NPASS drugs

Drug Information

Drug ID:	NPD4958
Drug Name:
Molecular Formula:	C22H22N4O5
Canonical SMILES:	COc1cnc(c2c1c(c[nH]2)C(=O)C(=O)N1CCN(CC1)C(=O)c1ccccc1)OC
Standard InCHI:	InChI=1S/C22H22N4O5/c1-30-16-13-24-20(31-2)18-17(16)15(12-23-18)19(27)22(29)26-10-8-25(9-11-26)21(28)14-6-4-3-5-7-14/h3-7,12-13,23H,8-11H2,1-2H3
Standard InCHIKey:	DBPMWRYLTBNCCE-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4958

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	428
0.1-0.2	3556
0.2-0.3	9002
0.3-0.4	6952
0.4-0.5	7876
0.5-0.6	1789
0.6-0.7	1135
0.7-0.8	142
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	0.8465	NPC148889
Intermediate Similarity	0.827	NPC53534
Intermediate Similarity	0.814	NPC152620
Intermediate Similarity	0.8117	NPC323969
Intermediate Similarity	0.8079	NPC196718
Intermediate Similarity	0.806	NPC101350
Intermediate Similarity	0.8035	NPC260434
Intermediate Similarity	0.8017	NPC235685
Intermediate Similarity	0.8009	NPC122436
Intermediate Similarity	0.8	NPC102593
Intermediate Similarity	0.7911	NPC288987
Intermediate Similarity	0.786	NPC258048
Intermediate Similarity	0.7854	NPC182222
Intermediate Similarity	0.7783	NPC287208
Intermediate Similarity	0.7759	NPC26543
Intermediate Similarity	0.766	NPC141053
Intermediate Similarity	0.7645	NPC63971
Intermediate Similarity	0.7645	NPC91868
Intermediate Similarity	0.7626	NPC19872
Intermediate Similarity	0.7597	NPC478078
Intermediate Similarity	0.7595	NPC477549
Intermediate Similarity	0.7577	NPC477979
Intermediate Similarity	0.7576	NPC216612
Intermediate Similarity	0.7566	NPC26679
Intermediate Similarity	0.7564	NPC66777
Intermediate Similarity	0.7564	NPC314954
Intermediate Similarity	0.7545	NPC266249
Intermediate Similarity	0.7544	NPC322064
Intermediate Similarity	0.7532	NPC60621
Intermediate Similarity	0.7521	NPC257851
Intermediate Similarity	0.7511	NPC27041
Intermediate Similarity	0.7511	NPC305984
Intermediate Similarity	0.7511	NPC329631
Intermediate Similarity	0.7511	NPC185782
Intermediate Similarity	0.749	NPC240384
Intermediate Similarity	0.7489	NPC118940
Intermediate Similarity	0.7489	NPC194740
Intermediate Similarity	0.7478	NPC123839
Intermediate Similarity	0.7468	NPC207686
Intermediate Similarity	0.7434	NPC174672
Intermediate Similarity	0.7415	NPC471762
Intermediate Similarity	0.7398	NPC165964
Intermediate Similarity	0.7395	NPC469554
Intermediate Similarity	0.7395	NPC49547
Intermediate Similarity	0.7391	NPC148183
Intermediate Similarity	0.7391	NPC152768
Intermediate Similarity	0.7388	NPC161801
Intermediate Similarity	0.7373	NPC157931
Intermediate Similarity	0.7371	NPC269270
Intermediate Similarity	0.7366	NPC476138
Intermediate Similarity	0.7366	NPC245816
Intermediate Similarity	0.7357	NPC174758
Intermediate Similarity	0.7344	NPC184680
Intermediate Similarity	0.7339	NPC14686
Intermediate Similarity	0.7336	NPC142385
Intermediate Similarity	0.7333	NPC472259
Intermediate Similarity	0.7333	NPC132539
Intermediate Similarity	0.733	NPC267928
Intermediate Similarity	0.7322	NPC101543
Intermediate Similarity	0.7319	NPC229893
Intermediate Similarity	0.7316	NPC8022
Intermediate Similarity	0.7316	NPC470799
Intermediate Similarity	0.7314	NPC470785
Intermediate Similarity	0.7313	NPC82548
Intermediate Similarity	0.7296	NPC168209
Intermediate Similarity	0.7295	NPC72905
Intermediate Similarity	0.729	NPC196449
Intermediate Similarity	0.729	NPC314222
Intermediate Similarity	0.7289	NPC317701
Intermediate Similarity	0.7265	NPC276657
Intermediate Similarity	0.7265	NPC103361
Intermediate Similarity	0.7261	NPC39370
Intermediate Similarity	0.7249	NPC167860
Intermediate Similarity	0.7249	NPC123976
Intermediate Similarity	0.7246	NPC322482
Intermediate Similarity	0.7243	NPC470784
Intermediate Similarity	0.7229	NPC137353
Intermediate Similarity	0.7229	NPC476287
Intermediate Similarity	0.7227	NPC186351
Intermediate Similarity	0.7227	NPC74575
Intermediate Similarity	0.7218	NPC270515
Intermediate Similarity	0.7215	NPC21638
Intermediate Similarity	0.7211	NPC472435
Intermediate Similarity	0.7207	NPC102592
Intermediate Similarity	0.7207	NPC79356
Intermediate Similarity	0.7203	NPC175150
Intermediate Similarity	0.7203	NPC243633
Intermediate Similarity	0.7202	NPC15801
Intermediate Similarity	0.72	NPC232727
Intermediate Similarity	0.7198	NPC146976
Intermediate Similarity	0.7197	NPC311906
Intermediate Similarity	0.7195	NPC316224
Intermediate Similarity	0.7191	NPC472099
Intermediate Similarity	0.7185	NPC470018
Intermediate Similarity	0.7179	NPC303658
Intermediate Similarity	0.7178	NPC473186
Intermediate Similarity	0.7171	NPC244543
Intermediate Similarity	0.7167	NPC274982
Intermediate Similarity	0.7166	NPC208522
Intermediate Similarity	0.7156	NPC176538
Intermediate Similarity	0.7155	NPC236668
Intermediate Similarity	0.7155	NPC221100
Intermediate Similarity	0.7155	NPC234078
Intermediate Similarity	0.7149	NPC193267
Intermediate Similarity	0.7149	NPC472064
Intermediate Similarity	0.7149	NPC74360
Intermediate Similarity	0.7149	NPC213530
Intermediate Similarity	0.7137	NPC178858
Intermediate Similarity	0.7126	NPC75179
Intermediate Similarity	0.7126	NPC472436
Intermediate Similarity	0.7119	NPC253675
Intermediate Similarity	0.7117	NPC84853
Intermediate Similarity	0.7117	NPC198673
Intermediate Similarity	0.7115	NPC478083
Intermediate Similarity	0.7113	NPC24370
Intermediate Similarity	0.7113	NPC319232
Intermediate Similarity	0.7112	NPC110182
Intermediate Similarity	0.7107	NPC200553
Intermediate Similarity	0.7107	NPC279189
Intermediate Similarity	0.7097	NPC472434
Intermediate Similarity	0.7094	NPC36405
Intermediate Similarity	0.7093	NPC472069
Intermediate Similarity	0.7093	NPC472062
Intermediate Similarity	0.7093	NPC472063
Intermediate Similarity	0.7085	NPC135950
Intermediate Similarity	0.7082	NPC132385
Intermediate Similarity	0.7082	NPC39500
Intermediate Similarity	0.7076	NPC315804
Intermediate Similarity	0.7076	NPC313804
Intermediate Similarity	0.7075	NPC303374
Intermediate Similarity	0.7069	NPC146418
Intermediate Similarity	0.7067	NPC168911
Intermediate Similarity	0.7066	NPC474688
Intermediate Similarity	0.7064	NPC312645
Intermediate Similarity	0.7059	NPC74619
Intermediate Similarity	0.7059	NPC324091
Intermediate Similarity	0.7056	NPC472070
Intermediate Similarity	0.7039	NPC264176
Intermediate Similarity	0.7035	NPC187558
Intermediate Similarity	0.7035	NPC284338
Intermediate Similarity	0.7035	NPC81535
Intermediate Similarity	0.7034	NPC131885
Intermediate Similarity	0.7032	NPC311282
Intermediate Similarity	0.7027	NPC138370
Intermediate Similarity	0.7026	NPC470020
Intermediate Similarity	0.7025	NPC326363
Intermediate Similarity	0.702	NPC162002
Intermediate Similarity	0.7017	NPC310118
Intermediate Similarity	0.7009	NPC89508
Intermediate Similarity	0.7008	NPC172222
Intermediate Similarity	0.7008	NPC323752
Intermediate Similarity	0.7004	NPC208084
Remote Similarity	0.6996	NPC187501
Remote Similarity	0.6992	NPC472061
Remote Similarity	0.6991	NPC239954
Remote Similarity	0.6987	NPC144452
Remote Similarity	0.6987	NPC220851
Remote Similarity	0.6986	NPC477003
Remote Similarity	0.6982	NPC469489
Remote Similarity	0.698	NPC325976
Remote Similarity	0.698	NPC174489
Remote Similarity	0.697	NPC270918
Remote Similarity	0.6966	NPC219087
Remote Similarity	0.6966	NPC472098
Remote Similarity	0.6964	NPC473821
Remote Similarity	0.6962	NPC184408
Remote Similarity	0.696	NPC78609
Remote Similarity	0.696	NPC123395
Remote Similarity	0.6957	NPC285558
Remote Similarity	0.6951	NPC476460
Remote Similarity	0.6948	NPC473312
Remote Similarity	0.6947	NPC74153
Remote Similarity	0.6947	NPC106824
Remote Similarity	0.6943	NPC295898
Remote Similarity	0.6943	NPC57398
Remote Similarity	0.6942	NPC476491
Remote Similarity	0.6942	NPC110151
Remote Similarity	0.694	NPC171787
Remote Similarity	0.6933	NPC93390
Remote Similarity	0.6926	NPC472065
Remote Similarity	0.6926	NPC238457
Remote Similarity	0.6923	NPC26641
Remote Similarity	0.6923	NPC470022
Remote Similarity	0.6923	NPC184225
Remote Similarity	0.692	NPC472285
Remote Similarity	0.6914	NPC246381
Remote Similarity	0.6914	NPC274640
Remote Similarity	0.6911	NPC97902
Remote Similarity	0.691	NPC61038
Remote Similarity	0.6908	NPC475844
Remote Similarity	0.6907	NPC50562
Remote Similarity	0.6904	NPC225279
Remote Similarity	0.6897	NPC321428
Remote Similarity	0.6897	NPC183777
Remote Similarity	0.6895	NPC474183
Remote Similarity	0.6895	NPC161887
Remote Similarity	0.6895	NPC191415
Remote Similarity	0.6891	NPC264285
Remote Similarity	0.689	NPC473800
Remote Similarity	0.6889	NPC326422

Drug Structure

NPD4958 OpenBabel08211706322D 32 35 0 0 0 0 0 0 0 0999 V2000 0.9271 -2.8532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2653 1.3669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4774 1.4259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6114 0.9259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3434 0.9259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6114 -0.0741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3434 -0.0741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7454 -1.5741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6114 -3.0741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8793 -2.0741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7454 -3.5741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9563 -1.4863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4774 -0.5741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1473 -2.0741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3601 -1.6942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3383 -1.4863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6473 -0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1473 -3.0741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4774 -1.5741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0133 -3.5741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6473 -0.5352 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.6114 -2.0741 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.8793 -3.0741 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2813 -3.5741 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.3434 -2.0741 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0133 -4.5741 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0511 -2.6453 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 1.1590 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2351 0.2738 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 31 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 14 2 0 0 0 0 7 14 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 15 2 0 0 0 0 12 23 1 0 0 0 0 13 16 2 0 0 0 0 13 24 1 0 0 0 0 14 21 1 0 0 0 0 15 17 1 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 30 1 0 0 0 0 17 18 2 0 0 0 0 18 20 1 0 0 0 0 18 23 1 0 0 0 0 19 22 1 0 0 0 0 19 27 2 0 0 0 0 20 24 2 0 0 0 0 20 31 1 0 0 0 0 21 25 1 0 0 0 0 21 28 2 0 0 0 0 22 26 1 0 0 0 0 22 29 2 0 0 0 0 23 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001105
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	507806
ChEBI
CAS Number

Drug Properties

Molecular Weight	422.16
ALogP	-2.011
MLogP	2.89
XLogP	1.885
HDA	7
HBD	1
Rotatable Bonds	9
TPSA	104.83
RO5 Violation	0