NPASS drugs

Drug Information

Drug ID:	NPD2216
Drug Name:	Carteolol
Molecular Formula:	C16H24N2O3
Canonical SMILES:	OC(COc1cccc2c1CCC(=N2)O)CNC(C)(C)C
Standard InCHI:	InChI=1S/C16H24N2O3/c1-16(2,3)17-9-11(19)10-21-14-6-4-5-13-12(14)7-8-15(20)18-13/h4-6,11,17,19H,7-10H2,1-3H3,(H,18,20)
Standard InCHIKey:	LWAFSWPYPHEXKX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2216

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	184
0.1-0.2	1156
0.2-0.3	6577
0.3-0.4	6115
0.4-0.5	7015
0.5-0.6	8573
0.6-0.7	1231
0.7-0.8	39
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	0.7771	NPC168153
Intermediate Similarity	0.7738	NPC10730
Intermediate Similarity	0.7738	NPC10875
Intermediate Similarity	0.7707	NPC97870
Intermediate Similarity	0.7707	NPC247018
Intermediate Similarity	0.7707	NPC307123
Intermediate Similarity	0.756	NPC184161
Intermediate Similarity	0.7548	NPC141739
Intermediate Similarity	0.7548	NPC136112
Intermediate Similarity	0.7429	NPC19555
Intermediate Similarity	0.7382	NPC214368
Intermediate Similarity	0.7353	NPC219383
Intermediate Similarity	0.7341	NPC291359
Intermediate Similarity	0.7325	NPC320242
Intermediate Similarity	0.7303	NPC310894
Intermediate Similarity	0.7292	NPC472330
Intermediate Similarity	0.7292	NPC472329
Intermediate Similarity	0.7256	NPC231163
Intermediate Similarity	0.7256	NPC318591
Intermediate Similarity	0.7216	NPC473460
Intermediate Similarity	0.7167	NPC225381
Intermediate Similarity	0.7165	NPC311357
Intermediate Similarity	0.7152	NPC325013
Intermediate Similarity	0.7151	NPC257354
Intermediate Similarity	0.7121	NPC477160
Intermediate Similarity	0.7112	NPC469830
Intermediate Similarity	0.7066	NPC189724
Intermediate Similarity	0.7066	NPC83289
Intermediate Similarity	0.7066	NPC212850
Intermediate Similarity	0.7062	NPC72291
Intermediate Similarity	0.7062	NPC57105
Intermediate Similarity	0.7037	NPC474059
Intermediate Similarity	0.7016	NPC279401
Intermediate Similarity	0.7016	NPC79293
Intermediate Similarity	0.7011	NPC316161
Intermediate Similarity	0.701	NPC469594
Intermediate Similarity	0.7006	NPC231862
Intermediate Similarity	0.7005	NPC473422
Intermediate Similarity	0.7	NPC28510
Remote Similarity	0.6995	NPC472191
Remote Similarity	0.6995	NPC288349
Remote Similarity	0.6983	NPC70172
Remote Similarity	0.6981	NPC315632
Remote Similarity	0.698	NPC471080
Remote Similarity	0.698	NPC469592
Remote Similarity	0.697	NPC476106
Remote Similarity	0.6964	NPC314113
Remote Similarity	0.6949	NPC37205
Remote Similarity	0.6949	NPC160931
Remote Similarity	0.6944	NPC124433
Remote Similarity	0.6944	NPC293871
Remote Similarity	0.6937	NPC62101
Remote Similarity	0.6937	NPC95733
Remote Similarity	0.6932	NPC315257
Remote Similarity	0.6923	NPC204546
Remote Similarity	0.6919	NPC87714
Remote Similarity	0.6919	NPC245974
Remote Similarity	0.6907	NPC314948
Remote Similarity	0.6902	NPC473432
Remote Similarity	0.6901	NPC247298
Remote Similarity	0.6894	NPC29477
Remote Similarity	0.6893	NPC108826
Remote Similarity	0.6882	NPC70092
Remote Similarity	0.6865	NPC283152
Remote Similarity	0.6862	NPC84478
Remote Similarity	0.6851	NPC314861
Remote Similarity	0.6848	NPC274732
Remote Similarity	0.6842	NPC472103
Remote Similarity	0.6836	NPC233926
Remote Similarity	0.6834	NPC14339
Remote Similarity	0.6829	NPC473987
Remote Similarity	0.6828	NPC126515
Remote Similarity	0.6828	NPC274002
Remote Similarity	0.6828	NPC472331
Remote Similarity	0.6821	NPC478049
Remote Similarity	0.6818	NPC291535
Remote Similarity	0.6818	NPC475085
Remote Similarity	0.6818	NPC475112
Remote Similarity	0.6816	NPC235628
Remote Similarity	0.6805	NPC36434
Remote Similarity	0.6798	NPC469428
Remote Similarity	0.6788	NPC313466
Remote Similarity	0.6786	NPC166667
Remote Similarity	0.6786	NPC72211
Remote Similarity	0.6782	NPC168250
Remote Similarity	0.6782	NPC471561
Remote Similarity	0.6782	NPC115144
Remote Similarity	0.6782	NPC469589
Remote Similarity	0.6782	NPC277857
Remote Similarity	0.6779	NPC274268
Remote Similarity	0.6774	NPC9475
Remote Similarity	0.6772	NPC62069
Remote Similarity	0.6771	NPC283207
Remote Similarity	0.677	NPC211218
Remote Similarity	0.6765	NPC298821
Remote Similarity	0.6763	NPC473769
Remote Similarity	0.6761	NPC47672
Remote Similarity	0.6758	NPC127362
Remote Similarity	0.6742	NPC112766
Remote Similarity	0.6737	NPC473007
Remote Similarity	0.6735	NPC70956
Remote Similarity	0.6735	NPC243834
Remote Similarity	0.6733	NPC475910
Remote Similarity	0.673	NPC160120
Remote Similarity	0.673	NPC289330
Remote Similarity	0.673	NPC17388
Remote Similarity	0.673	NPC53596
Remote Similarity	0.673	NPC471308
Remote Similarity	0.6725	NPC123761
Remote Similarity	0.6722	NPC306366
Remote Similarity	0.672	NPC469831
Remote Similarity	0.6719	NPC217294
Remote Similarity	0.6708	NPC471314
Remote Similarity	0.6708	NPC471315
Remote Similarity	0.6707	NPC197680
Remote Similarity	0.6707	NPC259098
Remote Similarity	0.6705	NPC161155
Remote Similarity	0.6705	NPC97004
Remote Similarity	0.6705	NPC136951
Remote Similarity	0.6703	NPC204179
Remote Similarity	0.6687	NPC476685
Remote Similarity	0.6687	NPC476687
Remote Similarity	0.6687	NPC476689
Remote Similarity	0.6685	NPC59028
Remote Similarity	0.6685	NPC92191
Remote Similarity	0.6684	NPC70259
Remote Similarity	0.6684	NPC469829
Remote Similarity	0.6684	NPC174629
Remote Similarity	0.6682	NPC469722
Remote Similarity	0.6667	NPC110151
Remote Similarity	0.6667	NPC313414
Remote Similarity	0.6667	NPC328267
Remote Similarity	0.6667	NPC476742
Remote Similarity	0.6667	NPC97282
Remote Similarity	0.6651	NPC37957
Remote Similarity	0.6651	NPC153923
Remote Similarity	0.665	NPC205926
Remote Similarity	0.665	NPC217903
Remote Similarity	0.665	NPC272706
Remote Similarity	0.6649	NPC313886
Remote Similarity	0.6649	NPC475411
Remote Similarity	0.6648	NPC477564
Remote Similarity	0.6648	NPC292143
Remote Similarity	0.6648	NPC139506
Remote Similarity	0.6648	NPC156311
Remote Similarity	0.6648	NPC2295
Remote Similarity	0.6647	NPC93882
Remote Similarity	0.6647	NPC204848
Remote Similarity	0.6647	NPC130595
Remote Similarity	0.6647	NPC312770
Remote Similarity	0.6647	NPC160607
Remote Similarity	0.6647	NPC178466
Remote Similarity	0.6647	NPC41473
Remote Similarity	0.6647	NPC14600
Remote Similarity	0.6647	NPC471953
Remote Similarity	0.6647	NPC63628
Remote Similarity	0.6633	NPC43787
Remote Similarity	0.6633	NPC205934
Remote Similarity	0.6633	NPC230313
Remote Similarity	0.6633	NPC243626
Remote Similarity	0.6632	NPC98197
Remote Similarity	0.6631	NPC288943
Remote Similarity	0.663	NPC148014
Remote Similarity	0.663	NPC129603
Remote Similarity	0.663	NPC78359
Remote Similarity	0.663	NPC320064
Remote Similarity	0.663	NPC65490
Remote Similarity	0.663	NPC315707
Remote Similarity	0.663	NPC40389
Remote Similarity	0.6629	NPC476741
Remote Similarity	0.6628	NPC195814
Remote Similarity	0.6625	NPC263835
Remote Similarity	0.6623	NPC226914
Remote Similarity	0.6619	NPC128115
Remote Similarity	0.6617	NPC162484
Remote Similarity	0.6615	NPC475754
Remote Similarity	0.6615	NPC204970
Remote Similarity	0.6615	NPC262725
Remote Similarity	0.6614	NPC265383
Remote Similarity	0.6614	NPC39822
Remote Similarity	0.6612	NPC254700
Remote Similarity	0.6611	NPC70549
Remote Similarity	0.6608	NPC299583
Remote Similarity	0.6607	NPC6854
Remote Similarity	0.6607	NPC285078
Remote Similarity	0.6607	NPC313737
Remote Similarity	0.6603	NPC303658
Remote Similarity	0.6602	NPC116178
Remote Similarity	0.6602	NPC203168
Remote Similarity	0.6602	NPC127996
Remote Similarity	0.6599	NPC13880
Remote Similarity	0.6598	NPC473008
Remote Similarity	0.6597	NPC119579
Remote Similarity	0.6593	NPC22014
Remote Similarity	0.6592	NPC275027
Remote Similarity	0.6591	NPC476743
Remote Similarity	0.6587	NPC326599
Remote Similarity	0.6587	NPC329595
Remote Similarity	0.6585	NPC219664
Remote Similarity	0.6585	NPC476651

Drug Structure

NPD2216 OpenBabel08211701392D 24 25 0 0 1 0 0 0 0 0999 V2000 3.4641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -7.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -7.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 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 3.4641 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 16 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 13 1 0 0 0 0 6 14 2 0 0 0 0 7 8 1 0 0 0 0 7 12 1 0 0 0 0 8 15 1 0 0 0 0 9 11 1 0 0 0 0 9 17 1 0 0 0 0 10 11 1 0 0 0 0 10 21 1 0 0 0 0 11 19 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 18 1 0 0 0 0 14 21 1 0 0 0 0 15 18 2 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 17 22 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000065
DrugBank	DB00521
ChEMBL	CHEMBL839
IUPHAR/BPS	7142
PharmaGKB	PA164768736
KEGG Drug
PubChem CID	2583
ChEBI	3437
CAS Number	51781-06-7

Drug Properties

Molecular Weight	292.18
ALogP	-0.0128
MLogP	2.67
XLogP	2.094
HDA	4
HBD	3
Rotatable Bonds	11
TPSA	74.08
RO5 Violation	0