NPASS drugs

Drug Information

Drug ID:	NPD4054
Drug Name:
Molecular Formula:	C20H24N9O9P
Canonical SMILES:	[N-]=[N+]=N[C@H]1C[C@@H](O[C@@H]1COP(=O)(OC[C@@H]1CC[C@@H](O1)n1cnc2c1ncnc2O)O)n1cc(C)c(nc1=O)O
Standard InCHI:	InChI=1S/C20H24N9O9P/c1-10-5-28(20(32)25-18(10)30)15-4-12(26-27-21)13(38-15)7-36-39(33,34)35-6-11-2-3-14(37-11)29-9-24-16-17(29)22-8-23-19(16)31/h5,8-9,11-15H,2-4,6-7H2,1H3,(H,33,34)(H,22,23,31)(H,25,30,32)/t11-,12-,13+,14+,15+/m0/s1
Standard InCHIKey:	XURFYCWNUGWGDL-VQJWOFKYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4054

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	346
0.1-0.2	18597
0.2-0.3	8313
0.3-0.4	2755
0.4-0.5	704
0.5-0.6	81
0.6-0.7	45
0.7-0.8	42
0.8-0.85	7
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	0.8488	NPC261595
Intermediate Similarity	0.8439	NPC324033
Intermediate Similarity	0.8439	NPC321458
Intermediate Similarity	0.8129	NPC52238
Intermediate Similarity	0.8081	NPC54320
Intermediate Similarity	0.8081	NPC311197
Intermediate Similarity	0.8081	NPC313754
Intermediate Similarity	0.7657	NPC174802
Intermediate Similarity	0.76	NPC130586
Intermediate Similarity	0.76	NPC212551
Intermediate Similarity	0.76	NPC302778
Intermediate Similarity	0.76	NPC164952
Intermediate Similarity	0.7586	NPC85689
Intermediate Similarity	0.7586	NPC185991
Intermediate Similarity	0.7586	NPC161224
Intermediate Similarity	0.7586	NPC211025
Intermediate Similarity	0.7571	NPC226245
Intermediate Similarity	0.7556	NPC323091
Intermediate Similarity	0.7543	NPC321814
Intermediate Similarity	0.7514	NPC224076
Intermediate Similarity	0.7514	NPC326529
Intermediate Similarity	0.7514	NPC121222
Intermediate Similarity	0.7486	NPC326082
Intermediate Similarity	0.7473	NPC324198
Intermediate Similarity	0.7473	NPC319100
Intermediate Similarity	0.7472	NPC316618
Intermediate Similarity	0.738	NPC189261
Intermediate Similarity	0.7374	NPC239737
Intermediate Similarity	0.7356	NPC309832
Intermediate Similarity	0.7299	NPC189068
Intermediate Similarity	0.7299	NPC164665
Intermediate Similarity	0.7257	NPC219313
Intermediate Similarity	0.7241	NPC21448
Intermediate Similarity	0.7241	NPC107374
Intermediate Similarity	0.7241	NPC156461
Intermediate Similarity	0.7159	NPC269827
Intermediate Similarity	0.7151	NPC207633
Intermediate Similarity	0.7126	NPC229974
Intermediate Similarity	0.712	NPC14590
Intermediate Similarity	0.711	NPC317821
Intermediate Similarity	0.711	NPC209525
Intermediate Similarity	0.711	NPC161659
Intermediate Similarity	0.7045	NPC274384
Intermediate Similarity	0.7045	NPC89147
Intermediate Similarity	0.7045	NPC317746
Intermediate Similarity	0.7039	NPC150853
Intermediate Similarity	0.7029	NPC314152
Intermediate Similarity	0.7006	NPC232408
Intermediate Similarity	0.7006	NPC64705
Remote Similarity	0.6989	NPC211820
Remote Similarity	0.6989	NPC251233
Remote Similarity	0.6989	NPC318590
Remote Similarity	0.6971	NPC186619
Remote Similarity	0.6961	NPC472816
Remote Similarity	0.6949	NPC177169
Remote Similarity	0.6897	NPC30326
Remote Similarity	0.6882	NPC321393
Remote Similarity	0.6865	NPC195140
Remote Similarity	0.6796	NPC136349
Remote Similarity	0.6786	NPC248007
Remote Similarity	0.6761	NPC129756
Remote Similarity	0.6686	NPC320818
Remote Similarity	0.6685	NPC328479
Remote Similarity	0.6667	NPC164845
Remote Similarity	0.6649	NPC325906
Remote Similarity	0.6629	NPC262926
Remote Similarity	0.6615	NPC313897
Remote Similarity	0.6607	NPC139776
Remote Similarity	0.6597	NPC324484
Remote Similarity	0.6591	NPC61198
Remote Similarity	0.658	NPC290959
Remote Similarity	0.655	NPC24589
Remote Similarity	0.6547	NPC107160
Remote Similarity	0.6535	NPC313514
Remote Similarity	0.6517	NPC33996
Remote Similarity	0.6514	NPC324009
Remote Similarity	0.6493	NPC157821
Remote Similarity	0.6486	NPC326694
Remote Similarity	0.6477	NPC319221
Remote Similarity	0.6455	NPC93365
Remote Similarity	0.6453	NPC282458
Remote Similarity	0.6453	NPC78941
Remote Similarity	0.6447	NPC158055
Remote Similarity	0.6445	NPC5802
Remote Similarity	0.6398	NPC276373
Remote Similarity	0.6388	NPC21461
Remote Similarity	0.633	NPC321052
Remote Similarity	0.6307	NPC287876
Remote Similarity	0.6306	NPC250178
Remote Similarity	0.625	NPC14330
Remote Similarity	0.6196	NPC315642
Remote Similarity	0.6196	NPC74306
Remote Similarity	0.6131	NPC222174
Remote Similarity	0.6104	NPC160666
Remote Similarity	0.598	NPC33382
Remote Similarity	0.5967	NPC57279
Remote Similarity	0.595	NPC168702
Remote Similarity	0.595	NPC125659
Remote Similarity	0.5909	NPC5707
Remote Similarity	0.5829	NPC327579
Remote Similarity	0.5765	NPC472834
Remote Similarity	0.5697	NPC150447
Remote Similarity	0.568	NPC119133
Remote Similarity	0.565	NPC324815

Drug Structure

NPD4054 OpenBabel08211704332D 42 46 0 0 1 0 0 0 0 0999 V2000 -3.6476 2.4526 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6636 3.3147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9250 2.6337 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 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1694 -3.3283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9784 -0.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8385 3.0404 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4067 2.6456 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3147 -0.6636 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.2024 2.8147 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.7874 -1.4262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8092 -1.6341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9431 4.0349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4565 -2.1694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2205 4.2160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0029 4.7556 0.0000 N 0 5 0 0 0 0 0 0 0 0 0 0 -4.5002 -2.5852 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1475 -3.1204 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.8919 -0.4317 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1341 4.6227 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3849 2.8535 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6939 3.8046 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -1.1160 3.2215 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3092 -0.7681 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.8566 4.4417 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4347 -1.9615 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4115 4.8038 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 -1.0000 -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 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -1.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0055 1.8366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 -3.9611 5.4362 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1038 -2.7046 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 3 1 0 0 0 0 2 11 1 0 0 0 0 4 12 1 0 0 0 0 5 10 2 0 0 0 0 5 28 1 0 0 0 0 6 35 1 0 0 0 0 7 36 1 0 0 0 0 8 22 2 0 0 0 0 8 23 1 0 0 0 0 9 24 2 0 0 0 0 9 29 1 0 0 0 0 10 18 1 0 0 0 0 11 6 1 1 0 0 0 11 37 1 0 0 0 0 12 13 1 0 0 0 0 12 26 1 6 0 0 0 13 7 1 1 0 0 0 13 38 1 0 0 0 0 14 3 1 1 0 0 0 14 29 1 0 0 0 0 14 37 1 0 0 0 0 15 4 1 1 0 0 0 15 28 1 0 0 0 0 15 38 1 0 0 0 0 16 17 2 0 0 0 0 16 19 1 0 0 0 0 16 24 1 0 0 0 0 17 22 1 0 0 0 0 17 29 1 0 0 0 0 18 25 2 0 0 0 0 18 30 1 0 0 0 0 19 23 2 0 0 0 0 19 31 1 0 0 0 0 20 25 1 0 0 0 0 20 28 1 0 0 0 0 20 32 2 0 0 0 0 21 27 2 0 0 0 0 26 27 2 0 0 0 0 30 40 1 0 0 0 0 31 41 1 0 0 0 0 33 39 1 0 0 0 0 33 42 1 0 0 0 0 34 39 2 0 0 0 0 35 39 1 0 0 0 0 36 39 1 0 0 0 0 M CHG 2 21 -1 27 1 M END $$$$

External Identifiers

TTD	DIB006936
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	158439
ChEBI
CAS Number

Drug Properties

Molecular Weight	565.14
ALogP	-4.7599
MLogP	1.57
XLogP	-1.277
HDA	16
HBD	3
Rotatable Bonds	13
TPSA	213.12
RO5 Violation	1