NPASS drugs

Drug Information

Drug ID:	NPD7654
Drug Name:	AWD-72-011
Molecular Formula:	C32H22N2O8
Canonical SMILES:	COc1c2CCc3c(c2c(c2c1C(=O)c1c(C2=O)cc(c(c1O)C)O)O)c(O)c1c(c3)cnn(c1=O)c1ccccc1
Standard InCHI:	InChI=1S/C32H22N2O8/c1-13-19(35)11-18-23(26(13)36)30(40)25-24(27(18)37)29(39)22-17(31(25)42-2)9-8-14-10-15-12-33-34(16-6-4-3-5-7-16)32(41)21(15)28(38)20(14)22/h3-7,10-12,35-36,38-39H,8-9H2,1-2H3
Standard InCHIKey:	UXLURNOJZSWULC-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7654

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	360
0.1-0.2	1591
0.2-0.3	5144
0.3-0.4	7394
0.4-0.5	4518
0.5-0.6	7614
0.6-0.7	4205
0.7-0.8	64
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	0.7603	NPC472589
Intermediate Similarity	0.7521	NPC472588
Intermediate Similarity	0.751	NPC302807
Intermediate Similarity	0.7475	NPC472060
Intermediate Similarity	0.7475	NPC470342
Intermediate Similarity	0.7475	NPC472052
Intermediate Similarity	0.7321	NPC477836
Intermediate Similarity	0.7277	NPC66508
Intermediate Similarity	0.7277	NPC226656
Intermediate Similarity	0.7261	NPC469439
Intermediate Similarity	0.7255	NPC324736
Intermediate Similarity	0.722	NPC476506
Intermediate Similarity	0.7188	NPC212123
Intermediate Similarity	0.7184	NPC273467
Intermediate Similarity	0.7184	NPC189552
Intermediate Similarity	0.7177	NPC198075
Intermediate Similarity	0.7176	NPC1820
Intermediate Similarity	0.7174	NPC82056
Intermediate Similarity	0.7162	NPC15987
Intermediate Similarity	0.7162	NPC38964
Intermediate Similarity	0.7149	NPC30749
Intermediate Similarity	0.7136	NPC186325
Intermediate Similarity	0.7136	NPC312993
Intermediate Similarity	0.7131	NPC227033
Intermediate Similarity	0.7129	NPC477835
Intermediate Similarity	0.7119	NPC15406
Intermediate Similarity	0.7114	NPC317567
Intermediate Similarity	0.711	NPC476565
Intermediate Similarity	0.7105	NPC305542
Intermediate Similarity	0.7095	NPC234497
Intermediate Similarity	0.7095	NPC472058
Intermediate Similarity	0.7095	NPC470341
Intermediate Similarity	0.7095	NPC105414
Intermediate Similarity	0.7095	NPC324522
Intermediate Similarity	0.7095	NPC76647
Intermediate Similarity	0.7089	NPC477991
Intermediate Similarity	0.7089	NPC477992
Intermediate Similarity	0.7089	NPC99723
Intermediate Similarity	0.7087	NPC18699
Intermediate Similarity	0.7087	NPC177650
Intermediate Similarity	0.7087	NPC55443
Intermediate Similarity	0.7081	NPC469664
Intermediate Similarity	0.7079	NPC294646
Intermediate Similarity	0.7064	NPC223236
Intermediate Similarity	0.7064	NPC114039
Intermediate Similarity	0.7064	NPC206109
Intermediate Similarity	0.7064	NPC259350
Intermediate Similarity	0.7051	NPC251071
Intermediate Similarity	0.7048	NPC30027
Intermediate Similarity	0.7046	NPC315914
Intermediate Similarity	0.7042	NPC328287
Intermediate Similarity	0.7035	NPC198160
Intermediate Similarity	0.7033	NPC476505
Intermediate Similarity	0.7026	NPC134702
Intermediate Similarity	0.7024	NPC66029
Intermediate Similarity	0.7021	NPC252156
Intermediate Similarity	0.7019	NPC472261
Intermediate Similarity	0.7018	NPC474366
Intermediate Similarity	0.7016	NPC183537
Intermediate Similarity	0.7009	NPC288759
Intermediate Similarity	0.7004	NPC100573
Intermediate Similarity	0.7004	NPC90185
Intermediate Similarity	0.7004	NPC207873
Intermediate Similarity	0.7004	NPC13249
Remote Similarity	0.6996	NPC469689
Remote Similarity	0.6996	NPC471031
Remote Similarity	0.6987	NPC289905
Remote Similarity	0.6987	NPC218303
Remote Similarity	0.6987	NPC316065
Remote Similarity	0.6987	NPC295479
Remote Similarity	0.6987	NPC220241
Remote Similarity	0.6982	NPC234933
Remote Similarity	0.6977	NPC216307
Remote Similarity	0.6971	NPC284495
Remote Similarity	0.6971	NPC90875
Remote Similarity	0.697	NPC148391
Remote Similarity	0.697	NPC298449
Remote Similarity	0.697	NPC176113
Remote Similarity	0.6967	NPC251336
Remote Similarity	0.6967	NPC119134
Remote Similarity	0.6962	NPC285254
Remote Similarity	0.6957	NPC116178
Remote Similarity	0.6947	NPC313112
Remote Similarity	0.6947	NPC301292
Remote Similarity	0.6942	NPC186227
Remote Similarity	0.6942	NPC265624
Remote Similarity	0.6942	NPC215203
Remote Similarity	0.6942	NPC254351
Remote Similarity	0.6942	NPC14606
Remote Similarity	0.6942	NPC52611
Remote Similarity	0.6942	NPC159707
Remote Similarity	0.6942	NPC205026
Remote Similarity	0.6942	NPC150908
Remote Similarity	0.6942	NPC121649
Remote Similarity	0.6942	NPC248739
Remote Similarity	0.6942	NPC100049
Remote Similarity	0.6942	NPC158027
Remote Similarity	0.6938	NPC18380
Remote Similarity	0.6936	NPC7560
Remote Similarity	0.6936	NPC118189
Remote Similarity	0.6934	NPC286230
Remote Similarity	0.6934	NPC253730
Remote Similarity	0.6931	NPC190648
Remote Similarity	0.6931	NPC312929
Remote Similarity	0.6931	NPC245584
Remote Similarity	0.6931	NPC118027
Remote Similarity	0.6931	NPC37709
Remote Similarity	0.6931	NPC56433
Remote Similarity	0.6931	NPC126767
Remote Similarity	0.6931	NPC289042
Remote Similarity	0.6929	NPC316292
Remote Similarity	0.6927	NPC329790
Remote Similarity	0.6926	NPC321166
Remote Similarity	0.6926	NPC217903
Remote Similarity	0.692	NPC473449
Remote Similarity	0.6919	NPC169471
Remote Similarity	0.6919	NPC26386
Remote Similarity	0.6912	NPC470568
Remote Similarity	0.6912	NPC255641
Remote Similarity	0.6912	NPC147735
Remote Similarity	0.6912	NPC290954
Remote Similarity	0.6906	NPC315351
Remote Similarity	0.6906	NPC316412
Remote Similarity	0.6905	NPC15374
Remote Similarity	0.6893	NPC329844
Remote Similarity	0.6893	NPC194593
Remote Similarity	0.6893	NPC303485
Remote Similarity	0.6893	NPC72425
Remote Similarity	0.6893	NPC71061
Remote Similarity	0.6893	NPC324447
Remote Similarity	0.6893	NPC290830
Remote Similarity	0.689	NPC184326
Remote Similarity	0.689	NPC292863
Remote Similarity	0.6889	NPC316164
Remote Similarity	0.6888	NPC233334
Remote Similarity	0.6886	NPC308943
Remote Similarity	0.6884	NPC327005
Remote Similarity	0.688	NPC77878
Remote Similarity	0.6878	NPC470569
Remote Similarity	0.6878	NPC471825
Remote Similarity	0.6875	NPC241263
Remote Similarity	0.6875	NPC263483
Remote Similarity	0.6865	NPC478045
Remote Similarity	0.6864	NPC76478
Remote Similarity	0.6863	NPC329933
Remote Similarity	0.6861	NPC281629
Remote Similarity	0.686	NPC185031
Remote Similarity	0.6857	NPC311740
Remote Similarity	0.6857	NPC137232
Remote Similarity	0.6855	NPC107123
Remote Similarity	0.6853	NPC114468
Remote Similarity	0.6852	NPC300657
Remote Similarity	0.685	NPC129897
Remote Similarity	0.6849	NPC474009
Remote Similarity	0.6847	NPC289223
Remote Similarity	0.6847	NPC34802
Remote Similarity	0.6845	NPC40356
Remote Similarity	0.6845	NPC154683
Remote Similarity	0.6845	NPC175978
Remote Similarity	0.6844	NPC109403
Remote Similarity	0.6844	NPC313274
Remote Similarity	0.6844	NPC314738
Remote Similarity	0.6844	NPC261012
Remote Similarity	0.6842	NPC228654
Remote Similarity	0.6842	NPC51760
Remote Similarity	0.6842	NPC195167
Remote Similarity	0.6842	NPC90497
Remote Similarity	0.684	NPC472057
Remote Similarity	0.684	NPC259757
Remote Similarity	0.684	NPC134637
Remote Similarity	0.684	NPC472051
Remote Similarity	0.6835	NPC114257
Remote Similarity	0.6835	NPC153578
Remote Similarity	0.6835	NPC277710
Remote Similarity	0.6835	NPC299149
Remote Similarity	0.683	NPC17677
Remote Similarity	0.6829	NPC205766
Remote Similarity	0.6827	NPC54830
Remote Similarity	0.6827	NPC56049
Remote Similarity	0.6824	NPC2905
Remote Similarity	0.6822	NPC170101
Remote Similarity	0.682	NPC257269
Remote Similarity	0.6815	NPC124313
Remote Similarity	0.6814	NPC152233
Remote Similarity	0.6813	NPC67401
Remote Similarity	0.6812	NPC95842
Remote Similarity	0.6812	NPC178964
Remote Similarity	0.6812	NPC280530
Remote Similarity	0.6812	NPC222561
Remote Similarity	0.6812	NPC16249
Remote Similarity	0.6812	NPC214632
Remote Similarity	0.6812	NPC208806
Remote Similarity	0.681	NPC84571
Remote Similarity	0.6809	NPC182853
Remote Similarity	0.6805	NPC24019
Remote Similarity	0.6798	NPC137929
Remote Similarity	0.6798	NPC164374
Remote Similarity	0.6798	NPC133156
Remote Similarity	0.6796	NPC111112
Remote Similarity	0.6796	NPC67322

Drug Structure

NPD7654 OpenBabel08211712032D 46 52 0 0 0 0 0 0 0 0999 V2000 -8.6603 5.0000 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 2.5981 1.5000 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 1.7321 2.0000 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 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 -5.1962 -1.0000 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 -6.0622 4.5000 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 -7.7942 4.5000 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 -1.7321 -1.0000 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 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 5.0000 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 -1.7321 -0.0000 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 -6.9282 3.0000 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 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 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 -0.0000 -1.0000 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 -6.9282 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 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 -3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 O 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 -6.9282 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 42 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 16 2 0 0 0 0 7 16 1 0 0 0 0 8 9 1 0 0 0 0 8 14 1 0 0 0 0 9 17 1 0 0 0 0 10 14 2 0 0 0 0 10 15 1 0 0 0 0 11 18 2 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 12 33 2 0 0 0 0 13 19 2 0 0 0 0 13 26 1 0 0 0 0 14 20 1 0 0 0 0 15 21 2 0 0 0 0 16 34 1 0 0 0 0 17 22 1 0 0 0 0 17 31 2 0 0 0 0 18 23 1 0 0 0 0 18 27 1 0 0 0 0 19 35 1 0 0 0 0 20 22 1 0 0 0 0 20 28 2 0 0 0 0 21 28 1 0 0 0 0 21 32 1 0 0 0 0 22 29 2 0 0 0 0 23 26 2 0 0 0 0 23 30 1 0 0 0 0 24 25 2 0 0 0 0 24 27 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 25 31 1 0 0 0 0 26 36 1 0 0 0 0 27 37 2 0 0 0 0 28 38 1 0 0 0 0 29 39 1 0 0 0 0 30 40 2 0 0 0 0 31 42 1 0 0 0 0 32 34 1 0 0 0 0 32 41 2 0 0 0 0 33 34 1 0 0 0 0 35 43 1 0 0 0 0 36 44 1 0 0 0 0 38 45 1 0 0 0 0 39 46 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000168
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	562.14
ALogP	-2.3228
MLogP	3.88
XLogP	3.069
HDA	5
HBD	4
Rotatable Bonds	8
TPSA	156.96
RO5 Violation	0