NPASS drugs

Drug Information

Drug ID:	NPD2677
Drug Name:	Nadolol
Molecular Formula:	C17H27NO4
Canonical SMILES:	OC(COc1cccc2c1C[C@H](O)[C@@H](C2)O)CNC(C)(C)C
Standard InCHI:	InChI=1S/C17H27NO4/c1-17(2,3)18-9-12(19)10-22-16-6-4-5-11-7-14(20)15(21)8-13(11)16/h4-6,12,14-15,18-21H,7-10H2,1-3H3/t12?,14-,15+/m1/s1
Standard InCHIKey:	VWPOSFSPZNDTMJ-UCWKZMIHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2677

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	125
0.1-0.2	879
0.2-0.3	2479
0.3-0.4	8234
0.4-0.5	5253
0.5-0.6	5531
0.6-0.7	7289
0.7-0.8	1092
0.8-0.85	4
0.85-0.9	2
0.9-0.95	2
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	0.913	NPC318591
High Similarity	0.913	NPC231163
High Similarity	0.8603	NPC136112
High Similarity	0.8603	NPC141739
Intermediate Similarity	0.8467	NPC320242
Intermediate Similarity	0.8239	NPC307123
Intermediate Similarity	0.8239	NPC97870
Intermediate Similarity	0.8239	NPC247018
Intermediate Similarity	0.7875	NPC293871
Intermediate Similarity	0.7875	NPC124433
Intermediate Similarity	0.7872	NPC94276
Intermediate Similarity	0.7872	NPC109822
Intermediate Similarity	0.7857	NPC71090
Intermediate Similarity	0.78	NPC204546
Intermediate Similarity	0.7762	NPC191037
Intermediate Similarity	0.7762	NPC58607
Intermediate Similarity	0.7762	NPC178284
Intermediate Similarity	0.7711	NPC329969
Intermediate Similarity	0.7708	NPC183181
Intermediate Similarity	0.7708	NPC292056
Intermediate Similarity	0.7708	NPC118787
Intermediate Similarity	0.7708	NPC319625
Intermediate Similarity	0.7708	NPC111247
Intermediate Similarity	0.7708	NPC163332
Intermediate Similarity	0.7708	NPC41706
Intermediate Similarity	0.7708	NPC147821
Intermediate Similarity	0.7692	NPC194519
Intermediate Similarity	0.7688	NPC59028
Intermediate Similarity	0.7688	NPC92191
Intermediate Similarity	0.7687	NPC230219
Intermediate Similarity	0.7673	NPC37205
Intermediate Similarity	0.7673	NPC160931
Intermediate Similarity	0.7671	NPC329595
Intermediate Similarity	0.7671	NPC326599
Intermediate Similarity	0.7658	NPC475557
Intermediate Similarity	0.7658	NPC477564
Intermediate Similarity	0.7658	NPC2295
Intermediate Similarity	0.7639	NPC470724
Intermediate Similarity	0.7635	NPC26394
Intermediate Similarity	0.7635	NPC263064
Intermediate Similarity	0.7625	NPC129603
Intermediate Similarity	0.7622	NPC48990
Intermediate Similarity	0.7622	NPC114901
Intermediate Similarity	0.7622	NPC293701
Intermediate Similarity	0.761	NPC150670
Intermediate Similarity	0.7603	NPC3439
Intermediate Similarity	0.7603	NPC285339
Intermediate Similarity	0.7603	NPC86030
Intermediate Similarity	0.7603	NPC470258
Intermediate Similarity	0.7603	NPC210623
Intermediate Similarity	0.7603	NPC222004
Intermediate Similarity	0.7603	NPC226788
Intermediate Similarity	0.7603	NPC273295
Intermediate Similarity	0.7603	NPC218856
Intermediate Similarity	0.7603	NPC190629
Intermediate Similarity	0.7603	NPC5851
Intermediate Similarity	0.7603	NPC202582
Intermediate Similarity	0.76	NPC126101
Intermediate Similarity	0.76	NPC54743
Intermediate Similarity	0.76	NPC477939
Intermediate Similarity	0.76	NPC177160
Intermediate Similarity	0.76	NPC327735
Intermediate Similarity	0.76	NPC209985
Intermediate Similarity	0.76	NPC29799
Intermediate Similarity	0.76	NPC234952
Intermediate Similarity	0.76	NPC263367
Intermediate Similarity	0.76	NPC10737
Intermediate Similarity	0.76	NPC156502
Intermediate Similarity	0.7586	NPC474119
Intermediate Similarity	0.7584	NPC187616
Intermediate Similarity	0.7584	NPC16485
Intermediate Similarity	0.7584	NPC193026
Intermediate Similarity	0.7584	NPC49603
Intermediate Similarity	0.7584	NPC478085
Intermediate Similarity	0.7568	NPC18842
Intermediate Similarity	0.7552	NPC328267
Intermediate Similarity	0.7551	NPC11089
Intermediate Similarity	0.7551	NPC470727
Intermediate Similarity	0.7551	NPC143483
Intermediate Similarity	0.7548	NPC473934
Intermediate Similarity	0.7534	NPC470084
Intermediate Similarity	0.7534	NPC72529
Intermediate Similarity	0.7533	NPC61946
Intermediate Similarity	0.7533	NPC472337
Intermediate Similarity	0.7529	NPC475754
Intermediate Similarity	0.7517	NPC206882
Intermediate Similarity	0.7517	NPC475840
Intermediate Similarity	0.7516	NPC65490
Intermediate Similarity	0.7516	NPC315707
Intermediate Similarity	0.7516	NPC148014
Intermediate Similarity	0.7516	NPC78359
Intermediate Similarity	0.7516	NPC40389
Intermediate Similarity	0.75	NPC115144
Intermediate Similarity	0.75	NPC469613
Intermediate Similarity	0.75	NPC472597
Intermediate Similarity	0.75	NPC32630
Intermediate Similarity	0.75	NPC277857
Intermediate Similarity	0.75	NPC469625
Intermediate Similarity	0.75	NPC30043
Intermediate Similarity	0.75	NPC329980
Intermediate Similarity	0.7483	NPC14600
Intermediate Similarity	0.7483	NPC472334
Intermediate Similarity	0.7483	NPC306441
Intermediate Similarity	0.7483	NPC472800
Intermediate Similarity	0.7483	NPC475628
Intermediate Similarity	0.7483	NPC41473
Intermediate Similarity	0.7483	NPC97326
Intermediate Similarity	0.7483	NPC26653
Intermediate Similarity	0.7483	NPC160607
Intermediate Similarity	0.7483	NPC312770
Intermediate Similarity	0.7483	NPC16435
Intermediate Similarity	0.7483	NPC270849
Intermediate Similarity	0.7483	NPC472336
Intermediate Similarity	0.7483	NPC204848
Intermediate Similarity	0.7471	NPC99179
Intermediate Similarity	0.7467	NPC264956
Intermediate Similarity	0.7466	NPC118533
Intermediate Similarity	0.7466	NPC469386
Intermediate Similarity	0.7466	NPC165045
Intermediate Similarity	0.7466	NPC242032
Intermediate Similarity	0.7466	NPC98745
Intermediate Similarity	0.7465	NPC473875
Intermediate Similarity	0.7455	NPC124657
Intermediate Similarity	0.7455	NPC195392
Intermediate Similarity	0.7452	NPC471032
Intermediate Similarity	0.7452	NPC470935
Intermediate Similarity	0.745	NPC160991
Intermediate Similarity	0.745	NPC16208
Intermediate Similarity	0.745	NPC7903
Intermediate Similarity	0.745	NPC35932
Intermediate Similarity	0.745	NPC184447
Intermediate Similarity	0.7448	NPC148627
Intermediate Similarity	0.7448	NPC470726
Intermediate Similarity	0.7447	NPC135961
Intermediate Similarity	0.744	NPC477020
Intermediate Similarity	0.744	NPC2314
Intermediate Similarity	0.744	NPC192135
Intermediate Similarity	0.744	NPC66341
Intermediate Similarity	0.7439	NPC218614
Intermediate Similarity	0.7434	NPC299583
Intermediate Similarity	0.7434	NPC477938
Intermediate Similarity	0.7432	NPC242807
Intermediate Similarity	0.7432	NPC257582
Intermediate Similarity	0.7432	NPC153739
Intermediate Similarity	0.7432	NPC92164
Intermediate Similarity	0.7432	NPC187998
Intermediate Similarity	0.7432	NPC42300
Intermediate Similarity	0.7432	NPC241522
Intermediate Similarity	0.7432	NPC469612
Intermediate Similarity	0.7432	NPC469614
Intermediate Similarity	0.7432	NPC174495
Intermediate Similarity	0.7432	NPC80600
Intermediate Similarity	0.7432	NPC77040
Intermediate Similarity	0.7432	NPC145305
Intermediate Similarity	0.7432	NPC472024
Intermediate Similarity	0.7432	NPC472338
Intermediate Similarity	0.7432	NPC64201
Intermediate Similarity	0.7432	NPC196193
Intermediate Similarity	0.7431	NPC471693
Intermediate Similarity	0.7423	NPC18402
Intermediate Similarity	0.7421	NPC76213
Intermediate Similarity	0.7421	NPC277669
Intermediate Similarity	0.7417	NPC94750
Intermediate Similarity	0.7417	NPC151224
Intermediate Similarity	0.7417	NPC234333
Intermediate Similarity	0.7417	NPC112246
Intermediate Similarity	0.7417	NPC47398
Intermediate Similarity	0.7417	NPC164787
Intermediate Similarity	0.7417	NPC112939
Intermediate Similarity	0.7417	NPC93783
Intermediate Similarity	0.7417	NPC121812
Intermediate Similarity	0.7417	NPC260898
Intermediate Similarity	0.7417	NPC474206
Intermediate Similarity	0.7417	NPC470356
Intermediate Similarity	0.7415	NPC472968
Intermediate Similarity	0.7415	NPC252307
Intermediate Similarity	0.7415	NPC128208
Intermediate Similarity	0.7415	NPC184733
Intermediate Similarity	0.7415	NPC129570
Intermediate Similarity	0.7415	NPC45774
Intermediate Similarity	0.7415	NPC21867
Intermediate Similarity	0.7415	NPC245826
Intermediate Similarity	0.7415	NPC282703
Intermediate Similarity	0.7415	NPC11258
Intermediate Similarity	0.7415	NPC474178
Intermediate Similarity	0.7413	NPC470804
Intermediate Similarity	0.741	NPC252960
Intermediate Similarity	0.7405	NPC60538
Intermediate Similarity	0.7405	NPC207824
Intermediate Similarity	0.7403	NPC471389
Intermediate Similarity	0.7403	NPC265075
Intermediate Similarity	0.7403	NPC471414
Intermediate Similarity	0.7403	NPC87725
Intermediate Similarity	0.7403	NPC263261
Intermediate Similarity	0.7403	NPC76871
Intermediate Similarity	0.74	NPC229442
Intermediate Similarity	0.74	NPC168059
Intermediate Similarity	0.74	NPC11060
Intermediate Similarity	0.7397	NPC236347
Intermediate Similarity	0.7397	NPC323775

Drug Structure

NPD2677 OpenBabel08211702172D 26 27 0 0 1 0 0 0 0 0999 V2000 -4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 5.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 5.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 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 -3.4641 0.0000 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 -0.8660 0.5000 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 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 3 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 -0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 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 -3.4641 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 17 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 11 1 0 0 0 0 6 16 2 0 0 0 0 7 11 1 0 0 0 0 7 14 1 0 0 0 0 8 13 1 0 0 0 0 8 15 1 0 0 0 0 9 12 1 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 22 1 0 0 0 0 11 13 2 0 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 14 15 1 0 0 0 0 14 20 1 6 0 0 0 15 21 1 6 0 0 0 16 22 1 0 0 0 0 17 18 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000122
DrugBank	DB01203
ChEMBL	CHEMBL649
IUPHAR/BPS	554
PharmaGKB	PA450573
KEGG Drug	D00432
PubChem CID	39147
ChEBI	7444
CAS Number	42200-33-9

Drug Properties

Molecular Weight	309.19
ALogP	-0.925
MLogP	2.78
XLogP	1.774
HDA	4
HBD	4
Rotatable Bonds	12
TPSA	81.95
RO5 Violation	0