NPASS drugs

Drug Information

Drug ID:	NPD5322
Drug Name:
Molecular Formula:	C22H32N4O4
Canonical SMILES:	OC(=O)C[C@@H](c1cccnc1)N=C([C@@H]1CCCN(C1)C(=O)CCC1CCNCC1)O
Standard InCHI:	InChI=1S/C22H32N4O4/c27-20(6-5-16-7-10-23-11-8-16)26-12-2-4-18(15-26)22(30)25-19(13-21(28)29)17-3-1-9-24-14-17/h1,3,9,14,16,18-19,23H,2,4-8,10-13,15H2,(H,25,30)(H,28,29)/t18-,19+/m1/s1
Standard InCHIKey:	ABNXKGFLZFSILK-MOPGFXCFSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5322

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	212
0.1-0.2	1575
0.2-0.3	10030
0.3-0.4	13786
0.4-0.5	2284
0.5-0.6	1817
0.6-0.7	1081
0.7-0.8	105
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	0.7593	NPC65408
Intermediate Similarity	0.7566	NPC293917
Intermediate Similarity	0.7552	NPC473376
Intermediate Similarity	0.7528	NPC110500
Intermediate Similarity	0.7528	NPC203468
Intermediate Similarity	0.7528	NPC149155
Intermediate Similarity	0.75	NPC283219
Intermediate Similarity	0.75	NPC78020
Intermediate Similarity	0.75	NPC248462
Intermediate Similarity	0.7486	NPC267885
Intermediate Similarity	0.7473	NPC117244
Intermediate Similarity	0.7473	NPC473763
Intermediate Similarity	0.7468	NPC471311
Intermediate Similarity	0.7468	NPC471313
Intermediate Similarity	0.7459	NPC213629
Intermediate Similarity	0.7459	NPC321708
Intermediate Similarity	0.7453	NPC322488
Intermediate Similarity	0.745	NPC281049
Intermediate Similarity	0.7446	NPC94752
Intermediate Similarity	0.7446	NPC235684
Intermediate Similarity	0.7432	NPC228835
Intermediate Similarity	0.743	NPC469938
Intermediate Similarity	0.7429	NPC78375
Intermediate Similarity	0.7429	NPC469813
Intermediate Similarity	0.7429	NPC476446
Intermediate Similarity	0.7405	NPC17059
Intermediate Similarity	0.7403	NPC248041
Intermediate Similarity	0.7403	NPC126709
Intermediate Similarity	0.7398	NPC478158
Intermediate Similarity	0.7374	NPC477976
Intermediate Similarity	0.7374	NPC75634
Intermediate Similarity	0.7348	NPC14113
Intermediate Similarity	0.7348	NPC84827
Intermediate Similarity	0.7348	NPC145885
Intermediate Similarity	0.7342	NPC245244
Intermediate Similarity	0.7342	NPC146373
Intermediate Similarity	0.7342	NPC166424
Intermediate Similarity	0.733	NPC171317
Intermediate Similarity	0.733	NPC52557
Intermediate Similarity	0.7308	NPC213468
Intermediate Similarity	0.73	NPC478157
Intermediate Similarity	0.7296	NPC54420
Intermediate Similarity	0.7284	NPC324611
Intermediate Similarity	0.7273	NPC175474
Intermediate Similarity	0.7258	NPC62749
Intermediate Similarity	0.7253	NPC111275
Intermediate Similarity	0.725	NPC54744
Intermediate Similarity	0.7247	NPC160105
Intermediate Similarity	0.7246	NPC476491
Intermediate Similarity	0.7222	NPC162860
Intermediate Similarity	0.7219	NPC472323
Intermediate Similarity	0.7213	NPC11126
Intermediate Similarity	0.7213	NPC55772
Intermediate Similarity	0.7212	NPC29702
Intermediate Similarity	0.7191	NPC471178
Intermediate Similarity	0.7184	NPC64216
Intermediate Similarity	0.7182	NPC314603
Intermediate Similarity	0.7179	NPC476874
Intermediate Similarity	0.7166	NPC478077
Intermediate Similarity	0.7158	NPC64436
Intermediate Similarity	0.715	NPC473640
Intermediate Similarity	0.7135	NPC245916
Intermediate Similarity	0.7128	NPC475506
Intermediate Similarity	0.7104	NPC476419
Intermediate Similarity	0.7097	NPC143533
Intermediate Similarity	0.7095	NPC477975
Intermediate Similarity	0.7092	NPC155143
Intermediate Similarity	0.7081	NPC15840
Intermediate Similarity	0.7079	NPC471177
Intermediate Similarity	0.7079	NPC124542
Intermediate Similarity	0.7079	NPC59779
Intermediate Similarity	0.7076	NPC167400
Intermediate Similarity	0.7073	NPC471322
Intermediate Similarity	0.7066	NPC471312
Intermediate Similarity	0.7065	NPC72956
Intermediate Similarity	0.7065	NPC15573
Intermediate Similarity	0.7065	NPC183662
Intermediate Similarity	0.7065	NPC217372
Intermediate Similarity	0.7063	NPC27740
Intermediate Similarity	0.7056	NPC474561
Intermediate Similarity	0.7056	NPC49954
Intermediate Similarity	0.7055	NPC476131
Intermediate Similarity	0.7055	NPC475105
Intermediate Similarity	0.7055	NPC329896
Intermediate Similarity	0.7055	NPC475090
Intermediate Similarity	0.7053	NPC329858
Intermediate Similarity	0.7053	NPC314333
Intermediate Similarity	0.7041	NPC300183
Intermediate Similarity	0.7033	NPC319232
Intermediate Similarity	0.7033	NPC24370
Intermediate Similarity	0.703	NPC6865
Intermediate Similarity	0.703	NPC153980
Intermediate Similarity	0.7029	NPC312860
Intermediate Similarity	0.7027	NPC219336
Intermediate Similarity	0.7026	NPC100321
Intermediate Similarity	0.7024	NPC477714
Intermediate Similarity	0.7017	NPC63751
Intermediate Similarity	0.7012	NPC69914
Intermediate Similarity	0.701	NPC262898
Intermediate Similarity	0.7005	NPC193761
Intermediate Similarity	0.7005	NPC327373
Intermediate Similarity	0.7	NPC111602
Intermediate Similarity	0.7	NPC102338
Intermediate Similarity	0.7	NPC196251
Intermediate Similarity	0.7	NPC63199
Remote Similarity	0.6995	NPC202812
Remote Similarity	0.6995	NPC20593
Remote Similarity	0.6994	NPC89490
Remote Similarity	0.6989	NPC263455
Remote Similarity	0.6984	NPC315555
Remote Similarity	0.6976	NPC477715
Remote Similarity	0.6974	NPC50503
Remote Similarity	0.6968	NPC472119
Remote Similarity	0.6965	NPC107077
Remote Similarity	0.6965	NPC472070
Remote Similarity	0.6965	NPC223791
Remote Similarity	0.6961	NPC41717
Remote Similarity	0.6959	NPC179701
Remote Similarity	0.6957	NPC476322
Remote Similarity	0.6952	NPC71037
Remote Similarity	0.6946	NPC471193
Remote Similarity	0.6946	NPC471194
Remote Similarity	0.6944	NPC474217
Remote Similarity	0.694	NPC273532
Remote Similarity	0.6939	NPC160127
Remote Similarity	0.6939	NPC50997
Remote Similarity	0.6933	NPC306397
Remote Similarity	0.6932	NPC469763
Remote Similarity	0.6932	NPC469765
Remote Similarity	0.6932	NPC469786
Remote Similarity	0.6932	NPC25008
Remote Similarity	0.6932	NPC73952
Remote Similarity	0.6932	NPC259644
Remote Similarity	0.6932	NPC469760
Remote Similarity	0.6931	NPC99939
Remote Similarity	0.6931	NPC308931
Remote Similarity	0.6927	NPC279918
Remote Similarity	0.6927	NPC177996
Remote Similarity	0.6927	NPC471192
Remote Similarity	0.6927	NPC147983
Remote Similarity	0.6923	NPC272483
Remote Similarity	0.6919	NPC472069
Remote Similarity	0.6919	NPC230085
Remote Similarity	0.6919	NPC472062
Remote Similarity	0.6919	NPC471323
Remote Similarity	0.6919	NPC472063
Remote Similarity	0.6919	NPC159630
Remote Similarity	0.691	NPC469762
Remote Similarity	0.691	NPC213914
Remote Similarity	0.6904	NPC79129
Remote Similarity	0.6904	NPC195461
Remote Similarity	0.6904	NPC49196
Remote Similarity	0.6904	NPC249150
Remote Similarity	0.6904	NPC81654
Remote Similarity	0.6904	NPC313985
Remote Similarity	0.6902	NPC472123
Remote Similarity	0.6902	NPC161861
Remote Similarity	0.6898	NPC91179
Remote Similarity	0.6897	NPC105811
Remote Similarity	0.6897	NPC477974
Remote Similarity	0.6893	NPC70922
Remote Similarity	0.6893	NPC75540
Remote Similarity	0.6893	NPC209362
Remote Similarity	0.6893	NPC212376
Remote Similarity	0.6893	NPC80597
Remote Similarity	0.6893	NPC211572
Remote Similarity	0.6889	NPC282231
Remote Similarity	0.6889	NPC71079
Remote Similarity	0.6882	NPC59269
Remote Similarity	0.6879	NPC467188
Remote Similarity	0.6878	NPC165495
Remote Similarity	0.6878	NPC313640
Remote Similarity	0.6878	NPC207851
Remote Similarity	0.6878	NPC477003
Remote Similarity	0.6868	NPC98187
Remote Similarity	0.6868	NPC56233
Remote Similarity	0.6866	NPC477065
Remote Similarity	0.6863	NPC75726
Remote Similarity	0.6863	NPC31385
Remote Similarity	0.6863	NPC110602
Remote Similarity	0.686	NPC473310
Remote Similarity	0.6854	NPC469785
Remote Similarity	0.6853	NPC103361
Remote Similarity	0.6853	NPC241024
Remote Similarity	0.6842	NPC280290
Remote Similarity	0.6837	NPC323752
Remote Similarity	0.6837	NPC227582
Remote Similarity	0.6836	NPC251391
Remote Similarity	0.6832	NPC329825
Remote Similarity	0.6829	NPC234078
Remote Similarity	0.6829	NPC229348
Remote Similarity	0.6829	NPC221100
Remote Similarity	0.6829	NPC212125
Remote Similarity	0.6828	NPC150048
Remote Similarity	0.6828	NPC203754
Remote Similarity	0.6827	NPC315804
Remote Similarity	0.6827	NPC313804
Remote Similarity	0.6825	NPC472110
Remote Similarity	0.6825	NPC472109
Remote Similarity	0.6825	NPC322043

Drug Structure

NPD5322 OpenBabel08211706322D 33 35 0 0 1 0 0 0 0 0999 V2000 -6.0622 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 -5.1962 1.0000 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 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 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 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 3.4641 3.0000 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 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 1 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 -5.1962 -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 4.3301 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 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 0.8660 -1.5000 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 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 9 1 0 0 0 0 2 4 1 0 0 0 0 2 12 1 0 0 0 0 3 17 1 0 0 0 0 4 18 1 0 0 0 0 5 6 1 0 0 0 0 5 16 1 0 0 0 0 6 20 1 0 0 0 0 7 10 1 0 0 0 0 7 16 1 0 0 0 0 8 11 1 0 0 0 0 8 16 1 0 0 0 0 9 24 2 0 0 0 0 10 23 1 0 0 0 0 11 23 1 0 0 0 0 12 26 1 0 0 0 0 13 21 1 0 0 0 0 14 17 2 0 0 0 0 14 24 1 0 0 0 0 15 18 1 0 0 0 0 15 26 1 0 0 0 0 17 19 1 0 0 0 0 18 22 1 6 0 0 0 19 13 1 1 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 20 27 2 0 0 0 0 21 28 2 0 0 0 0 21 29 1 0 0 0 0 22 25 2 3 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 29 32 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003876
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	216231
ChEBI
CAS Number

Drug Properties

Molecular Weight	416.24
ALogP	-2.2267
MLogP	3
XLogP	1.038
HDA	8
HBD	3
Rotatable Bonds	11
TPSA	115.12
RO5 Violation	0