NPASS drugs

Drug Information

Drug ID:	NPD4024
Drug Name:	Omecamtiv Mecarbil
Molecular Formula:	C20H24FN5O3
Canonical SMILES:	COC(=O)N1CCN(CC1)Cc1cccc(c1F)NC(=Nc1ccc(nc1)C)O
Standard InCHI:	InChI=1S/C20H24FN5O3/c1-14-6-7-16(12-22-14)23-19(27)24-17-5-3-4-15(18(17)21)13-25-8-10-26(11-9-25)20(28)29-2/h3-7,12H,8-11,13H2,1-2H3,(H2,23,24,27)
Standard InCHIKey:	RFUBTTPMWSKEIW-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4024

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	309
0.1-0.2	4553
0.2-0.3	15954
0.3-0.4	5884
0.4-0.5	1861
0.5-0.6	1484
0.6-0.7	792
0.7-0.8	53
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	0.7643	NPC471322
Intermediate Similarity	0.7605	NPC470233
Intermediate Similarity	0.7399	NPC470203
Intermediate Similarity	0.7386	NPC116961
Intermediate Similarity	0.7341	NPC470204
Intermediate Similarity	0.7299	NPC225018
Intermediate Similarity	0.7257	NPC478182
Intermediate Similarity	0.725	NPC282398
Intermediate Similarity	0.7241	NPC122141
Intermediate Similarity	0.7219	NPC201380
Intermediate Similarity	0.7219	NPC179787
Intermediate Similarity	0.7205	NPC256893
Intermediate Similarity	0.72	NPC478185
Intermediate Similarity	0.7198	NPC16659
Intermediate Similarity	0.7195	NPC251722
Intermediate Similarity	0.7195	NPC314102
Intermediate Similarity	0.7176	NPC321911
Intermediate Similarity	0.7167	NPC317054
Intermediate Similarity	0.716	NPC63545
Intermediate Similarity	0.7159	NPC478184
Intermediate Similarity	0.7152	NPC146373
Intermediate Similarity	0.7152	NPC245244
Intermediate Similarity	0.7152	NPC166424
Intermediate Similarity	0.7151	NPC200214
Intermediate Similarity	0.7151	NPC325903
Intermediate Similarity	0.7143	NPC265710
Intermediate Similarity	0.7135	NPC40070
Intermediate Similarity	0.7127	NPC280852
Intermediate Similarity	0.7125	NPC89490
Intermediate Similarity	0.7118	NPC469811
Intermediate Similarity	0.7118	NPC470111
Intermediate Similarity	0.711	NPC476219
Intermediate Similarity	0.7101	NPC314372
Intermediate Similarity	0.7101	NPC470440
Intermediate Similarity	0.7099	NPC101165
Intermediate Similarity	0.7089	NPC476322
Intermediate Similarity	0.7086	NPC56765
Intermediate Similarity	0.7086	NPC293487
Intermediate Similarity	0.7083	NPC190296
Intermediate Similarity	0.7081	NPC475105
Intermediate Similarity	0.7081	NPC329896
Intermediate Similarity	0.7081	NPC475090
Intermediate Similarity	0.7079	NPC56233
Intermediate Similarity	0.7079	NPC49217
Intermediate Similarity	0.7049	NPC11126
Intermediate Similarity	0.7035	NPC105818
Intermediate Similarity	0.7035	NPC24678
Intermediate Similarity	0.7029	NPC236711
Intermediate Similarity	0.7025	NPC46358
Intermediate Similarity	0.7006	NPC73767
Intermediate Similarity	0.7006	NPC88097
Intermediate Similarity	0.7005	NPC94752
Intermediate Similarity	0.7	NPC194411
Remote Similarity	0.6995	NPC240088
Remote Similarity	0.6995	NPC68354
Remote Similarity	0.6995	NPC473380
Remote Similarity	0.6989	NPC228835
Remote Similarity	0.6989	NPC108011
Remote Similarity	0.6983	NPC478183
Remote Similarity	0.6978	NPC275305
Remote Similarity	0.6978	NPC37423
Remote Similarity	0.6975	NPC476131
Remote Similarity	0.6966	NPC311276
Remote Similarity	0.6966	NPC469813
Remote Similarity	0.6966	NPC476446
Remote Similarity	0.6966	NPC78375
Remote Similarity	0.6964	NPC469780
Remote Similarity	0.6964	NPC469779
Remote Similarity	0.6964	NPC469761
Remote Similarity	0.6964	NPC469784
Remote Similarity	0.6964	NPC469783
Remote Similarity	0.6964	NPC469767
Remote Similarity	0.6964	NPC469768
Remote Similarity	0.6959	NPC143872
Remote Similarity	0.6957	NPC12649
Remote Similarity	0.6954	NPC469760
Remote Similarity	0.6954	NPC469763
Remote Similarity	0.6954	NPC259644
Remote Similarity	0.6954	NPC25008
Remote Similarity	0.6954	NPC73952
Remote Similarity	0.6954	NPC469765
Remote Similarity	0.6954	NPC469786
Remote Similarity	0.6933	NPC69914
Remote Similarity	0.6932	NPC469762
Remote Similarity	0.6932	NPC469897
Remote Similarity	0.6923	NPC161861
Remote Similarity	0.6923	NPC469766
Remote Similarity	0.6919	NPC24864
Remote Similarity	0.6919	NPC471957
Remote Similarity	0.6918	NPC290094
Remote Similarity	0.6914	NPC120070
Remote Similarity	0.6914	NPC211572
Remote Similarity	0.6914	NPC212376
Remote Similarity	0.6914	NPC75540
Remote Similarity	0.6914	NPC80597
Remote Similarity	0.6914	NPC70922
Remote Similarity	0.6906	NPC32534
Remote Similarity	0.6906	NPC91895
Remote Similarity	0.6905	NPC110126
Remote Similarity	0.6905	NPC316811
Remote Similarity	0.6905	NPC315348
Remote Similarity	0.6905	NPC32002
Remote Similarity	0.6901	NPC159856
Remote Similarity	0.6901	NPC204141
Remote Similarity	0.6893	NPC318065
Remote Similarity	0.6893	NPC206819
Remote Similarity	0.6886	NPC84911
Remote Similarity	0.6885	NPC469938
Remote Similarity	0.6882	NPC20144
Remote Similarity	0.6882	NPC307191
Remote Similarity	0.6875	NPC51054
Remote Similarity	0.6875	NPC27740
Remote Similarity	0.6875	NPC469785
Remote Similarity	0.6875	NPC476464
Remote Similarity	0.6872	NPC317105
Remote Similarity	0.6872	NPC90723
Remote Similarity	0.6869	NPC473376
Remote Similarity	0.6868	NPC201634
Remote Similarity	0.6867	NPC198988
Remote Similarity	0.6865	NPC215795
Remote Similarity	0.6865	NPC176199
Remote Similarity	0.6859	NPC240136
Remote Similarity	0.6859	NPC297486
Remote Similarity	0.6859	NPC471402
Remote Similarity	0.6854	NPC44773
Remote Similarity	0.6854	NPC215584
Remote Similarity	0.6852	NPC471313
Remote Similarity	0.6852	NPC471311
Remote Similarity	0.6845	NPC169433
Remote Similarity	0.6842	NPC213629
Remote Similarity	0.6836	NPC286427
Remote Similarity	0.6836	NPC129721
Remote Similarity	0.6828	NPC73994
Remote Similarity	0.6826	NPC261195
Remote Similarity	0.6826	NPC29886
Remote Similarity	0.6826	NPC96102
Remote Similarity	0.6825	NPC62749
Remote Similarity	0.6818	NPC476297
Remote Similarity	0.6815	NPC91958
Remote Similarity	0.6809	NPC467063
Remote Similarity	0.6805	NPC104483
Remote Similarity	0.6798	NPC92796
Remote Similarity	0.6798	NPC41257
Remote Similarity	0.6798	NPC135141
Remote Similarity	0.6796	NPC160105
Remote Similarity	0.6796	NPC474561
Remote Similarity	0.6796	NPC49954
Remote Similarity	0.6792	NPC265605
Remote Similarity	0.6792	NPC182570
Remote Similarity	0.6792	NPC48564
Remote Similarity	0.679	NPC202957
Remote Similarity	0.679	NPC169625
Remote Similarity	0.6789	NPC17059
Remote Similarity	0.6788	NPC82295
Remote Similarity	0.6786	NPC150259
Remote Similarity	0.6786	NPC65408
Remote Similarity	0.6786	NPC313421
Remote Similarity	0.6786	NPC105127
Remote Similarity	0.678	NPC177996
Remote Similarity	0.678	NPC147983
Remote Similarity	0.6778	NPC21174
Remote Similarity	0.6778	NPC40779
Remote Similarity	0.6778	NPC271797
Remote Similarity	0.6776	NPC82331
Remote Similarity	0.6774	NPC248462
Remote Similarity	0.6772	NPC280290
Remote Similarity	0.6771	NPC473763
Remote Similarity	0.6771	NPC117244
Remote Similarity	0.6765	NPC54744
Remote Similarity	0.6758	NPC63751
Remote Similarity	0.6758	NPC317430
Remote Similarity	0.6755	NPC472110
Remote Similarity	0.6755	NPC472109
Remote Similarity	0.6754	NPC175474
Remote Similarity	0.6753	NPC294693
Remote Similarity	0.675	NPC329825
Remote Similarity	0.6743	NPC53947
Remote Similarity	0.6742	NPC193740
Remote Similarity	0.6742	NPC167635
Remote Similarity	0.6739	NPC472123
Remote Similarity	0.6735	NPC265576
Remote Similarity	0.6732	NPC27802
Remote Similarity	0.6726	NPC325252
Remote Similarity	0.6724	NPC477974
Remote Similarity	0.6724	NPC21605
Remote Similarity	0.6722	NPC282231
Remote Similarity	0.6719	NPC231536
Remote Similarity	0.6719	NPC95783
Remote Similarity	0.6717	NPC469308
Remote Similarity	0.6716	NPC6865
Remote Similarity	0.6716	NPC153980
Remote Similarity	0.6714	NPC64216
Remote Similarity	0.6709	NPC143603
Remote Similarity	0.6705	NPC86288
Remote Similarity	0.6705	NPC216713
Remote Similarity	0.6704	NPC221786
Remote Similarity	0.6704	NPC475990
Remote Similarity	0.6704	NPC474880
Remote Similarity	0.6703	NPC297034
Remote Similarity	0.6703	NPC471579

Drug Structure

NPD4024 OpenBabel08211704332D 31 33 0 0 0 0 0 0 0 0999 V2000 6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -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 -3.4641 0.0000 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 -4.3301 -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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 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 3.4641 -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 0.0000 0.0000 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 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 O 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 1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 29 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 15 1 0 0 0 0 5 17 2 0 0 0 0 6 7 2 0 0 0 0 6 14 1 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 25 1 0 0 0 0 9 11 1 0 0 0 0 9 25 1 0 0 0 0 10 26 1 0 0 0 0 11 26 1 0 0 0 0 12 16 2 0 0 0 0 12 22 1 0 0 0 0 13 15 1 0 0 0 0 13 25 1 0 0 0 0 14 22 2 0 0 0 0 15 18 2 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 24 1 0 0 0 0 18 21 1 0 0 0 0 19 23 2 3 0 0 0 19 24 1 0 0 0 0 19 27 1 0 0 0 0 20 26 1 0 0 0 0 20 28 2 0 0 0 0 20 29 1 0 0 0 0 24 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003321; DNCL001822
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11689883
ChEBI
CAS Number

Drug Properties

Molecular Weight	401.19
ALogP	0.9342
MLogP	2.67
XLogP	3.068
HDA	8
HBD	2
Rotatable Bonds	11
TPSA	90.29
RO5 Violation	0