NPASS drugs

Drug Information

Drug ID:	NPD5981
Drug Name:	Sacubitril
Molecular Formula:	C24H29NO5
Canonical SMILES:	CCOC(=O)[C@@H](C[C@@H](Cc1ccc(cc1)c1ccccc1)N=C(CCC(=O)O)O)C
Standard InCHI:	InChI=1S/C24H29NO5/c1-3-30-24(29)17(2)15-21(25-22(26)13-14-23(27)28)16-18-9-11-20(12-10-18)19-7-5-4-6-8-19/h4-12,17,21H,3,13-16H2,1-2H3,(H,25,26)(H,27,28)/t17-,21+/m1/s1
Standard InCHIKey:	PYNXFZCZUAOOQC-UTKZUKDTSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5981

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	75
0.1-0.2	428
0.2-0.3	1253
0.3-0.4	4341
0.4-0.5	16833
0.5-0.6	7057
0.6-0.7	786
0.7-0.8	107
0.8-0.85	10
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	0.8264	NPC310467
Intermediate Similarity	0.8182	NPC169328
Intermediate Similarity	0.813	NPC80150
Intermediate Similarity	0.813	NPC478014
Intermediate Similarity	0.813	NPC478016
Intermediate Similarity	0.813	NPC478015
Intermediate Similarity	0.8095	NPC47667
Intermediate Similarity	0.8051	NPC319579
Intermediate Similarity	0.8017	NPC197470
Intermediate Similarity	0.8	NPC246913
Intermediate Similarity	0.7984	NPC190663
Intermediate Similarity	0.7965	NPC12730
Intermediate Similarity	0.7953	NPC4974
Intermediate Similarity	0.7937	NPC35996
Intermediate Similarity	0.7917	NPC474584
Intermediate Similarity	0.7857	NPC160493
Intermediate Similarity	0.784	NPC45777
Intermediate Similarity	0.784	NPC477061
Intermediate Similarity	0.7833	NPC329011
Intermediate Similarity	0.7823	NPC237420
Intermediate Similarity	0.7712	NPC327481
Intermediate Similarity	0.7607	NPC164859
Intermediate Similarity	0.7581	NPC188010
Intermediate Similarity	0.7557	NPC210950
Intermediate Similarity	0.7557	NPC199738
Intermediate Similarity	0.754	NPC314992
Intermediate Similarity	0.7519	NPC183722
Intermediate Similarity	0.75	NPC472413
Intermediate Similarity	0.7481	NPC477937
Intermediate Similarity	0.7458	NPC471317
Intermediate Similarity	0.7417	NPC191215
Intermediate Similarity	0.7417	NPC274089
Intermediate Similarity	0.741	NPC161069
Intermediate Similarity	0.7395	NPC194390
Intermediate Similarity	0.7395	NPC88267
Intermediate Similarity	0.7395	NPC224610
Intermediate Similarity	0.7395	NPC113326
Intermediate Similarity	0.7391	NPC25565
Intermediate Similarity	0.7381	NPC2265
Intermediate Similarity	0.7377	NPC158854
Intermediate Similarity	0.7372	NPC208725
Intermediate Similarity	0.7368	NPC116057
Intermediate Similarity	0.7353	NPC90693
Intermediate Similarity	0.7353	NPC64897
Intermediate Similarity	0.7339	NPC273814
Intermediate Similarity	0.7338	NPC239770
Intermediate Similarity	0.7328	NPC473501
Intermediate Similarity	0.7328	NPC311242
Intermediate Similarity	0.7328	NPC475439
Intermediate Similarity	0.7323	NPC470545
Intermediate Similarity	0.7308	NPC84281
Intermediate Similarity	0.7308	NPC213126
Intermediate Similarity	0.7308	NPC317474
Intermediate Similarity	0.7308	NPC291027
Intermediate Similarity	0.7308	NPC169485
Intermediate Similarity	0.7304	NPC303045
Intermediate Similarity	0.7304	NPC58674
Intermediate Similarity	0.7304	NPC161972
Intermediate Similarity	0.7302	NPC235421
Intermediate Similarity	0.7273	NPC472414
Intermediate Similarity	0.7266	NPC470546
Intermediate Similarity	0.7252	NPC472415
Intermediate Similarity	0.7244	NPC470544
Intermediate Similarity	0.7241	NPC470274
Intermediate Similarity	0.7239	NPC296712
Intermediate Similarity	0.7222	NPC33742
Intermediate Similarity	0.7213	NPC21929
Intermediate Similarity	0.7203	NPC138775
Intermediate Similarity	0.7193	NPC245259
Intermediate Similarity	0.7185	NPC69496
Intermediate Similarity	0.7183	NPC209509
Intermediate Similarity	0.7179	NPC293628
Intermediate Similarity	0.7179	NPC10781
Intermediate Similarity	0.7179	NPC122493
Intermediate Similarity	0.7143	NPC276949
Intermediate Similarity	0.7143	NPC35850
Intermediate Similarity	0.7133	NPC262216
Intermediate Similarity	0.713	NPC323164
Intermediate Similarity	0.7122	NPC127741
Intermediate Similarity	0.7119	NPC322598
Intermediate Similarity	0.7111	NPC71271
Intermediate Similarity	0.7105	NPC70940
Intermediate Similarity	0.7105	NPC274455
Intermediate Similarity	0.7105	NPC316108
Intermediate Similarity	0.7105	NPC172128
Intermediate Similarity	0.7105	NPC86670
Intermediate Similarity	0.7092	NPC263493
Intermediate Similarity	0.7092	NPC269398
Intermediate Similarity	0.708	NPC45191
Intermediate Similarity	0.708	NPC42423
Intermediate Similarity	0.708	NPC325441
Intermediate Similarity	0.7059	NPC478147
Intermediate Similarity	0.7059	NPC325651
Intermediate Similarity	0.7049	NPC67043
Intermediate Similarity	0.7049	NPC211551
Intermediate Similarity	0.7045	NPC474862
Intermediate Similarity	0.7043	NPC226438
Intermediate Similarity	0.7042	NPC139326
Intermediate Similarity	0.7034	NPC105717
Intermediate Similarity	0.7034	NPC226041
Intermediate Similarity	0.7034	NPC324569
Intermediate Similarity	0.7029	NPC313663
Intermediate Similarity	0.7029	NPC470392
Intermediate Similarity	0.7029	NPC245836
Intermediate Similarity	0.7029	NPC244866
Intermediate Similarity	0.7029	NPC233910
Intermediate Similarity	0.7025	NPC202613
Intermediate Similarity	0.7023	NPC476183
Intermediate Similarity	0.7021	NPC239762
Intermediate Similarity	0.7021	NPC163392
Intermediate Similarity	0.7018	NPC470877
Intermediate Similarity	0.7018	NPC9822
Intermediate Similarity	0.7015	NPC474847
Intermediate Similarity	0.7	NPC225079
Intermediate Similarity	0.7	NPC133809
Intermediate Similarity	0.7	NPC128248
Intermediate Similarity	0.7	NPC136810
Remote Similarity	0.6993	NPC476978
Remote Similarity	0.6992	NPC94751
Remote Similarity	0.6992	NPC142326
Remote Similarity	0.6985	NPC473322
Remote Similarity	0.6985	NPC111428
Remote Similarity	0.697	NPC476184
Remote Similarity	0.697	NPC476281
Remote Similarity	0.697	NPC71684
Remote Similarity	0.6959	NPC122590
Remote Similarity	0.6959	NPC472761
Remote Similarity	0.6957	NPC326966
Remote Similarity	0.6957	NPC471307
Remote Similarity	0.6957	NPC74936
Remote Similarity	0.6957	NPC209764
Remote Similarity	0.6957	NPC159178
Remote Similarity	0.6957	NPC258627
Remote Similarity	0.6957	NPC141139
Remote Similarity	0.6957	NPC121872
Remote Similarity	0.6957	NPC78041
Remote Similarity	0.695	NPC132636
Remote Similarity	0.6947	NPC319950
Remote Similarity	0.6947	NPC202015
Remote Similarity	0.6944	NPC5620
Remote Similarity	0.694	NPC473938
Remote Similarity	0.694	NPC317758
Remote Similarity	0.6937	NPC44830
Remote Similarity	0.6929	NPC279045
Remote Similarity	0.6929	NPC314835
Remote Similarity	0.6929	NPC113325
Remote Similarity	0.6923	NPC91953
Remote Similarity	0.6923	NPC261709
Remote Similarity	0.6923	NPC254088
Remote Similarity	0.6923	NPC108852
Remote Similarity	0.6923	NPC111586
Remote Similarity	0.6923	NPC197682
Remote Similarity	0.6917	NPC221825
Remote Similarity	0.6912	NPC89923
Remote Similarity	0.6912	NPC71933
Remote Similarity	0.6912	NPC239990
Remote Similarity	0.6912	NPC476353
Remote Similarity	0.6912	NPC105114
Remote Similarity	0.6912	NPC152850
Remote Similarity	0.6905	NPC313981
Remote Similarity	0.6899	NPC9274
Remote Similarity	0.6897	NPC262077
Remote Similarity	0.6897	NPC314114
Remote Similarity	0.6891	NPC477767
Remote Similarity	0.6889	NPC101719
Remote Similarity	0.6884	NPC255447
Remote Similarity	0.6879	NPC471264
Remote Similarity	0.6879	NPC68865
Remote Similarity	0.6879	NPC6570
Remote Similarity	0.6879	NPC471265
Remote Similarity	0.6879	NPC43755
Remote Similarity	0.6879	NPC175870
Remote Similarity	0.6866	NPC6975
Remote Similarity	0.6866	NPC476278
Remote Similarity	0.686	NPC469457
Remote Similarity	0.6857	NPC477680
Remote Similarity	0.6857	NPC228511
Remote Similarity	0.6853	NPC197921
Remote Similarity	0.6853	NPC168113
Remote Similarity	0.6849	NPC237240
Remote Similarity	0.6849	NPC31171
Remote Similarity	0.6846	NPC286551
Remote Similarity	0.6842	NPC322387
Remote Similarity	0.6838	NPC136453
Remote Similarity	0.6831	NPC476133
Remote Similarity	0.6831	NPC92784
Remote Similarity	0.6831	NPC470884
Remote Similarity	0.6831	NPC98424
Remote Similarity	0.6831	NPC178662
Remote Similarity	0.6829	NPC19136
Remote Similarity	0.6822	NPC471318
Remote Similarity	0.6815	NPC318067
Remote Similarity	0.6815	NPC476241
Remote Similarity	0.6815	NPC222466
Remote Similarity	0.6815	NPC476260
Remote Similarity	0.6814	NPC475710
Remote Similarity	0.681	NPC84288
Remote Similarity	0.6806	NPC176226
Remote Similarity	0.6806	NPC57976
Remote Similarity	0.6803	NPC173934

Drug Structure

NPD5981 OpenBabel08211708292D 32 33 0 0 1 0 0 0 0 0999 V2000 0.8660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.0000 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 1.7321 2.0000 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 0.8660 1.5000 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 -0.8660 -1.5000 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 -0.0000 -1.0000 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 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 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 -1.7321 -4.0000 0.0000 C 0 0 2 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 3 30 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 11 1 0 0 0 0 9 18 2 0 0 0 0 10 12 2 0 0 0 0 10 18 1 0 0 0 0 11 20 2 0 0 0 0 12 20 1 0 0 0 0 13 14 1 0 0 0 0 13 22 1 0 0 0 0 14 23 1 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 16 21 1 0 0 0 0 17 2 1 6 0 0 0 17 24 1 0 0 0 0 19 20 1 0 0 0 0 21 15 1 6 0 0 0 21 25 1 0 0 0 0 22 25 2 3 0 0 0 22 26 1 0 0 0 0 23 27 2 0 0 0 0 23 28 1 0 0 0 0 24 29 2 0 0 0 0 24 30 1 0 0 0 0 26 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09292
ChEMBL	CHEMBL3137301
IUPHAR/BPS	7857
PharmaGKB	PA166131580
KEGG Drug	D10225
PubChem CID
ChEBI	134714
CAS Number	149709-62-6

Drug Properties

Molecular Weight	411.20
ALogP	0.4601
MLogP	3.44
XLogP	7.454
HDA	6
HBD	2
Rotatable Bonds	16
TPSA	96.19
RO5 Violation	2