NPASS drugs

Drug Information

Drug ID:	NPD5151
Drug Name:
Molecular Formula:	C22H27N5O4
Canonical SMILES:	OCCNCCNc1ccc2c3c1c(=O)c1c(O)cccc1c3nn2CCNCCO
Standard InCHI:	InChI=1S/C22H27N5O4/c28-12-9-23-6-7-25-15-4-5-16-20-19(15)22(31)18-14(2-1-3-17(18)30)21(20)26-27(16)11-8-24-10-13-29/h1-5,23-25,28-30H,6-13H2
Standard InCHIKey:	YROQEQPFUCPDCP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5151

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	342
0.1-0.2	1736
0.2-0.3	8432
0.3-0.4	5952
0.4-0.5	10611
0.5-0.6	2738
0.6-0.7	1045
0.7-0.8	34
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	0.7581	NPC472193
Intermediate Similarity	0.75	NPC9894
Intermediate Similarity	0.7389	NPC219087
Intermediate Similarity	0.7355	NPC208522
Intermediate Similarity	0.7336	NPC469727
Intermediate Similarity	0.7316	NPC276657
Intermediate Similarity	0.7227	NPC207686
Intermediate Similarity	0.7212	NPC171787
Intermediate Similarity	0.7193	NPC23294
Intermediate Similarity	0.7186	NPC293151
Intermediate Similarity	0.7184	NPC178858
Intermediate Similarity	0.7168	NPC270918
Intermediate Similarity	0.7155	NPC49547
Intermediate Similarity	0.7149	NPC303951
Intermediate Similarity	0.7137	NPC210828
Intermediate Similarity	0.7137	NPC86834
Intermediate Similarity	0.7137	NPC477549
Intermediate Similarity	0.7137	NPC473187
Intermediate Similarity	0.7126	NPC132385
Intermediate Similarity	0.7064	NPC128751
Intermediate Similarity	0.7061	NPC45048
Intermediate Similarity	0.7043	NPC294375
Intermediate Similarity	0.7042	NPC477112
Intermediate Similarity	0.7037	NPC6786
Intermediate Similarity	0.7035	NPC476098
Intermediate Similarity	0.7032	NPC106833
Intermediate Similarity	0.7032	NPC469497
Intermediate Similarity	0.7023	NPC279589
Intermediate Similarity	0.7018	NPC283117
Intermediate Similarity	0.7018	NPC183777
Intermediate Similarity	0.7012	NPC132329
Intermediate Similarity	0.7004	NPC51388
Intermediate Similarity	0.7	NPC67401
Intermediate Similarity	0.7	NPC309845
Remote Similarity	0.6996	NPC469928
Remote Similarity	0.6996	NPC322064
Remote Similarity	0.6987	NPC74575
Remote Similarity	0.6986	NPC246700
Remote Similarity	0.6982	NPC276517
Remote Similarity	0.6966	NPC27041
Remote Similarity	0.6949	NPC150239
Remote Similarity	0.6946	NPC319232
Remote Similarity	0.6946	NPC24370
Remote Similarity	0.6943	NPC53344
Remote Similarity	0.6926	NPC5145
Remote Similarity	0.6926	NPC234999
Remote Similarity	0.692	NPC63971
Remote Similarity	0.692	NPC91868
Remote Similarity	0.6914	NPC329631
Remote Similarity	0.6907	NPC74360
Remote Similarity	0.6903	NPC213308
Remote Similarity	0.6901	NPC474701
Remote Similarity	0.6901	NPC14288
Remote Similarity	0.6898	NPC184225
Remote Similarity	0.6898	NPC15801
Remote Similarity	0.6897	NPC220337
Remote Similarity	0.6891	NPC220851
Remote Similarity	0.689	NPC478083
Remote Similarity	0.6875	NPC214142
Remote Similarity	0.687	NPC41679
Remote Similarity	0.687	NPC88008
Remote Similarity	0.6867	NPC12344
Remote Similarity	0.6867	NPC160898
Remote Similarity	0.6864	NPC247803
Remote Similarity	0.6861	NPC45850
Remote Similarity	0.6858	NPC317727
Remote Similarity	0.6856	NPC314648
Remote Similarity	0.6853	NPC270515
Remote Similarity	0.6851	NPC3207
Remote Similarity	0.6849	NPC280799
Remote Similarity	0.6846	NPC157931
Remote Similarity	0.6846	NPC478078
Remote Similarity	0.6846	NPC261251
Remote Similarity	0.6844	NPC153042
Remote Similarity	0.6842	NPC41501
Remote Similarity	0.6831	NPC119006
Remote Similarity	0.6828	NPC45459
Remote Similarity	0.6828	NPC249040
Remote Similarity	0.6828	NPC315491
Remote Similarity	0.6818	NPC253580
Remote Similarity	0.6818	NPC100547
Remote Similarity	0.6818	NPC274640
Remote Similarity	0.6816	NPC99666
Remote Similarity	0.6813	NPC107836
Remote Similarity	0.6812	NPC134848
Remote Similarity	0.6809	NPC237740
Remote Similarity	0.6809	NPC118228
Remote Similarity	0.6809	NPC89549
Remote Similarity	0.6805	NPC470018
Remote Similarity	0.6802	NPC154339
Remote Similarity	0.6798	NPC473188
Remote Similarity	0.6798	NPC181081
Remote Similarity	0.6797	NPC478075
Remote Similarity	0.6795	NPC110182
Remote Similarity	0.6795	NPC475778
Remote Similarity	0.6793	NPC264285
Remote Similarity	0.6792	NPC322482
Remote Similarity	0.6792	NPC229893
Remote Similarity	0.679	NPC322135
Remote Similarity	0.679	NPC326363
Remote Similarity	0.679	NPC223409
Remote Similarity	0.679	NPC95240
Remote Similarity	0.6784	NPC478080
Remote Similarity	0.6781	NPC470020
Remote Similarity	0.6781	NPC471304
Remote Similarity	0.678	NPC74969
Remote Similarity	0.678	NPC203614
Remote Similarity	0.678	NPC204491
Remote Similarity	0.678	NPC330009
Remote Similarity	0.6777	NPC304307
Remote Similarity	0.6777	NPC124920
Remote Similarity	0.6777	NPC34580
Remote Similarity	0.6777	NPC118559
Remote Similarity	0.6777	NPC470126
Remote Similarity	0.6776	NPC284888
Remote Similarity	0.6776	NPC323752
Remote Similarity	0.677	NPC74619
Remote Similarity	0.677	NPC316282
Remote Similarity	0.677	NPC156704
Remote Similarity	0.6766	NPC31700
Remote Similarity	0.6748	NPC39370
Remote Similarity	0.6748	NPC97902
Remote Similarity	0.6746	NPC218388
Remote Similarity	0.6736	NPC174760
Remote Similarity	0.6736	NPC225279
Remote Similarity	0.6735	NPC321592
Remote Similarity	0.6735	NPC473186
Remote Similarity	0.6735	NPC54803
Remote Similarity	0.6734	NPC82472
Remote Similarity	0.6724	NPC314297
Remote Similarity	0.6724	NPC315545
Remote Similarity	0.6723	NPC46561
Remote Similarity	0.6721	NPC35042
Remote Similarity	0.672	NPC473312
Remote Similarity	0.6711	NPC267343
Remote Similarity	0.671	NPC475070
Remote Similarity	0.6709	NPC62995
Remote Similarity	0.6709	NPC477110
Remote Similarity	0.6709	NPC124086
Remote Similarity	0.6696	NPC328318
Remote Similarity	0.6696	NPC77555
Remote Similarity	0.6696	NPC328596
Remote Similarity	0.6695	NPC269270
Remote Similarity	0.6695	NPC39679
Remote Similarity	0.6694	NPC28945
Remote Similarity	0.6694	NPC470022
Remote Similarity	0.6682	NPC221873
Remote Similarity	0.6682	NPC471743
Remote Similarity	0.6681	NPC313796
Remote Similarity	0.6681	NPC246658
Remote Similarity	0.6681	NPC314855
Remote Similarity	0.6681	NPC313345
Remote Similarity	0.6681	NPC45190
Remote Similarity	0.6681	NPC315638
Remote Similarity	0.668	NPC325976
Remote Similarity	0.668	NPC16352
Remote Similarity	0.668	NPC475844
Remote Similarity	0.668	NPC194740
Remote Similarity	0.668	NPC144452
Remote Similarity	0.668	NPC478141
Remote Similarity	0.668	NPC329982
Remote Similarity	0.6667	NPC474192
Remote Similarity	0.6667	NPC475720
Remote Similarity	0.6667	NPC271862
Remote Similarity	0.6667	NPC101350
Remote Similarity	0.6667	NPC63109
Remote Similarity	0.6667	NPC472099
Remote Similarity	0.6667	NPC14686
Remote Similarity	0.6667	NPC472284
Remote Similarity	0.6654	NPC478010
Remote Similarity	0.6653	NPC310211
Remote Similarity	0.6653	NPC184408
Remote Similarity	0.6653	NPC473540
Remote Similarity	0.6653	NPC151976
Remote Similarity	0.6653	NPC294620
Remote Similarity	0.6653	NPC313720
Remote Similarity	0.6653	NPC87856
Remote Similarity	0.6653	NPC308137
Remote Similarity	0.6653	NPC17160
Remote Similarity	0.6652	NPC194967
Remote Similarity	0.6652	NPC193777
Remote Similarity	0.6652	NPC474059
Remote Similarity	0.6652	NPC244741
Remote Similarity	0.664	NPC469734
Remote Similarity	0.664	NPC323198
Remote Similarity	0.6639	NPC132211
Remote Similarity	0.6639	NPC473317
Remote Similarity	0.6639	NPC198503
Remote Similarity	0.6639	NPC471192
Remote Similarity	0.6639	NPC257851
Remote Similarity	0.6638	NPC314834
Remote Similarity	0.6637	NPC206186
Remote Similarity	0.6628	NPC472589
Remote Similarity	0.6627	NPC142385
Remote Similarity	0.6627	NPC235685
Remote Similarity	0.6626	NPC474688
Remote Similarity	0.6626	NPC476818
Remote Similarity	0.6626	NPC179287
Remote Similarity	0.6624	NPC127677
Remote Similarity	0.6624	NPC258062

Drug Structure

NPD5151 OpenBabel08211706322D 37 40 0 0 0 0 0 0 0 0999 V2000 -4.0617 1.4056 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2493 0.9370 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0620 2.3434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8115 2.3452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8119 1.4073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3158 4.7056 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9341 3.8491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0735 -1.3919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1676 5.3668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3362 -2.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6634 -0.6629 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7185 6.1257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6726 -3.2891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4373 1.4062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0010 2.8138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2500 2.8126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4377 2.3440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8129 2.3446 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8126 1.4068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6248 0.9372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6255 2.8132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7650 5.4644 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4098 -2.2673 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0014 3.7515 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6244 -0.0006 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 0.3367 6.9822 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0826 -4.0181 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2504 3.7996 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6258 3.7711 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1468 6.3209 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1801 -2.9964 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5494 4.5104 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8875 7.7411 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4190 -4.8935 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3958 4.2934 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 14 1 0 0 0 0 3 17 2 0 0 0 0 4 5 2 0 0 0 0 4 15 1 0 0 0 0 5 16 1 0 0 0 0 6 7 1 0 0 0 0 6 23 1 0 0 0 0 7 25 1 0 0 0 0 8 11 1 0 0 0 0 8 24 1 0 0 0 0 9 12 1 0 0 0 0 9 23 1 0 0 0 0 10 13 1 0 0 0 0 10 24 1 0 0 0 0 11 27 1 0 0 0 0 12 28 1 0 0 0 0 13 29 1 0 0 0 0 14 18 2 0 0 0 0 14 21 1 0 0 0 0 15 19 2 0 0 0 0 15 25 1 0 0 0 0 16 20 2 0 0 0 0 16 27 1 0 0 0 0 17 18 1 0 0 0 0 17 30 1 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 22 1 0 0 0 0 20 21 1 0 0 0 0 21 26 2 0 0 0 0 22 31 2 0 0 0 0 23 32 1 0 0 0 0 24 33 1 0 0 0 0 25 34 1 0 0 0 0 26 27 1 0 0 0 0 28 35 1 0 0 0 0 29 36 1 0 0 0 0 30 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC008561
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	72116
ChEBI
CAS Number

Drug Properties

Molecular Weight	425.21
ALogP	-2.7999
MLogP	2.89
XLogP	-1.011
HDA	8
HBD	6
Rotatable Bonds	14
TPSA	131.67
RO5 Violation	2