NPASS drugs

Drug Information

Drug ID:	NPD6623
Drug Name:	Delapril
Molecular Formula:	C26H32N2O5
Canonical SMILES:	CCOC(=O)[C@@H](N[C@H](C(=O)N(C1Cc2c(C1)cccc2)CC(=O)O)C)CCc1ccccc1
Standard InCHI:	InChI=1S/C26H32N2O5/c1-3-33-26(32)23(14-13-19-9-5-4-6-10-19)27-18(2)25(31)28(17-24(29)30)22-15-20-11-7-8-12-21(20)16-22/h4-12,18,22-23,27H,3,13-17H2,1-2H3,(H,29,30)/t18-,23-/m0/s1
Standard InCHIKey:	WOUOLAUOZXOLJQ-MBSDFSHPSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6623

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	80
0.1-0.2	591
0.2-0.3	1816
0.3-0.4	8335
0.4-0.5	16521
0.5-0.6	3039
0.6-0.7	386
0.7-0.8	120
0.8-0.85	2
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	0.803	NPC71684
Intermediate Similarity	0.8	NPC136453
Intermediate Similarity	0.7943	NPC132636
Intermediate Similarity	0.7941	NPC105114
Intermediate Similarity	0.7941	NPC152850
Intermediate Similarity	0.7941	NPC71933
Intermediate Similarity	0.7941	NPC89923
Intermediate Similarity	0.7941	NPC239990
Intermediate Similarity	0.7902	NPC161069
Intermediate Similarity	0.7793	NPC209509
Intermediate Similarity	0.777	NPC157311
Intermediate Similarity	0.7714	NPC8761
Intermediate Similarity	0.7714	NPC44805
Intermediate Similarity	0.7687	NPC138775
Intermediate Similarity	0.7622	NPC127741
Intermediate Similarity	0.7619	NPC67043
Intermediate Similarity	0.7594	NPC470545
Intermediate Similarity	0.7586	NPC263493
Intermediate Similarity	0.7586	NPC269398
Intermediate Similarity	0.755	NPC122590
Intermediate Similarity	0.7537	NPC470546
Intermediate Similarity	0.7519	NPC470544
Intermediate Similarity	0.75	NPC473322
Intermediate Similarity	0.75	NPC111428
Intermediate Similarity	0.75	NPC262077
Intermediate Similarity	0.7482	NPC477937
Intermediate Similarity	0.7465	NPC246913
Intermediate Similarity	0.7464	NPC222466
Intermediate Similarity	0.7448	NPC92784
Intermediate Similarity	0.7448	NPC470884
Intermediate Similarity	0.7448	NPC476133
Intermediate Similarity	0.7448	NPC98424
Intermediate Similarity	0.7448	NPC178662
Intermediate Similarity	0.7432	NPC5620
Intermediate Similarity	0.7432	NPC315266
Intermediate Similarity	0.7415	NPC139326
Intermediate Similarity	0.741	NPC101719
Intermediate Similarity	0.74	NPC105717
Intermediate Similarity	0.7397	NPC163392
Intermediate Similarity	0.7397	NPC239762
Intermediate Similarity	0.7379	NPC471264
Intermediate Similarity	0.7379	NPC471265
Intermediate Similarity	0.7379	NPC68865
Intermediate Similarity	0.7372	NPC471527
Intermediate Similarity	0.7365	NPC476978
Intermediate Similarity	0.7365	NPC52748
Intermediate Similarity	0.7351	NPC2501
Intermediate Similarity	0.7344	NPC473418
Intermediate Similarity	0.7338	NPC469903
Intermediate Similarity	0.7328	NPC319579
Intermediate Similarity	0.732	NPC473341
Intermediate Similarity	0.7303	NPC7817
Intermediate Similarity	0.7303	NPC475168
Intermediate Similarity	0.7297	NPC57976
Intermediate Similarity	0.7285	NPC471821
Intermediate Similarity	0.7285	NPC471820
Intermediate Similarity	0.728	NPC322598
Intermediate Similarity	0.7273	NPC255447
Intermediate Similarity	0.7266	NPC35996
Intermediate Similarity	0.7266	NPC6975
Intermediate Similarity	0.726	NPC478140
Intermediate Similarity	0.7248	NPC315283
Intermediate Similarity	0.7248	NPC314388
Intermediate Similarity	0.7239	NPC33742
Intermediate Similarity	0.7237	NPC129666
Intermediate Similarity	0.7222	NPC246079
Intermediate Similarity	0.7219	NPC329761
Intermediate Similarity	0.7219	NPC225648
Intermediate Similarity	0.7219	NPC145113
Intermediate Similarity	0.7218	NPC474584
Intermediate Similarity	0.7208	NPC286551
Intermediate Similarity	0.72	NPC316008
Intermediate Similarity	0.72	NPC313867
Intermediate Similarity	0.7197	NPC1390
Intermediate Similarity	0.7197	NPC62104
Intermediate Similarity	0.7185	NPC197470
Intermediate Similarity	0.7181	NPC197682
Intermediate Similarity	0.7174	NPC200964
Intermediate Similarity	0.7164	NPC35850
Intermediate Similarity	0.7164	NPC276949
Intermediate Similarity	0.7162	NPC307357
Intermediate Similarity	0.7162	NPC268841
Intermediate Similarity	0.7162	NPC46098
Intermediate Similarity	0.7161	NPC470902
Intermediate Similarity	0.7152	NPC314358
Intermediate Similarity	0.7152	NPC469902
Intermediate Similarity	0.7134	NPC197743
Intermediate Similarity	0.7134	NPC297145
Intermediate Similarity	0.7134	NPC324850
Intermediate Similarity	0.7123	NPC248283
Intermediate Similarity	0.7122	NPC202521
Intermediate Similarity	0.7114	NPC469426
Intermediate Similarity	0.7114	NPC168113
Intermediate Similarity	0.7114	NPC469427
Intermediate Similarity	0.7107	NPC73644
Intermediate Similarity	0.7105	NPC135121
Intermediate Similarity	0.7092	NPC22746
Intermediate Similarity	0.7086	NPC201244
Intermediate Similarity	0.7086	NPC477217
Intermediate Similarity	0.7083	NPC200589
Intermediate Similarity	0.708	NPC169328
Intermediate Similarity	0.7067	NPC176226
Intermediate Similarity	0.7063	NPC122493
Intermediate Similarity	0.7063	NPC324569
Intermediate Similarity	0.7063	NPC293628
Intermediate Similarity	0.7063	NPC10781
Intermediate Similarity	0.705	NPC476990
Intermediate Similarity	0.7044	NPC469243
Intermediate Similarity	0.7044	NPC475544
Intermediate Similarity	0.7039	NPC314114
Intermediate Similarity	0.7034	NPC130309
Intermediate Similarity	0.7029	NPC220698
Intermediate Similarity	0.7029	NPC310467
Intermediate Similarity	0.7019	NPC22883
Intermediate Similarity	0.7019	NPC210377
Intermediate Similarity	0.7019	NPC63931
Intermediate Similarity	0.7019	NPC217804
Intermediate Similarity	0.7019	NPC5719
Intermediate Similarity	0.7007	NPC315276
Intermediate Similarity	0.7007	NPC474473
Intermediate Similarity	0.7007	NPC285926
Intermediate Similarity	0.7007	NPC14672
Remote Similarity	0.698	NPC77992
Remote Similarity	0.6975	NPC290755
Remote Similarity	0.6975	NPC304074
Remote Similarity	0.6975	NPC471771
Remote Similarity	0.6975	NPC15068
Remote Similarity	0.6959	NPC314835
Remote Similarity	0.6957	NPC471051
Remote Similarity	0.6957	NPC471052
Remote Similarity	0.6957	NPC471053
Remote Similarity	0.6954	NPC77905
Remote Similarity	0.695	NPC252878
Remote Similarity	0.6948	NPC240848
Remote Similarity	0.6944	NPC319766
Remote Similarity	0.6933	NPC63040
Remote Similarity	0.6933	NPC476259
Remote Similarity	0.6928	NPC477462
Remote Similarity	0.6923	NPC162104
Remote Similarity	0.6923	NPC474847
Remote Similarity	0.6923	NPC164859
Remote Similarity	0.6923	NPC4974
Remote Similarity	0.6914	NPC223207
Remote Similarity	0.6906	NPC314992
Remote Similarity	0.6901	NPC46427
Remote Similarity	0.6901	NPC474082
Remote Similarity	0.6901	NPC175726
Remote Similarity	0.6894	NPC327481
Remote Similarity	0.6892	NPC141050
Remote Similarity	0.689	NPC469904
Remote Similarity	0.6889	NPC329011
Remote Similarity	0.6884	NPC239357
Remote Similarity	0.6883	NPC311658
Remote Similarity	0.6871	NPC257390
Remote Similarity	0.6867	NPC306804
Remote Similarity	0.6849	NPC69496
Remote Similarity	0.6846	NPC474787
Remote Similarity	0.6846	NPC9687
Remote Similarity	0.6846	NPC90194
Remote Similarity	0.6846	NPC475318
Remote Similarity	0.6846	NPC49577
Remote Similarity	0.6846	NPC474855
Remote Similarity	0.6846	NPC293377
Remote Similarity	0.6846	NPC76785
Remote Similarity	0.6846	NPC476102
Remote Similarity	0.6846	NPC118099
Remote Similarity	0.6846	NPC79465
Remote Similarity	0.6846	NPC260045
Remote Similarity	0.6846	NPC474811
Remote Similarity	0.6846	NPC475598
Remote Similarity	0.6846	NPC151706
Remote Similarity	0.6846	NPC273907
Remote Similarity	0.6842	NPC468984
Remote Similarity	0.6835	NPC473002
Remote Similarity	0.6832	NPC469901
Remote Similarity	0.6832	NPC473003
Remote Similarity	0.6831	NPC291027
Remote Similarity	0.6831	NPC213126
Remote Similarity	0.6831	NPC317474
Remote Similarity	0.6831	NPC84281
Remote Similarity	0.6831	NPC169485
Remote Similarity	0.6824	NPC245836
Remote Similarity	0.6824	NPC233910
Remote Similarity	0.6818	NPC81026
Remote Similarity	0.6818	NPC476198
Remote Similarity	0.6809	NPC80150
Remote Similarity	0.6809	NPC190663
Remote Similarity	0.6809	NPC477061
Remote Similarity	0.6809	NPC45777
Remote Similarity	0.6809	NPC302169
Remote Similarity	0.6807	NPC89831
Remote Similarity	0.6792	NPC473580
Remote Similarity	0.6786	NPC475427
Remote Similarity	0.6786	NPC237420
Remote Similarity	0.6781	NPC469666
Remote Similarity	0.6781	NPC40488
Remote Similarity	0.6766	NPC137627
Remote Similarity	0.6763	NPC2265
Remote Similarity	0.6753	NPC322878
Remote Similarity	0.6753	NPC266741

Drug Structure

NPD6623 OpenBabel08211710072D 35 37 0 0 1 0 0 0 0 0999 V2000 7.0388 3.8301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0388 3.8301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5388 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5388 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0388 -1.3660 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5388 -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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0388 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0388 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0388 0.3660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.5388 -0.5000 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 1.2321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5388 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0388 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0388 2.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5388 1.2321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0388 -3.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 1.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0388 2.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 2.9641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0388 2.0981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 -3.9641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 3 33 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 19 2 0 0 0 0 10 19 1 0 0 0 0 11 20 2 0 0 0 0 12 21 2 0 0 0 0 13 14 1 0 0 0 0 13 19 1 0 0 0 0 15 20 1 0 0 0 0 15 22 1 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 17 24 1 0 0 0 0 17 28 1 0 0 0 0 18 2 1 1 0 0 0 18 25 1 0 0 0 0 18 27 1 0 0 0 0 20 21 1 0 0 0 0 22 28 1 0 0 0 0 23 14 1 6 0 0 0 23 26 1 0 0 0 0 23 27 1 0 0 0 0 24 29 2 0 0 0 0 24 30 1 0 0 0 0 25 28 1 0 0 0 0 25 31 2 0 0 0 0 26 32 2 0 0 0 0 26 33 1 0 0 0 0 27 34 1 0 0 0 0 30 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001470
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5362116
ChEBI
CAS Number

Drug Properties

Molecular Weight	452.23
ALogP	-1.6493
MLogP	3.55
XLogP	6.883
HDA	7
HBD	2
Rotatable Bonds	16
TPSA	95.94
RO5 Violation	2