NPASS drugs

Drug Information

Drug ID:	NPD4794
Drug Name:	ceronapril
Molecular Formula:	C21H33N2O6P
Canonical SMILES:	NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)OP(=O)(CCCCc1ccccc1)O
Standard InCHI:	InChI=1S/C21H33N2O6P/c22-14-6-4-13-19(20(24)23-15-8-12-18(23)21(25)26)29-30(27,28)16-7-5-11-17-9-2-1-3-10-17/h1-3,9-10,18-19H,4-8,11-16,22H2,(H,25,26)(H,27,28)/t18-,19-/m0/s1
Standard InCHIKey:	IFYLTXNCFVRALQ-OALUTQOASA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4794

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	84
0.1-0.2	578
0.2-0.3	3015
0.3-0.4	16296
0.4-0.5	9334
0.5-0.6	1242
0.6-0.7	275
0.7-0.8	66
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	0.773	NPC92784
Intermediate Similarity	0.773	NPC470884
Intermediate Similarity	0.773	NPC476133
Intermediate Similarity	0.773	NPC178662
Intermediate Similarity	0.773	NPC98424
Intermediate Similarity	0.7708	NPC315266
Intermediate Similarity	0.7671	NPC471820
Intermediate Similarity	0.7671	NPC471821
Intermediate Similarity	0.7639	NPC52748
Intermediate Similarity	0.7535	NPC471265
Intermediate Similarity	0.7535	NPC471264
Intermediate Similarity	0.75	NPC269398
Intermediate Similarity	0.75	NPC263493
Intermediate Similarity	0.7466	NPC5620
Intermediate Similarity	0.7466	NPC209509
Intermediate Similarity	0.7432	NPC240848
Intermediate Similarity	0.7394	NPC248283
Intermediate Similarity	0.7383	NPC2501
Intermediate Similarity	0.7333	NPC200964
Intermediate Similarity	0.7299	NPC474082
Intermediate Similarity	0.7299	NPC175726
Intermediate Similarity	0.7299	NPC6975
Intermediate Similarity	0.7297	NPC262077
Intermediate Similarity	0.7273	NPC297145
Intermediate Similarity	0.7273	NPC197743
Intermediate Similarity	0.7267	NPC129666
Intermediate Similarity	0.7266	NPC136453
Intermediate Similarity	0.7248	NPC329761
Intermediate Similarity	0.7248	NPC145113
Intermediate Similarity	0.7248	NPC225648
Intermediate Similarity	0.7237	NPC122590
Intermediate Similarity	0.7226	NPC252878
Intermediate Similarity	0.7214	NPC89923
Intermediate Similarity	0.7214	NPC239990
Intermediate Similarity	0.7214	NPC152850
Intermediate Similarity	0.7214	NPC105114
Intermediate Similarity	0.7214	NPC71933
Intermediate Similarity	0.7211	NPC161069
Intermediate Similarity	0.7183	NPC130309
Intermediate Similarity	0.7179	NPC469901
Intermediate Similarity	0.7174	NPC46427
Intermediate Similarity	0.7164	NPC14672
Intermediate Similarity	0.7164	NPC285926
Intermediate Similarity	0.7164	NPC315276
Intermediate Similarity	0.7162	NPC476978
Intermediate Similarity	0.7153	NPC202521
Intermediate Similarity	0.7109	NPC67043
Intermediate Similarity	0.7105	NPC7817
Intermediate Similarity	0.7105	NPC475168
Intermediate Similarity	0.7095	NPC77905
Intermediate Similarity	0.708	NPC476990
Intermediate Similarity	0.7075	NPC239762
Intermediate Similarity	0.7075	NPC163392
Intermediate Similarity	0.7063	NPC157311
Intermediate Similarity	0.7059	NPC162104
Intermediate Similarity	0.7055	NPC68865
Intermediate Similarity	0.7047	NPC315283
Intermediate Similarity	0.7047	NPC314388
Intermediate Similarity	0.7034	NPC141050
Intermediate Similarity	0.7029	NPC71684
Intermediate Similarity	0.702	NPC138775
Intermediate Similarity	0.7014	NPC8761
Intermediate Similarity	0.7014	NPC44805
Intermediate Similarity	0.7013	NPC473341
Intermediate Similarity	0.7	NPC316008
Intermediate Similarity	0.7	NPC313867
Remote Similarity	0.698	NPC139326
Remote Similarity	0.6968	NPC470902
Remote Similarity	0.6966	NPC287401
Remote Similarity	0.6959	NPC46098
Remote Similarity	0.6959	NPC307357
Remote Similarity	0.6959	NPC268841
Remote Similarity	0.6954	NPC314358
Remote Similarity	0.6943	NPC324850
Remote Similarity	0.6923	NPC473322
Remote Similarity	0.6908	NPC311658
Remote Similarity	0.6892	NPC132636
Remote Similarity	0.6889	NPC33742
Remote Similarity	0.6879	NPC222466
Remote Similarity	0.6875	NPC200589
Remote Similarity	0.6871	NPC475598
Remote Similarity	0.6871	NPC474855
Remote Similarity	0.6871	NPC293377
Remote Similarity	0.6871	NPC273907
Remote Similarity	0.6871	NPC76785
Remote Similarity	0.6871	NPC151706
Remote Similarity	0.6871	NPC9687
Remote Similarity	0.6871	NPC475318
Remote Similarity	0.6871	NPC49577
Remote Similarity	0.6871	NPC260045
Remote Similarity	0.6871	NPC79465
Remote Similarity	0.6871	NPC474811
Remote Similarity	0.6871	NPC474787
Remote Similarity	0.6871	NPC118099
Remote Similarity	0.6871	NPC90194
Remote Similarity	0.6871	NPC314835
Remote Similarity	0.6871	NPC476102
Remote Similarity	0.6866	NPC474584
Remote Similarity	0.6839	NPC300443
Remote Similarity	0.6832	NPC63931
Remote Similarity	0.6831	NPC474847
Remote Similarity	0.6831	NPC101719
Remote Similarity	0.6828	NPC255447
Remote Similarity	0.6825	NPC324569
Remote Similarity	0.6825	NPC293628
Remote Similarity	0.6825	NPC122493
Remote Similarity	0.6825	NPC10781
Remote Similarity	0.6824	NPC127741
Remote Similarity	0.6815	NPC276949
Remote Similarity	0.6815	NPC469903
Remote Similarity	0.6815	NPC35850
Remote Similarity	0.6812	NPC314992
Remote Similarity	0.681	NPC473000
Remote Similarity	0.6806	NPC111428
Remote Similarity	0.6792	NPC62104
Remote Similarity	0.6792	NPC469898
Remote Similarity	0.6792	NPC1390
Remote Similarity	0.6788	NPC239357
Remote Similarity	0.6772	NPC322598
Remote Similarity	0.6755	NPC197682
Remote Similarity	0.675	NPC469902
Remote Similarity	0.675	NPC471527
Remote Similarity	0.6739	NPC470545
Remote Similarity	0.6736	NPC319766
Remote Similarity	0.6733	NPC476259
Remote Similarity	0.6716	NPC319579
Remote Similarity	0.6707	NPC469900
Remote Similarity	0.6692	NPC164859
Remote Similarity	0.6691	NPC470546
Remote Similarity	0.669	NPC35996
Remote Similarity	0.6689	NPC168113
Remote Similarity	0.6687	NPC24617
Remote Similarity	0.6667	NPC322878
Remote Similarity	0.6667	NPC329011
Remote Similarity	0.6667	NPC477217
Remote Similarity	0.6667	NPC477937
Remote Similarity	0.6667	NPC326079
Remote Similarity	0.6667	NPC246079
Remote Similarity	0.6667	NPC470544
Remote Similarity	0.6667	NPC89489
Remote Similarity	0.6667	NPC2265
Remote Similarity	0.6667	NPC201244
Remote Similarity	0.6667	NPC327481
Remote Similarity	0.6667	NPC65310
Remote Similarity	0.6646	NPC114806
Remote Similarity	0.6646	NPC473002
Remote Similarity	0.6645	NPC105717
Remote Similarity	0.6645	NPC176226
Remote Similarity	0.6645	NPC468984
Remote Similarity	0.6645	NPC57976
Remote Similarity	0.6644	NPC300315
Remote Similarity	0.6644	NPC69496
Remote Similarity	0.6643	NPC22746
Remote Similarity	0.6626	NPC22883
Remote Similarity	0.6626	NPC5719
Remote Similarity	0.6626	NPC217804
Remote Similarity	0.6626	NPC210377
Remote Similarity	0.662	NPC169485
Remote Similarity	0.662	NPC291027
Remote Similarity	0.662	NPC84281
Remote Similarity	0.662	NPC317474
Remote Similarity	0.662	NPC213126
Remote Similarity	0.6619	NPC169328
Remote Similarity	0.6603	NPC283783
Remote Similarity	0.6597	NPC477248
Remote Similarity	0.6597	NPC477249
Remote Similarity	0.6594	NPC197470
Remote Similarity	0.6585	NPC15068
Remote Similarity	0.6581	NPC135121
Remote Similarity	0.6579	NPC469427
Remote Similarity	0.6579	NPC469426
Remote Similarity	0.6575	NPC213969
Remote Similarity	0.6575	NPC469666
Remote Similarity	0.6575	NPC165726
Remote Similarity	0.6571	NPC310467
Remote Similarity	0.6566	NPC475204
Remote Similarity	0.6566	NPC475123
Remote Similarity	0.6558	NPC471680
Remote Similarity	0.6545	NPC63040
Remote Similarity	0.651	NPC245836
Remote Similarity	0.651	NPC233910
Remote Similarity	0.6506	NPC469904
Remote Similarity	0.65	NPC476268
Remote Similarity	0.649	NPC43755
Remote Similarity	0.6488	NPC285622
Remote Similarity	0.6478	NPC286551
Remote Similarity	0.6478	NPC262166
Remote Similarity	0.6475	NPC101139
Remote Similarity	0.6467	NPC46009
Remote Similarity	0.6466	NPC473418
Remote Similarity	0.6463	NPC311753
Remote Similarity	0.6454	NPC237420
Remote Similarity	0.645	NPC477462
Remote Similarity	0.6442	NPC473003
Remote Similarity	0.6437	NPC299806
Remote Similarity	0.6429	NPC251439
Remote Similarity	0.6429	NPC89831
Remote Similarity	0.6407	NPC280022
Remote Similarity	0.6402	NPC73655
Remote Similarity	0.6398	NPC473580

Drug Structure

NPD4794 OpenBabel08211705272D 34 35 0 0 1 0 0 0 0 0999 V2000 -6.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -1.0933 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 1 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 3.7195 -0.1151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -5.5000 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 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9764 0.5540 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6706 0.1939 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8785 1.1720 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 9 1 0 0 0 0 3 10 2 0 0 0 0 4 6 1 0 0 0 0 4 13 1 0 0 0 0 5 7 1 0 0 0 0 5 11 1 0 0 0 0 6 14 1 0 0 0 0 7 16 1 0 0 0 0 8 12 1 0 0 0 0 8 15 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 16 30 1 0 0 0 0 18 21 1 6 0 0 0 18 23 1 0 0 0 0 19 13 1 6 0 0 0 19 20 1 0 0 0 0 19 29 1 0 0 0 0 20 23 1 0 0 0 0 20 24 2 0 0 0 0 21 25 2 0 0 0 0 21 26 1 0 0 0 0 22 31 1 0 0 0 0 22 32 1 0 0 0 0 26 33 1 0 0 0 0 27 30 1 0 0 0 0 27 34 1 0 0 0 0 28 30 2 0 0 0 0 29 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001274
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	440.21
ALogP	-4.981
MLogP	2.78
XLogP	1.568
HDA	8
HBD	3
Rotatable Bonds	17
TPSA	139.97
RO5 Violation	1