NPASS drugs

Drug Information

Drug ID:	NPD4258
Drug Name:	Celiprolol Hydrochloride
Molecular Formula:	C20H33N3O4.ClH
Canonical SMILES:	CCN(C(=Nc1ccc(c(c1)C(=O)C)OCC(CNC(C)(C)C)O)O)CC.Cl
Standard InCHI:	InChI=1S/C20H33N3O4.ClH/c1-7-23(8-2)19(26)22-15-9-10-18(17(11-15)14(3)24)27-13-16(25)12-21-20(4,5)6;/h9-11,16,21,25H,7-8,12-13H2,1-6H3,(H,22,26);1H
Standard InCHIKey:	VKJHTUVLJYWAEY-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4258

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	175
0.1-0.2	1097
0.2-0.3	4979
0.3-0.4	7532
0.4-0.5	5817
0.5-0.6	10646
0.6-0.7	638
0.7-0.8	6
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	0.7327	NPC313720
Intermediate Similarity	0.7327	NPC17160
Intermediate Similarity	0.73	NPC214368
Intermediate Similarity	0.7228	NPC139506
Intermediate Similarity	0.7228	NPC292143
Intermediate Similarity	0.7122	NPC478075
Remote Similarity	0.6989	NPC199737
Remote Similarity	0.6984	NPC471778
Remote Similarity	0.6968	NPC471652
Remote Similarity	0.6966	NPC323798
Remote Similarity	0.6923	NPC141739
Remote Similarity	0.6923	NPC136112
Remote Similarity	0.6845	NPC93653
Remote Similarity	0.684	NPC217903
Remote Similarity	0.6818	NPC316574
Remote Similarity	0.6812	NPC473460
Remote Similarity	0.68	NPC474059
Remote Similarity	0.6792	NPC116178
Remote Similarity	0.6772	NPC158900
Remote Similarity	0.6771	NPC112336
Remote Similarity	0.6771	NPC471648
Remote Similarity	0.6771	NPC474814
Remote Similarity	0.6758	NPC122886
Remote Similarity	0.6756	NPC314702
Remote Similarity	0.6737	NPC469479
Remote Similarity	0.673	NPC477160
Remote Similarity	0.6725	NPC320242
Remote Similarity	0.6718	NPC315631
Remote Similarity	0.6705	NPC471306
Remote Similarity	0.6705	NPC471321
Remote Similarity	0.6702	NPC314861
Remote Similarity	0.6699	NPC317727
Remote Similarity	0.6699	NPC473422
Remote Similarity	0.6686	NPC307123
Remote Similarity	0.6686	NPC247018
Remote Similarity	0.6686	NPC97870
Remote Similarity	0.6685	NPC319645
Remote Similarity	0.6684	NPC310894
Remote Similarity	0.6683	NPC477391
Remote Similarity	0.6683	NPC473007
Remote Similarity	0.6682	NPC321166
Remote Similarity	0.665	NPC262725
Remote Similarity	0.6635	NPC198160
Remote Similarity	0.6634	NPC283207
Remote Similarity	0.6634	NPC473008
Remote Similarity	0.6634	NPC108847
Remote Similarity	0.6632	NPC57105
Remote Similarity	0.6616	NPC288305
Remote Similarity	0.6615	NPC95412
Remote Similarity	0.66	NPC235194
Remote Similarity	0.6598	NPC83241
Remote Similarity	0.6592	NPC318591
Remote Similarity	0.6592	NPC231163
Remote Similarity	0.6592	NPC471316
Remote Similarity	0.6585	NPC243626
Remote Similarity	0.6585	NPC230313
Remote Similarity	0.6585	NPC198401
Remote Similarity	0.6583	NPC314659
Remote Similarity	0.6579	NPC231862
Remote Similarity	0.6575	NPC204546
Remote Similarity	0.6567	NPC87391
Remote Similarity	0.6564	NPC73280
Remote Similarity	0.6556	NPC181526
Remote Similarity	0.6553	NPC308895
Remote Similarity	0.655	NPC477392
Remote Similarity	0.655	NPC315934
Remote Similarity	0.6545	NPC329830
Remote Similarity	0.6545	NPC475983
Remote Similarity	0.6542	NPC25961
Remote Similarity	0.6538	NPC241263
Remote Similarity	0.6533	NPC197335
Remote Similarity	0.6533	NPC28368
Remote Similarity	0.6526	NPC133817
Remote Similarity	0.6526	NPC476443
Remote Similarity	0.6524	NPC311357
Remote Similarity	0.6522	NPC314948
Remote Similarity	0.652	NPC1820
Remote Similarity	0.6517	NPC299806
Remote Similarity	0.6517	NPC315542
Remote Similarity	0.6512	NPC295479
Remote Similarity	0.6512	NPC220241
Remote Similarity	0.6508	NPC471649
Remote Similarity	0.65	NPC469831
Remote Similarity	0.6497	NPC129578
Remote Similarity	0.6495	NPC469505
Remote Similarity	0.6493	NPC41216
Remote Similarity	0.649	NPC234933
Remote Similarity	0.6484	NPC182853
Remote Similarity	0.6479	NPC16249
Remote Similarity	0.6477	NPC299582
Remote Similarity	0.6471	NPC45389
Remote Similarity	0.6462	NPC471568
Remote Similarity	0.6462	NPC473693
Remote Similarity	0.6462	NPC196091
Remote Similarity	0.6462	NPC14339
Remote Similarity	0.6461	NPC266425
Remote Similarity	0.6458	NPC72291
Remote Similarity	0.645	NPC270301
Remote Similarity	0.645	NPC472163
Remote Similarity	0.6445	NPC15987
Remote Similarity	0.6445	NPC288759
Remote Similarity	0.6442	NPC478049
Remote Similarity	0.6441	NPC251071
Remote Similarity	0.644	NPC301163
Remote Similarity	0.6439	NPC28510
Remote Similarity	0.6436	NPC128683
Remote Similarity	0.6432	NPC477161
Remote Similarity	0.6429	NPC284842
Remote Similarity	0.6429	NPC476661
Remote Similarity	0.6425	NPC138293
Remote Similarity	0.6425	NPC113056
Remote Similarity	0.6422	NPC316405
Remote Similarity	0.6422	NPC477998
Remote Similarity	0.6419	NPC471561
Remote Similarity	0.6414	NPC8467
Remote Similarity	0.6411	NPC100863
Remote Similarity	0.641	NPC66490
Remote Similarity	0.641	NPC470971
Remote Similarity	0.641	NPC471651
Remote Similarity	0.6408	NPC206109
Remote Similarity	0.6408	NPC114039
Remote Similarity	0.6406	NPC127996
Remote Similarity	0.6404	NPC470392
Remote Similarity	0.6402	NPC257266
Remote Similarity	0.64	NPC85613
Remote Similarity	0.64	NPC475685
Remote Similarity	0.64	NPC70092
Remote Similarity	0.64	NPC283810
Remote Similarity	0.6398	NPC476662
Remote Similarity	0.6396	NPC118189
Remote Similarity	0.6393	NPC478048
Remote Similarity	0.6392	NPC153631
Remote Similarity	0.6385	NPC301292
Remote Similarity	0.6385	NPC313112
Remote Similarity	0.6383	NPC314223
Remote Similarity	0.638	NPC288110
Remote Similarity	0.6376	NPC268223
Remote Similarity	0.6372	NPC257728
Remote Similarity	0.6368	NPC121400
Remote Similarity	0.6368	NPC327005
Remote Similarity	0.6368	NPC309692
Remote Similarity	0.6364	NPC223873
Remote Similarity	0.6364	NPC316282
Remote Similarity	0.6364	NPC321226
Remote Similarity	0.6364	NPC314914
Remote Similarity	0.6364	NPC478047
Remote Similarity	0.6364	NPC180210
Remote Similarity	0.6364	NPC328856
Remote Similarity	0.6364	NPC478046
Remote Similarity	0.6364	NPC324081
Remote Similarity	0.6364	NPC472191
Remote Similarity	0.6355	NPC472287
Remote Similarity	0.6355	NPC472286
Remote Similarity	0.635	NPC474815
Remote Similarity	0.6345	NPC126676
Remote Similarity	0.6345	NPC469671
Remote Similarity	0.6345	NPC85482
Remote Similarity	0.6343	NPC475133
Remote Similarity	0.6343	NPC153365
Remote Similarity	0.634	NPC204867
Remote Similarity	0.634	NPC189116
Remote Similarity	0.6339	NPC212850
Remote Similarity	0.6339	NPC189724
Remote Similarity	0.6339	NPC83289
Remote Similarity	0.6335	NPC284236
Remote Similarity	0.6335	NPC315257
Remote Similarity	0.6335	NPC316368
Remote Similarity	0.6333	NPC112937
Remote Similarity	0.6333	NPC173295
Remote Similarity	0.6333	NPC470441
Remote Similarity	0.6332	NPC254053
Remote Similarity	0.6329	NPC473004
Remote Similarity	0.6327	NPC186617
Remote Similarity	0.6324	NPC116007
Remote Similarity	0.6324	NPC150308
Remote Similarity	0.6323	NPC76478
Remote Similarity	0.6321	NPC316164
Remote Similarity	0.6321	NPC19023
Remote Similarity	0.6318	NPC5167
Remote Similarity	0.6318	NPC470001
Remote Similarity	0.6318	NPC470002
Remote Similarity	0.6305	NPC469829
Remote Similarity	0.6301	NPC30749
Remote Similarity	0.63	NPC9475
Remote Similarity	0.6295	NPC148124
Remote Similarity	0.6293	NPC469830
Remote Similarity	0.6284	NPC326333
Remote Similarity	0.6284	NPC471532
Remote Similarity	0.6278	NPC170101
Remote Similarity	0.6277	NPC154922
Remote Similarity	0.6276	NPC127362
Remote Similarity	0.6275	NPC313886
Remote Similarity	0.6274	NPC477551
Remote Similarity	0.6273	NPC314817
Remote Similarity	0.6273	NPC298449
Remote Similarity	0.6273	NPC66191
Remote Similarity	0.6273	NPC316297
Remote Similarity	0.6271	NPC122235
Remote Similarity	0.627	NPC138438
Remote Similarity	0.627	NPC908

Drug Structure

NPD4258 OpenBabel08211704332D 31 30 0 0 1 0 0 0 0 0999 V2000 6.5622 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -10.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -10.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -8.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.0981 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -9.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -8.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1034 -4.7243 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -10.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -9.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 8 1 0 0 0 0 3 14 1 0 0 0 0 4 20 1 0 0 0 0 5 20 1 0 0 0 0 6 20 1 0 0 0 0 7 23 1 0 0 0 0 8 23 1 0 0 0 0 9 10 2 0 0 0 0 9 15 1 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 12 21 1 0 0 0 0 13 16 1 0 0 0 0 13 27 1 0 0 0 0 14 17 1 0 0 0 0 14 24 2 0 0 0 0 15 22 1 0 0 0 0 16 25 1 0 0 0 0 17 18 2 0 0 0 0 18 27 1 0 0 0 0 19 22 2 3 0 0 0 19 23 1 0 0 0 0 19 26 1 0 0 0 0 20 21 1 0 0 0 0 21 29 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	379.25
ALogP	0.3486
MLogP	2.89
XLogP	3.24
HDA	6
HBD	3
Rotatable Bonds	19
TPSA	94.39
RO5 Violation	1