NPASS drugs

Drug Information

Drug ID:	NPD4171
Drug Name:
Molecular Formula:	C20H28N10O19P4
Canonical SMILES:	O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2cnc3c2ncnc3N)[O-])[O-])[O-])[O-])O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
Standard InCHI:	InChI=1S/C20H28N10O19P4/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(45-19)1-43-50(35,36)47-52(39,40)49-53(41,42)48-51(37,38)44-2-8-12(32)14(34)20(46-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42)(H2,21,23,25)(H2,22,24,26)/p-4/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1
Standard InCHIKey:	YOAHKNVSNCMZGQ-XPWFQUROSA-J
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4171

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	685
0.1-0.2	22224
0.2-0.3	5098
0.3-0.4	2332
0.4-0.5	404
0.5-0.6	54
0.6-0.7	19
0.7-0.8	36
0.8-0.85	19
0.85-0.9	14
0.9-0.95	1
0.95-1	4

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
High Similarity	1.0	NPC319100
High Similarity	1.0	NPC324198
High Similarity	0.9936	NPC326529
High Similarity	0.9682	NPC326082
High Similarity	0.9108	NPC226245
High Similarity	0.8981	NPC174802
High Similarity	0.8917	NPC130586
High Similarity	0.8917	NPC212551
High Similarity	0.8917	NPC164952
High Similarity	0.8917	NPC302778
High Similarity	0.8827	NPC323091
High Similarity	0.8805	NPC224076
High Similarity	0.879	NPC85689
High Similarity	0.879	NPC185991
High Similarity	0.879	NPC211025
High Similarity	0.879	NPC161224
High Similarity	0.8734	NPC321814
High Similarity	0.8634	NPC316618
High Similarity	0.8599	NPC121222
Intermediate Similarity	0.8408	NPC107374
Intermediate Similarity	0.8408	NPC21448
Intermediate Similarity	0.8408	NPC156461
Intermediate Similarity	0.8363	NPC189261
Intermediate Similarity	0.8354	NPC164665
Intermediate Similarity	0.8354	NPC189068
Intermediate Similarity	0.8302	NPC269827
Intermediate Similarity	0.8302	NPC309832
Intermediate Similarity	0.8302	NPC219313
Intermediate Similarity	0.828	NPC229974
Intermediate Similarity	0.8204	NPC14590
Intermediate Similarity	0.8153	NPC209525
Intermediate Similarity	0.8153	NPC161659
Intermediate Similarity	0.8118	NPC324033
Intermediate Similarity	0.8118	NPC321458
Intermediate Similarity	0.8059	NPC261595
Intermediate Similarity	0.805	NPC314152
Intermediate Similarity	0.8049	NPC472816
Intermediate Similarity	0.8038	NPC317821
Intermediate Similarity	0.7964	NPC239737
Intermediate Similarity	0.7831	NPC207633
Intermediate Similarity	0.775	NPC129756
Intermediate Similarity	0.7711	NPC150853
Intermediate Similarity	0.7651	NPC136349
Intermediate Similarity	0.7647	NPC311197
Intermediate Similarity	0.7647	NPC54320
Intermediate Similarity	0.7647	NPC313754
Intermediate Similarity	0.7619	NPC328479
Intermediate Similarity	0.7602	NPC195140
Intermediate Similarity	0.7588	NPC52238
Intermediate Similarity	0.7578	NPC30326
Intermediate Similarity	0.7576	NPC64705
Intermediate Similarity	0.7576	NPC232408
Intermediate Similarity	0.7515	NPC177169
Intermediate Similarity	0.7515	NPC274384
Intermediate Similarity	0.7515	NPC317746
Intermediate Similarity	0.7515	NPC89147
Intermediate Similarity	0.7469	NPC33996
Intermediate Similarity	0.7455	NPC251233
Intermediate Similarity	0.7455	NPC318590
Intermediate Similarity	0.7455	NPC211820
Intermediate Similarity	0.7453	NPC320818
Intermediate Similarity	0.7333	NPC186619
Intermediate Similarity	0.7294	NPC326694
Intermediate Similarity	0.7293	NPC313897
Intermediate Similarity	0.7288	NPC324484
Intermediate Similarity	0.7263	NPC290959
Intermediate Similarity	0.7247	NPC325906
Intermediate Similarity	0.7241	NPC93365
Intermediate Similarity	0.7212	NPC107160
Intermediate Similarity	0.7204	NPC24589
Intermediate Similarity	0.7181	NPC282458
Intermediate Similarity	0.7181	NPC78941
Intermediate Similarity	0.703	NPC61198
Intermediate Similarity	0.7028	NPC21461
Remote Similarity	0.697	NPC262926
Remote Similarity	0.6914	NPC321052
Remote Similarity	0.6911	NPC313514
Remote Similarity	0.6807	NPC319221
Remote Similarity	0.675	NPC276373
Remote Similarity	0.6747	NPC324009
Remote Similarity	0.6716	NPC5802
Remote Similarity	0.6686	NPC74306
Remote Similarity	0.6686	NPC315642
Remote Similarity	0.6683	NPC157821
Remote Similarity	0.6621	NPC158055
Remote Similarity	0.6505	NPC33382
Remote Similarity	0.6471	NPC168702
Remote Similarity	0.6471	NPC125659
Remote Similarity	0.6402	NPC222174
Remote Similarity	0.6326	NPC250178
Remote Similarity	0.629	NPC321393
Remote Similarity	0.6121	NPC327579
Remote Similarity	0.6044	NPC160666
Remote Similarity	0.5977	NPC57279
Remote Similarity	0.5954	NPC246193
Remote Similarity	0.5954	NPC104011
Remote Similarity	0.5912	NPC476564
Remote Similarity	0.5851	NPC472834
Remote Similarity	0.5848	NPC248007
Remote Similarity	0.5823	NPC174114
Remote Similarity	0.5823	NPC87981
Remote Similarity	0.5822	NPC103388
Remote Similarity	0.5732	NPC312187
Remote Similarity	0.5732	NPC4837
Remote Similarity	0.5714	NPC324815
Remote Similarity	0.57	NPC164845
Remote Similarity	0.5682	NPC287876
Remote Similarity	0.5673	NPC139776
Remote Similarity	0.5649	NPC315126
Remote Similarity	0.5649	NPC314774
Remote Similarity	0.5625	NPC14330

Drug Structure

NPD4171 OpenBabel08211704332D 61 66 0 0 1 0 0 0 0 0999 V2000 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3126 -2.8690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3126 -8.6011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7989 0.0873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7989 -5.6448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5000 -4.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.7989 -1.5308 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7989 -7.2628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 1.6750 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0878 -4.0570 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0388 1.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.0388 -4.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0068 -2.5089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0068 -8.2410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 -1.2218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8479 -6.9538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0388 0.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.0388 -5.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.9579 -2.8179 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.9579 -8.5500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.2637 -3.1781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2637 -8.9101 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1047 -1.8909 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1047 -7.6229 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.3867 -0.7218 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3867 -6.4538 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 -0.2218 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8479 -5.9538 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7788 2.6261 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7788 -3.1060 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 1.9538 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8479 -3.7782 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 5 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 3.0000 -4.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 2.0000 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -2.0000 0.0000 O 0 5 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 2.0000 -1.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 3.0000 -2.0000 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 1.0000 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 0.0570 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0878 -5.6750 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 2.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -2.0000 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 2.0000 -4.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 2.0000 -2.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 7.1658 -3.7961 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7010 -2.1488 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1658 -9.5281 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7010 -7.8809 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8006 2.8340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4479 -2.3628 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7614 1.5471 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7614 -4.1850 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 43 1 0 0 0 0 2 44 1 0 0 0 0 3 23 2 0 0 0 0 3 25 1 0 0 0 0 4 24 2 0 0 0 0 4 26 1 0 0 0 0 5 27 2 0 0 0 0 5 29 1 0 0 0 0 6 28 2 0 0 0 0 6 30 1 0 0 0 0 7 1 1 6 0 0 0 7 11 1 0 0 0 0 7 45 1 0 0 0 0 8 2 1 1 0 0 0 8 12 1 0 0 0 0 8 46 1 0 0 0 0 9 15 2 0 0 0 0 9 17 1 0 0 0 0 9 27 1 0 0 0 0 10 16 2 0 0 0 0 10 18 1 0 0 0 0 10 28 1 0 0 0 0 11 13 1 0 0 0 0 11 31 1 1 0 0 0 12 14 1 0 0 0 0 12 32 1 6 0 0 0 13 19 1 0 0 0 0 13 33 1 1 0 0 0 14 20 1 0 0 0 0 14 34 1 6 0 0 0 15 21 1 0 0 0 0 15 23 1 0 0 0 0 16 22 1 0 0 0 0 16 24 1 0 0 0 0 17 25 2 0 0 0 0 17 29 1 0 0 0 0 18 26 2 0 0 0 0 18 30 1 0 0 0 0 19 29 1 6 0 0 0 19 45 1 0 0 0 0 20 30 1 1 0 0 0 20 46 1 0 0 0 0 21 54 1 0 0 0 0 21 55 1 0 0 0 0 22 56 1 0 0 0 0 22 57 1 0 0 0 0 31 58 1 0 0 0 0 32 59 1 0 0 0 0 33 60 1 0 0 0 0 34 61 1 0 0 0 0 35 50 1 0 0 0 0 36 50 2 0 0 0 0 37 51 1 0 0 0 0 38 51 2 0 0 0 0 39 52 1 0 0 0 0 40 52 2 0 0 0 0 41 53 1 0 0 0 0 42 53 2 0 0 0 0 43 50 1 0 0 0 0 44 51 1 0 0 0 0 47 50 1 0 0 0 0 47 52 1 0 0 0 0 48 51 1 0 0 0 0 48 53 1 0 0 0 0 49 52 1 0 0 0 0 49 53 1 0 0 0 0 M CHG 4 35 -1 37 -1 39 -1 41 -1 M END $$$$

External Identifiers

TTD	DIB000985
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25243905
ChEBI
CAS Number

Drug Properties

Molecular Weight	832.02
ALogP	-7.4356
MLogP	0.03
XLogP	-8.374
HDA	29
HBD	6
Rotatable Bonds	24
TPSA	484.53
RO5 Violation	3