula:	C23H28N2O3
Canonical SMILES:	O=C(c1ccccc1)OC(COc1cccc2c1cc([nH]2)C)CNC(C)(C)C
Standard InCHI:	InChI=1S/C23H28N2O3/c1-16-13-19-20(25-16)11-8-12-21(19)27-15-18(14-24-23(2,3)4)28-22(26)17-9-6-5-7-10-17/h5-13,18,24-25H,14-15H2,1-4H3
Standard InCHIKey:	UUOJIACWOAYWEZ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD5632

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	288
0.1-0.2	1853
0.2-0.3	8863
0.3-0.4	3926
0.4-0.5	11148
0.5-0.6	3054
0.6-0.7	1353
0.7-0.8	382
0.8-0.85	23
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	0.8462	NPC152768
Intermediate Similarity	0.8462	NPC148183
Intermediate Similarity	0.8431	NPC4687
Intermediate Similarity	0.8349	NPC198503
Intermediate Similarity	0.8333	NPC169402
Intermediate Similarity	0.8325	NPC116238
Intermediate Similarity	0.8269	NPC87413
Intermediate Similarity	0.8263	NPC280799
Intermediate Similarity	0.8252	NPC249583
Intermediate Similarity	0.823	NPC310211
Intermediate Similarity	0.823	NPC308137
Intermediate Similarity	0.8204	NPC300156
Intermediate Similarity	0.8131	NPC150239
Intermediate Similarity	0.8131	NPC174760
Intermediate Similarity	0.8122	NPC46561
Intermediate Similarity	0.8104	NPC39500
Intermediate Similarity	0.8084	NPC208084
Intermediate Similarity	0.8077	NPC321428
Intermediate Similarity	0.8045	NPC260434
Intermediate Similarity	0.8038	NPC39679
Intermediate Similarity	0.8037	NPC247803
Intermediate Similarity	0.8037	NPC473041
Intermediate Similarity	0.8029	NPC45190
Intermediate Similarity	0.7982	NPC21638
Intermediate Similarity	0.7972	NPC144452
Intermediate Similarity	0.7964	NPC474688
Intermediate Similarity	0.7953	NPC184408
Intermediate Similarity	0.7951	NPC72211
Intermediate Similarity	0.7944	NPC3207
Intermediate Similarity	0.7925	NPC187501
Intermediate Similarity	0.788	NPC472099
Intermediate Similarity	0.7873	NPC194740
Intermediate Similarity	0.7873	NPC471762
Intermediate Similarity	0.787	NPC96321
Intermediate Similarity	0.7867	NPC6786
Intermediate Similarity	0.7857	NPC39370
Intermediate Similarity	0.7854	NPC70259
Intermediate Similarity	0.7848	NPC473186
Intermediate Similarity	0.7847	NPC162484
Intermediate Similarity	0.7841	NPC475844
Intermediate Similarity	0.7818	NPC179287
Intermediate Similarity	0.7805	NPC43787
Intermediate Similarity	0.7805	NPC205934
Intermediate Similarity	0.78	NPC84478
Intermediate Similarity	0.7798	NPC225279
Intermediate Similarity	0.7793	NPC66777
Intermediate Similarity	0.7793	NPC274640
Intermediate Similarity	0.7788	NPC303658
Intermediate Similarity	0.7773	NPC476106
Intermediate Similarity	0.7773	NPC122436
Intermediate Similarity	0.7768	NPC196718
Intermediate Similarity	0.7767	NPC13880
Intermediate Similarity	0.7763	NPC60621
Intermediate Similarity	0.7757	NPC23294
Intermediate Similarity	0.7757	NPC146418
Intermediate Similarity	0.7753	NPC101350
Intermediate Similarity	0.7743	NPC473187
Intermediate Similarity	0.7742	NPC312645
Intermediate Similarity	0.7741	NPC100734
Intermediate Similarity	0.7741	NPC88923
Intermediate Similarity	0.7741	NPC315634
Intermediate Similarity	0.7731	NPC477979
Intermediate Similarity	0.7729	NPC70956
Intermediate Similarity	0.7729	NPC243834
Intermediate Similarity	0.7723	NPC160381
Intermediate Similarity	0.7718	NPC131017
Intermediate Similarity	0.7714	NPC291535
Intermediate Similarity	0.7714	NPC475112
Intermediate Similarity	0.7714	NPC475085
Intermediate Similarity	0.771	NPC471304
Intermediate Similarity	0.771	NPC303951
Intermediate Similarity	0.7709	NPC184680
Intermediate Similarity	0.7709	NPC235685
Intermediate Similarity	0.7689	NPC102593
Intermediate Similarity	0.7685	NPC469592
Intermediate Similarity	0.7685	NPC471080
Intermediate Similarity	0.7682	NPC165964
Intermediate Similarity	0.7679	NPC284685
Intermediate Similarity	0.7675	NPC470785
Intermediate Similarity	0.767	NPC475190
Intermediate Similarity	0.7668	NPC157931
Intermediate Similarity	0.7661	NPC305984
Intermediate Similarity	0.7655	NPC473105
Intermediate Similarity	0.765	NPC118228
Intermediate Similarity	0.7642	NPC470930
Intermediate Similarity	0.7636	NPC128115
Intermediate Similarity	0.7636	NPC323969
Intermediate Similarity	0.7632	NPC15801
Intermediate Similarity	0.7619	NPC121772
Intermediate Similarity	0.7619	NPC329747
Intermediate Similarity	0.7617	NPC210828
Intermediate Similarity	0.7617	NPC86834
Intermediate Similarity	0.7615	NPC170114
Intermediate Similarity	0.7611	NPC475720
Intermediate Similarity	0.7611	NPC474192
Intermediate Similarity	0.7608	NPC306376
Intermediate Similarity	0.7604	NPC89508
Intermediate Similarity	0.7589	NPC187145
Intermediate Similarity	0.7586	NPC78609
Intermediate Similarity	0.7586	NPC81939
Intermediate Similarity	0.7583	NPC476044
Intermediate Similarity	0.7583	NPC267423
Intermediate Similarity	0.7581	NPC201697
Intermediate Similarity	0.7574	NPC176127
Intermediate Similarity	0.7573	NPC138370
Intermediate Similarity	0.7573	NPC191489
Intermediate Similarity	0.7569	NPC470549
Intermediate Similarity	0.7566	NPC475253
Intermediate Similarity	0.7559	NPC285558
Intermediate Similarity	0.7558	NPC264176
Intermediate Similarity	0.7558	NPC118940
Intermediate Similarity	0.7554	NPC475666
Intermediate Similarity	0.7545	NPC469594
Intermediate Similarity	0.7536	NPC214428
Intermediate Similarity	0.7534	NPC330009
Intermediate Similarity	0.7534	NPC36405
Intermediate Similarity	0.7534	NPC51388
Intermediate Similarity	0.7534	NPC74969
Intermediate Similarity	0.7532	NPC148889
Intermediate Similarity	0.7522	NPC470784
Intermediate Similarity	0.7521	NPC478083
Intermediate Similarity	0.7512	NPC9894
Intermediate Similarity	0.7511	NPC257851
Intermediate Similarity	0.7511	NPC478078
Intermediate Similarity	0.7511	NPC74360
Intermediate Similarity	0.75	NPC124300
Intermediate Similarity	0.75	NPC323752
Intermediate Similarity	0.749	NPC258048
Intermediate Similarity	0.7489	NPC474701
Intermediate Similarity	0.7488	NPC193777
Intermediate Similarity	0.7479	NPC303374
Intermediate Similarity	0.7478	NPC311906
Intermediate Similarity	0.7477	NPC472098
Intermediate Similarity	0.7477	NPC477533
Intermediate Similarity	0.7477	NPC48353
Intermediate Similarity	0.7477	NPC132539
Intermediate Similarity	0.7468	NPC291609
Intermediate Similarity	0.7467	NPC24370
Intermediate Similarity	0.7467	NPC319232
Intermediate Similarity	0.7465	NPC269367
Intermediate Similarity	0.7465	NPC135887
Intermediate Similarity	0.7465	NPC199277
Intermediate Similarity	0.7465	NPC11464
Intermediate Similarity	0.7464	NPC276517
Intermediate Similarity	0.7455	NPC288349
Intermediate Similarity	0.7454	NPC475910
Intermediate Similarity	0.7449	NPC471303
Intermediate Similarity	0.7443	NPC476287
Intermediate Similarity	0.7442	NPC472286
Intermediate Similarity	0.7442	NPC472287
Intermediate Similarity	0.744	NPC76748
Intermediate Similarity	0.7434	NPC473185
Intermediate Similarity	0.7432	NPC298436
Intermediate Similarity	0.743	NPC476098
Intermediate Similarity	0.7426	NPC473188
Intermediate Similarity	0.7425	NPC478081
Intermediate Similarity	0.7425	NPC473540
Intermediate Similarity	0.7424	NPC323198
Intermediate Similarity	0.7424	NPC329631
Intermediate Similarity	0.7419	NPC325297
Intermediate Similarity	0.7418	NPC232727
Intermediate Similarity	0.7416	NPC307963
Intermediate Similarity	0.7414	NPC475816
Intermediate Similarity	0.7409	NPC50562
Intermediate Similarity	0.7407	NPC183777
Intermediate Similarity	0.7404	NPC92111
Intermediate Similarity	0.7404	NPC310618
Intermediate Similarity	0.74	NPC474409
Intermediate Similarity	0.7397	NPC94157
Intermediate Similarity	0.7391	NPC63199
Intermediate Similarity	0.7391	NPC196251
Intermediate Similarity	0.7391	NPC102338
Intermediate Similarity	0.7391	NPC111602
Intermediate Similarity	0.7391	NPC296527
Intermediate Similarity	0.7391	NPC242928
Intermediate Similarity	0.7385	NPC123839
Intermediate Similarity	0.7382	NPC477066
Intermediate Similarity	0.7379	NPC194040
Intermediate Similarity	0.7376	NPC469928
Intermediate Similarity	0.7376	NPC67658
Intermediate Similarity	0.7371	NPC19872
Intermediate Similarity	0.7368	NPC55493
Intermediate Similarity	0.7366	NPC477532
Intermediate Similarity	0.7358	NPC67288
Intermediate Similarity	0.7357	NPC304307
Intermediate Similarity	0.7357	NPC124920
Intermediate Similarity	0.7357	NPC34580
Intermediate Similarity	0.7357	NPC118559
Intermediate Similarity	0.7355	NPC89549
Intermediate Similarity	0.7354	NPC473179
Intermediate Similarity	0.7353	NPC133609
Intermediate Similarity	0.735	NPC477067
Intermediate Similarity	0.735	NPC478082
Intermediate Similarity	0.7349	NPC165599
Intermediate Similarity	0.7348	NPC284888
Intermediate Similarity	0.7346	NPC251090
Intermediate Similarity	0.7342	NPC270515
Intermediate Similarity	0.7342	NPC63971
Intermediate Similarity	0.7342	NPC91868
Intermediate Similarity	0.7339	NPC209769

Drug Structure

NPD5632 OpenBabel08211708292D 30 32 0 0 1 0 0 0 0 0999 V2000 0.0933 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5733 4.6969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0733 3.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2072 4.3309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6713 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6713 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8053 -2.1691 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 -6.8053 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 -1.6691 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 -2.4752 -1.6691 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 -4.2072 2.3309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3412 0.8309 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 -5.9393 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2072 1.3309 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 -2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 3.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 2.8309 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 -4.2072 -0.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3412 -0.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 0.8309 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 2.3309 0.0000 H 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 1 16 1 0 0 0 0 2 23 1 0 0 0 0 3 23 1 0 0 0 0 4 23 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 9 1 0 0 0 0 7 10 2 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 20 1 0 0 0 0 12 21 2 0 0 0 0 13 16 2 0 0 0 0 13 19 1 0 0 0 0 14 18 1 0 0 0 0 14 24 1 0 0 0 0 15 18 1 0 0 0 0 15 27 1 0 0 0 0 16 25 1 0 0 0 0 17 22 1 0 0 0 0 18 28 1 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 20 25 1 0 0 0 0 21 27 1 0 0 0 0 22 26 2 0 0 0 0 22 28 1 0 0 0 0 23 24 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008141
DrugBank	DB08807
ChEMBL	CHEMBL357995
IUPHAR/BPS
PharmaGKB	PA165958425
KEGG Drug	D07537
PubChem CID
ChEBI	355377
CAS Number	62658-63-3

Drug Properties

Molecular Weight	380.21
ALogP	0.3599
MLogP	3.44
XLogP	6.02
HDA	4
HBD	2
Rotatable Bonds	13
TPSA	63.35
RO5 Violation	1