NPASS drugs

Drug Information

Drug ID:	NPD5903
Drug Name:	Carvedilol
Molecular Formula:	C24H26N2O4
Canonical SMILES:	COc1ccccc1OCCNCC(COc1cccc2c1c1ccccc1[nH]2)O
Standard InCHI:	InChI=1S/C24H26N2O4/c1-28-21-10-4-5-11-22(21)29-14-13-25-15-17(27)16-30-23-12-6-9-20-24(23)18-7-2-3-8-19(18)26-20/h2-12,17,25-27H,13-16H2,1H3
Standard InCHIKey:	OGHNVEJMJSYVRP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5903

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	336
0.1-0.2	1844
0.2-0.3	10186
0.3-0.4	3465
0.4-0.5	10275
0.5-0.6	2889
0.6-0.7	1500
0.7-0.8	361
0.8-0.85	34
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	0.8416	NPC476106
Intermediate Similarity	0.8398	NPC471080
Intermediate Similarity	0.8398	NPC469592
Intermediate Similarity	0.8387	NPC473183
Intermediate Similarity	0.8358	NPC199277
Intermediate Similarity	0.8358	NPC135887
Intermediate Similarity	0.8342	NPC72211
Intermediate Similarity	0.8325	NPC469594
Intermediate Similarity	0.8295	NPC473184
Intermediate Similarity	0.8267	NPC475112
Intermediate Similarity	0.8267	NPC291535
Intermediate Similarity	0.8267	NPC475085
Intermediate Similarity	0.8241	NPC70259
Intermediate Similarity	0.8227	NPC162484
Intermediate Similarity	0.8221	NPC266931
Intermediate Similarity	0.82	NPC243834
Intermediate Similarity	0.82	NPC70956
Intermediate Similarity	0.8191	NPC205934
Intermediate Similarity	0.8191	NPC43787
Intermediate Similarity	0.8173	NPC316981
Intermediate Similarity	0.8165	NPC473182
Intermediate Similarity	0.8122	NPC477532
Intermediate Similarity	0.8103	NPC84478
Intermediate Similarity	0.8102	NPC473185
Intermediate Similarity	0.8075	NPC477533
Intermediate Similarity	0.8073	NPC475253
Intermediate Similarity	0.8068	NPC475910
Intermediate Similarity	0.806	NPC13880
Intermediate Similarity	0.8039	NPC267423
Intermediate Similarity	0.8028	NPC473179
Intermediate Similarity	0.801	NPC470930
Intermediate Similarity	0.801	NPC131017
Intermediate Similarity	0.801	NPC285558
Intermediate Similarity	0.8	NPC48353
Intermediate Similarity	0.7991	NPC132642
Intermediate Similarity	0.799	NPC329747
Intermediate Similarity	0.7972	NPC170114
Intermediate Similarity	0.7964	NPC277351
Intermediate Similarity	0.7951	NPC476044
Intermediate Similarity	0.7943	NPC201697
Intermediate Similarity	0.7943	NPC469589
Intermediate Similarity	0.7936	NPC110151
Intermediate Similarity	0.7933	NPC193777
Intermediate Similarity	0.7925	NPC470549
Intermediate Similarity	0.7917	NPC280272
Intermediate Similarity	0.7915	NPC94157
Intermediate Similarity	0.7905	NPC11464
Intermediate Similarity	0.79	NPC252251
Intermediate Similarity	0.7887	NPC288349
Intermediate Similarity	0.7887	NPC152768
Intermediate Similarity	0.7887	NPC148183
Intermediate Similarity	0.7882	NPC251090
Intermediate Similarity	0.7876	NPC474409
Intermediate Similarity	0.7871	NPC307963
Intermediate Similarity	0.7868	NPC176127
Intermediate Similarity	0.7857	NPC209769
Intermediate Similarity	0.7854	NPC128823
Intermediate Similarity	0.7841	NPC284141
Intermediate Similarity	0.7828	NPC477531
Intermediate Similarity	0.7812	NPC184680
Intermediate Similarity	0.7788	NPC223427
Intermediate Similarity	0.7783	NPC79293
Intermediate Similarity	0.7783	NPC209174
Intermediate Similarity	0.7783	NPC279401
Intermediate Similarity	0.7778	NPC470785
Intermediate Similarity	0.7778	NPC213530
Intermediate Similarity	0.7778	NPC193267
Intermediate Similarity	0.7746	NPC203168
Intermediate Similarity	0.7738	NPC476997
Intermediate Similarity	0.7736	NPC167860
Intermediate Similarity	0.7736	NPC123976
Intermediate Similarity	0.7736	NPC219664
Intermediate Similarity	0.7729	NPC121772
Intermediate Similarity	0.7723	NPC76748
Intermediate Similarity	0.771	NPC478074
Intermediate Similarity	0.7709	NPC217554
Intermediate Similarity	0.7706	NPC310118
Intermediate Similarity	0.7703	NPC476998
Intermediate Similarity	0.7703	NPC476996
Intermediate Similarity	0.77	NPC94943
Intermediate Similarity	0.7699	NPC470784
Intermediate Similarity	0.7696	NPC106937
Intermediate Similarity	0.7692	NPC232727
Intermediate Similarity	0.7685	NPC92111
Intermediate Similarity	0.7673	NPC242928
Intermediate Similarity	0.7673	NPC296527
Intermediate Similarity	0.7664	NPC473180
Intermediate Similarity	0.7658	NPC476994
Intermediate Similarity	0.765	NPC303658
Intermediate Similarity	0.765	NPC190007
Intermediate Similarity	0.7644	NPC329793
Intermediate Similarity	0.7644	NPC19872
Intermediate Similarity	0.7626	NPC198503
Intermediate Similarity	0.7626	NPC72980
Intermediate Similarity	0.7621	NPC11408
Intermediate Similarity	0.76	NPC212535
Intermediate Similarity	0.7583	NPC476581
Intermediate Similarity	0.7583	NPC16452
Intermediate Similarity	0.7583	NPC36229
Intermediate Similarity	0.7581	NPC112206
Intermediate Similarity	0.7581	NPC202605
Intermediate Similarity	0.7574	NPC204385
Intermediate Similarity	0.757	NPC199667
Intermediate Similarity	0.757	NPC5145
Intermediate Similarity	0.7563	NPC312872
Intermediate Similarity	0.7559	NPC470931
Intermediate Similarity	0.7556	NPC469554
Intermediate Similarity	0.755	NPC474798
Intermediate Similarity	0.7547	NPC472111
Intermediate Similarity	0.7546	NPC162530
Intermediate Similarity	0.7537	NPC46580
Intermediate Similarity	0.7535	NPC208284
Intermediate Similarity	0.7533	NPC473187
Intermediate Similarity	0.7533	NPC295228
Intermediate Similarity	0.7524	NPC475190
Intermediate Similarity	0.7523	NPC473181
Intermediate Similarity	0.7521	NPC473188
Intermediate Similarity	0.75	NPC153042
Intermediate Similarity	0.75	NPC150239
Intermediate Similarity	0.75	NPC314954
Intermediate Similarity	0.75	NPC296482
Intermediate Similarity	0.75	NPC26679
Intermediate Similarity	0.75	NPC202768
Intermediate Similarity	0.75	NPC128115
Intermediate Similarity	0.75	NPC53069
Intermediate Similarity	0.7489	NPC202503
Intermediate Similarity	0.7489	NPC473041
Intermediate Similarity	0.7488	NPC471304
Intermediate Similarity	0.7487	NPC283152
Intermediate Similarity	0.7479	NPC284685
Intermediate Similarity	0.7476	NPC11017
Intermediate Similarity	0.7476	NPC133140
Intermediate Similarity	0.7476	NPC176538
Intermediate Similarity	0.7476	NPC249040
Intermediate Similarity	0.7476	NPC195268
Intermediate Similarity	0.7453	NPC475774
Intermediate Similarity	0.7452	NPC242209
Intermediate Similarity	0.7448	NPC26850
Intermediate Similarity	0.7448	NPC89549
Intermediate Similarity	0.7445	NPC473105
Intermediate Similarity	0.7445	NPC180504
Intermediate Similarity	0.7444	NPC21638
Intermediate Similarity	0.7443	NPC305984
Intermediate Similarity	0.7441	NPC31930
Intermediate Similarity	0.7434	NPC476999
Intermediate Similarity	0.7432	NPC118121
Intermediate Similarity	0.7431	NPC235076
Intermediate Similarity	0.743	NPC249583
Intermediate Similarity	0.7429	NPC18487
Intermediate Similarity	0.7426	NPC472444
Intermediate Similarity	0.7424	NPC476995
Intermediate Similarity	0.7422	NPC194740
Intermediate Similarity	0.7421	NPC86078
Intermediate Similarity	0.7419	NPC308137
Intermediate Similarity	0.7419	NPC310211
Intermediate Similarity	0.7411	NPC227908
Intermediate Similarity	0.7409	NPC23614
Intermediate Similarity	0.7409	NPC247803
Intermediate Similarity	0.7409	NPC100079
Intermediate Similarity	0.7409	NPC473822
Intermediate Similarity	0.7407	NPC290689
Intermediate Similarity	0.7404	NPC326634
Intermediate Similarity	0.7401	NPC474192
Intermediate Similarity	0.7401	NPC475720
Intermediate Similarity	0.7393	NPC234197
Intermediate Similarity	0.7391	NPC99666
Intermediate Similarity	0.7387	NPC60621
Intermediate Similarity	0.7383	NPC304183
Intermediate Similarity	0.7382	NPC78609
Intermediate Similarity	0.7376	NPC206201
Intermediate Similarity	0.7376	NPC314394
Intermediate Similarity	0.7373	NPC87413
Intermediate Similarity	0.7371	NPC476138
Intermediate Similarity	0.7371	NPC245816
Intermediate Similarity	0.7364	NPC169402
Intermediate Similarity	0.7363	NPC472443
Intermediate Similarity	0.7361	NPC185782
Intermediate Similarity	0.7357	NPC201508
Intermediate Similarity	0.7353	NPC473189
Intermediate Similarity	0.7349	NPC4687
Intermediate Similarity	0.7348	NPC6786
Intermediate Similarity	0.7346	NPC476582
Intermediate Similarity	0.7346	NPC476578
Intermediate Similarity	0.7346	NPC4071
Intermediate Similarity	0.7346	NPC32200
Intermediate Similarity	0.7342	NPC174760
Intermediate Similarity	0.7339	NPC96405
Intermediate Similarity	0.7339	NPC171409
Intermediate Similarity	0.7336	NPC39370
Intermediate Similarity	0.7336	NPC470500
Intermediate Similarity	0.7333	NPC200888
Intermediate Similarity	0.733	NPC128751
Intermediate Similarity	0.733	NPC246700
Intermediate Similarity	0.733	NPC46561
Intermediate Similarity	0.733	NPC96321
Intermediate Similarity	0.7325	NPC473186
Intermediate Similarity	0.7325	NPC88923
Intermediate Similarity	0.7325	NPC100734
Intermediate Similarity	0.7325	NPC315634
Intermediate Similarity	0.7325	NPC101543

Drug Structure

NPD5903 OpenBabel08211708292D 33 36 0 0 1 0 0 0 0 0999 V2000 -6.0903 0.1233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2445 -2.2503 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6512 -3.1639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4922 -1.3767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6262 -0.8767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3020 0.1233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8323 -1.4413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6458 -3.2684 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3020 -0.8767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3582 -0.8767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6262 0.1233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4360 0.6233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7602 1.6233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6262 2.1233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0281 1.6233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7039 1.6233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8379 2.1233 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.8268 -1.5458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2335 -2.4594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4360 -1.3767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3582 0.1233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4922 0.6233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5700 0.1233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5700 -0.8767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8941 2.1233 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2281 -2.3549 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8379 3.1233 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2243 0.6233 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4922 1.6233 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7039 0.6233 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8941 3.1233 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8972 -3.0980 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7039 3.6233 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 4 5 2 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 9 2 0 0 0 0 6 12 1 0 0 0 0 7 18 2 0 0 0 0 8 19 2 0 0 0 0 9 20 1 0 0 0 0 10 21 2 0 0 0 0 11 22 2 0 0 0 0 12 23 2 0 0 0 0 13 14 1 0 0 0 0 13 25 1 0 0 0 0 14 29 1 0 0 0 0 15 17 1 0 0 0 0 15 25 1 0 0 0 0 16 17 1 0 0 0 0 16 30 1 0 0 0 0 17 27 1 0 0 0 0 18 19 1 0 0 0 0 18 24 1 0 0 0 0 19 26 1 0 0 0 0 20 24 2 0 0 0 0 20 26 1 0 0 0 0 21 22 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 23 24 1 0 0 0 0 23 30 1 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 27 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000135
DrugBank	DB01136
ChEMBL	CHEMBL723
IUPHAR/BPS	551
PharmaGKB	PA448817
KEGG Drug	D00255
PubChem CID	2585
ChEBI	3441
CAS Number	72956-09-3

Drug Properties

Molecular Weight	406.19
ALogP	-1.6651
MLogP	3.44
XLogP	4.063
HDA	3
HBD	3
Rotatable Bonds	12
TPSA	75.74
RO5 Violation	0