NPASS drugs

Drug Information

Drug ID:	NPD4413
Drug Name:
Molecular Formula:	C21H21N3O8
Canonical SMILES:	OC(=O)COc1cc(ccc1OCC(=O)O)C(=O)CN(C(=O)c1ccc(cc1)C(=N)N)C
Standard InCHI:	InChI=1S/C21H21N3O8/c1-24(21(30)13-4-2-12(3-5-13)20(22)23)9-15(25)14-6-7-16(31-10-18(26)27)17(8-14)32-11-19(28)29/h2-8H,9-11H2,1H3,(H3,22,23)(H,26,27)(H,28,29)
Standard InCHIKey:	ZCCMELPMDDSRHL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4413

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	195
0.1-0.2	1074
0.2-0.3	4165
0.3-0.4	8219
0.4-0.5	3569
0.5-0.6	9392
0.6-0.7	4224
0.7-0.8	52
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	0.7542	NPC119669
Intermediate Similarity	0.7541	NPC135006
Intermediate Similarity	0.75	NPC153631
Intermediate Similarity	0.75	NPC138083
Intermediate Similarity	0.75	NPC235194
Intermediate Similarity	0.7472	NPC153644
Intermediate Similarity	0.7447	NPC164608
Intermediate Similarity	0.7436	NPC174122
Intermediate Similarity	0.7436	NPC64140
Intermediate Similarity	0.7385	NPC234069
Intermediate Similarity	0.7382	NPC32064
Intermediate Similarity	0.7363	NPC470708
Intermediate Similarity	0.7333	NPC470088
Intermediate Similarity	0.7316	NPC67978
Intermediate Similarity	0.7316	NPC303581
Intermediate Similarity	0.7308	NPC58661
Intermediate Similarity	0.7302	NPC86469
Intermediate Similarity	0.7282	NPC276120
Intermediate Similarity	0.7267	NPC266425
Intermediate Similarity	0.7254	NPC121400
Intermediate Similarity	0.724	NPC308267
Intermediate Similarity	0.7232	NPC138438
Intermediate Similarity	0.7232	NPC908
Intermediate Similarity	0.7225	NPC227683
Intermediate Similarity	0.7216	NPC284409
Intermediate Similarity	0.7198	NPC478189
Intermediate Similarity	0.7192	NPC242728
Intermediate Similarity	0.7164	NPC477258
Intermediate Similarity	0.7143	NPC35345
Intermediate Similarity	0.7143	NPC315542
Intermediate Similarity	0.7121	NPC124626
Intermediate Similarity	0.7121	NPC471650
Intermediate Similarity	0.7113	NPC222524
Intermediate Similarity	0.7111	NPC473090
Intermediate Similarity	0.7087	NPC207971
Intermediate Similarity	0.7085	NPC29531
Intermediate Similarity	0.7079	NPC149962
Intermediate Similarity	0.7053	NPC268077
Intermediate Similarity	0.7049	NPC294972
Intermediate Similarity	0.7049	NPC472969
Intermediate Similarity	0.7049	NPC469539
Intermediate Similarity	0.7049	NPC469540
Intermediate Similarity	0.7047	NPC254053
Intermediate Similarity	0.7044	NPC144314
Intermediate Similarity	0.702	NPC116007
Intermediate Similarity	0.7017	NPC469978
Intermediate Similarity	0.701	NPC83019
Intermediate Similarity	0.701	NPC50548
Intermediate Similarity	0.7006	NPC471316
Intermediate Similarity	0.7005	NPC473460
Intermediate Similarity	0.7005	NPC473562
Intermediate Similarity	0.7	NPC470847
Remote Similarity	0.699	NPC73555
Remote Similarity	0.6986	NPC257266
Remote Similarity	0.6985	NPC18306
Remote Similarity	0.6984	NPC158900
Remote Similarity	0.6977	NPC82056
Remote Similarity	0.6976	NPC207239
Remote Similarity	0.6976	NPC123859
Remote Similarity	0.6974	NPC207721
Remote Similarity	0.6973	NPC473091
Remote Similarity	0.6971	NPC473422
Remote Similarity	0.6966	NPC231572
Remote Similarity	0.6961	NPC204580
Remote Similarity	0.6961	NPC24228
Remote Similarity	0.6961	NPC28326
Remote Similarity	0.6955	NPC5674
Remote Similarity	0.6952	NPC137813
Remote Similarity	0.6952	NPC257728
Remote Similarity	0.695	NPC477259
Remote Similarity	0.695	NPC162694
Remote Similarity	0.695	NPC169387
Remote Similarity	0.6944	NPC326065
Remote Similarity	0.6939	NPC35680
Remote Similarity	0.6927	NPC196091
Remote Similarity	0.6923	NPC329992
Remote Similarity	0.6919	NPC153365
Remote Similarity	0.6919	NPC98809
Remote Similarity	0.6919	NPC476394
Remote Similarity	0.6905	NPC16249
Remote Similarity	0.6898	NPC75695
Remote Similarity	0.6895	NPC26353
Remote Similarity	0.6891	NPC284842
Remote Similarity	0.6889	NPC289690
Remote Similarity	0.6889	NPC288452
Remote Similarity	0.6885	NPC290404
Remote Similarity	0.6884	NPC38964
Remote Similarity	0.6882	NPC476579
Remote Similarity	0.6879	NPC172403
Remote Similarity	0.6878	NPC281629
Remote Similarity	0.6878	NPC10205
Remote Similarity	0.6875	NPC316292
Remote Similarity	0.6869	NPC99723
Remote Similarity	0.6869	NPC27887
Remote Similarity	0.6865	NPC182119
Remote Similarity	0.6863	NPC471563
Remote Similarity	0.6863	NPC469815
Remote Similarity	0.6863	NPC469816
Remote Similarity	0.685	NPC83511
Remote Similarity	0.6847	NPC315914
Remote Similarity	0.6847	NPC226708
Remote Similarity	0.6845	NPC71124
Remote Similarity	0.6842	NPC471405
Remote Similarity	0.6834	NPC298339
Remote Similarity	0.6832	NPC208890
Remote Similarity	0.6831	NPC304956
Remote Similarity	0.6831	NPC160378
Remote Similarity	0.6825	NPC57512
Remote Similarity	0.6825	NPC308943
Remote Similarity	0.6823	NPC476569
Remote Similarity	0.6823	NPC59567
Remote Similarity	0.6818	NPC329816
Remote Similarity	0.6816	NPC238412
Remote Similarity	0.6814	NPC94499
Remote Similarity	0.6809	NPC36130
Remote Similarity	0.6809	NPC134905
Remote Similarity	0.68	NPC185031
Remote Similarity	0.6798	NPC144662
Remote Similarity	0.6793	NPC53884
Remote Similarity	0.6793	NPC258671
Remote Similarity	0.678	NPC153453
Remote Similarity	0.6779	NPC471031
Remote Similarity	0.6779	NPC469689
Remote Similarity	0.6774	NPC98009
Remote Similarity	0.6774	NPC313327
Remote Similarity	0.6772	NPC169742
Remote Similarity	0.6772	NPC60211
Remote Similarity	0.6761	NPC66905
Remote Similarity	0.6757	NPC324081
Remote Similarity	0.6757	NPC9370
Remote Similarity	0.6757	NPC287495
Remote Similarity	0.6755	NPC476580
Remote Similarity	0.6749	NPC283207
Remote Similarity	0.6748	NPC33256
Remote Similarity	0.6748	NPC125924
Remote Similarity	0.6739	NPC17760
Remote Similarity	0.6738	NPC13397
Remote Similarity	0.6737	NPC194095
Remote Similarity	0.6737	NPC469888
Remote Similarity	0.6737	NPC327032
Remote Similarity	0.6737	NPC191046
Remote Similarity	0.6736	NPC130955
Remote Similarity	0.6733	NPC214629
Remote Similarity	0.6732	NPC254957
Remote Similarity	0.6731	NPC267414
Remote Similarity	0.6731	NPC5374
Remote Similarity	0.6722	NPC90431
Remote Similarity	0.6722	NPC225745
Remote Similarity	0.6722	NPC252107
Remote Similarity	0.672	NPC221383
Remote Similarity	0.672	NPC143892
Remote Similarity	0.672	NPC472535
Remote Similarity	0.672	NPC470019
Remote Similarity	0.672	NPC474170
Remote Similarity	0.672	NPC299090
Remote Similarity	0.672	NPC283081
Remote Similarity	0.672	NPC474388
Remote Similarity	0.672	NPC56635
Remote Similarity	0.6717	NPC475421
Remote Similarity	0.6716	NPC102760
Remote Similarity	0.6716	NPC299806
Remote Similarity	0.6714	NPC207873
Remote Similarity	0.6714	NPC100573
Remote Similarity	0.6705	NPC241354
Remote Similarity	0.6703	NPC66518
Remote Similarity	0.6703	NPC132771
Remote Similarity	0.6702	NPC145425
Remote Similarity	0.6702	NPC241774
Remote Similarity	0.6702	NPC471746
Remote Similarity	0.6702	NPC34725
Remote Similarity	0.6702	NPC268008
Remote Similarity	0.6702	NPC261322
Remote Similarity	0.6702	NPC122623
Remote Similarity	0.6702	NPC276059
Remote Similarity	0.6701	NPC66490
Remote Similarity	0.6701	NPC112418
Remote Similarity	0.6701	NPC186617
Remote Similarity	0.67	NPC32154
Remote Similarity	0.6699	NPC476661
Remote Similarity	0.6698	NPC92235
Remote Similarity	0.6697	NPC148124
Remote Similarity	0.6685	NPC192597
Remote Similarity	0.6685	NPC176030
Remote Similarity	0.6685	NPC229218
Remote Similarity	0.6685	NPC169214
Remote Similarity	0.6685	NPC141817
Remote Similarity	0.6684	NPC157898
Remote Similarity	0.6684	NPC68619
Remote Similarity	0.6684	NPC473748
Remote Similarity	0.6684	NPC287757
Remote Similarity	0.6684	NPC15764
Remote Similarity	0.6684	NPC44730
Remote Similarity	0.6684	NPC319320
Remote Similarity	0.6683	NPC14622
Remote Similarity	0.6683	NPC241704
Remote Similarity	0.6683	NPC293624
Remote Similarity	0.6683	NPC215098
Remote Similarity	0.6683	NPC73020
Remote Similarity	0.6683	NPC70290
Remote Similarity	0.6683	NPC124302

Drug Structure

NPD4413 OpenBabel08211705262D 37 38 0 0 0 0 0 0 0 0999 V2000 3.4641 -3.0000 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 5.1962 1.0000 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 5.1962 -0.0000 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 -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 -1.7321 1.0000 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 4.3301 1.5000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -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 1.5000 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 4.3301 2.5000 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 3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 O 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 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 4 1 0 0 0 0 2 12 2 0 0 0 0 3 5 2 0 0 0 0 3 12 1 0 0 0 0 4 13 2 0 0 0 0 5 13 1 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 14 2 0 0 0 0 8 17 1 0 0 0 0 9 15 1 0 0 0 0 9 24 1 0 0 0 0 10 18 1 0 0 0 0 10 31 1 0 0 0 0 11 19 1 0 0 0 0 11 32 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 15 25 2 0 0 0 0 16 17 2 0 0 0 0 16 31 1 0 0 0 0 17 32 1 0 0 0 0 18 26 2 0 0 0 0 18 27 1 0 0 0 0 19 28 2 0 0 0 0 19 29 1 0 0 0 0 20 22 1 0 0 0 0 20 23 2 0 0 0 0 21 24 1 0 0 0 0 21 30 2 0 0 0 0 22 33 1 0 0 0 0 22 34 1 0 0 0 0 23 35 1 0 0 0 0 27 36 1 0 0 0 0 29 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004305
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9933077
ChEBI
CAS Number

Drug Properties

Molecular Weight	443.13
ALogP	-2.6661
MLogP	2.56
XLogP	0.833
HDA	9
HBD	4
Rotatable Bonds	16
TPSA	180.31
RO5 Violation	1