NPASS drugs

Drug Information

Drug ID:	NPD4716
Drug Name:
Molecular Formula:	C21H29N7O14P2
Canonical SMILES:	O[C@@H]1[C@H](O)[C@H](O[C@H]1N1C=CCC(=C1)C(=N)O)COP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)O)O
Standard InCHI:	InChI=1S/C21H29N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
Standard InCHIKey:	BOPGDPNILDQYTO-NNYOXOHSSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4716

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	292
0.1-0.2	10087
0.2-0.3	16126
0.3-0.4	2926
0.4-0.5	1223
0.5-0.6	130
0.6-0.7	22
0.7-0.8	47
0.8-0.85	24
0.85-0.9	13
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
High Similarity	0.8812	NPC174802
High Similarity	0.875	NPC130586
High Similarity	0.875	NPC164952
High Similarity	0.8704	NPC226245
High Similarity	0.8667	NPC323091
High Similarity	0.8634	NPC212551
High Similarity	0.8634	NPC302778
High Similarity	0.8625	NPC85689
High Similarity	0.8625	NPC161224
High Similarity	0.8625	NPC185991
High Similarity	0.8625	NPC211025
High Similarity	0.8571	NPC321814
High Similarity	0.8528	NPC224076
Intermediate Similarity	0.848	NPC326529
Intermediate Similarity	0.8476	NPC316618
Intermediate Similarity	0.8438	NPC121222
Intermediate Similarity	0.843	NPC324198
Intermediate Similarity	0.843	NPC319100
Intermediate Similarity	0.8364	NPC239737
Intermediate Similarity	0.8353	NPC326082
Intermediate Similarity	0.8333	NPC150853
Intermediate Similarity	0.825	NPC156461
Intermediate Similarity	0.825	NPC107374
Intermediate Similarity	0.825	NPC21448
Intermediate Similarity	0.8218	NPC189261
Intermediate Similarity	0.8199	NPC164665
Intermediate Similarity	0.8199	NPC189068
Intermediate Similarity	0.8187	NPC321458
Intermediate Similarity	0.8187	NPC324033
Intermediate Similarity	0.8148	NPC269827
Intermediate Similarity	0.8148	NPC219313
Intermediate Similarity	0.8148	NPC309832
Intermediate Similarity	0.8129	NPC261595
Intermediate Similarity	0.8125	NPC229974
Intermediate Similarity	0.8012	NPC207633
Intermediate Similarity	0.8	NPC161659
Intermediate Similarity	0.8	NPC209525
Intermediate Similarity	0.7904	NPC472816
Intermediate Similarity	0.7901	NPC314152
Intermediate Similarity	0.7888	NPC317821
Intermediate Similarity	0.7866	NPC64705
Intermediate Similarity	0.7866	NPC232408
Intermediate Similarity	0.7849	NPC14590
Intermediate Similarity	0.7805	NPC177169
Intermediate Similarity	0.7805	NPC274384
Intermediate Similarity	0.7805	NPC317746
Intermediate Similarity	0.7805	NPC89147
Intermediate Similarity	0.7783	NPC107160
Intermediate Similarity	0.7744	NPC251233
Intermediate Similarity	0.7744	NPC318590
Intermediate Similarity	0.7744	NPC211820
Intermediate Similarity	0.7719	NPC54320
Intermediate Similarity	0.7719	NPC311197
Intermediate Similarity	0.7719	NPC313754
Intermediate Similarity	0.7716	NPC129756
Intermediate Similarity	0.7661	NPC52238
Intermediate Similarity	0.7654	NPC30326
Intermediate Similarity	0.7622	NPC186619
Intermediate Similarity	0.7531	NPC320818
Intermediate Similarity	0.7527	NPC313514
Intermediate Similarity	0.7515	NPC136349
Intermediate Similarity	0.7485	NPC328479
Intermediate Similarity	0.7471	NPC195140
Intermediate Similarity	0.7439	NPC33996
Intermediate Similarity	0.7416	NPC21461
Intermediate Similarity	0.7317	NPC61198
Intermediate Similarity	0.7256	NPC262926
Intermediate Similarity	0.723	NPC158055
Intermediate Similarity	0.7216	NPC93365
Intermediate Similarity	0.7182	NPC125659
Intermediate Similarity	0.7182	NPC168702
Intermediate Similarity	0.7174	NPC313897
Intermediate Similarity	0.7168	NPC326694
Intermediate Similarity	0.7167	NPC324484
Intermediate Similarity	0.7143	NPC290959
Intermediate Similarity	0.7127	NPC325906
Intermediate Similarity	0.7091	NPC319221
Intermediate Similarity	0.7085	NPC157821
Intermediate Similarity	0.7071	NPC276373
Intermediate Similarity	0.7035	NPC5802
Intermediate Similarity	0.703	NPC324009
Intermediate Similarity	0.7019	NPC250178
Intermediate Similarity	0.7011	NPC222174
Intermediate Similarity	0.7	NPC24589
Remote Similarity	0.6979	NPC282458
Remote Similarity	0.6979	NPC78941
Remote Similarity	0.6959	NPC74306
Remote Similarity	0.6959	NPC315642
Remote Similarity	0.694	NPC33382
Remote Similarity	0.6798	NPC321052
Remote Similarity	0.6721	NPC321393
Remote Similarity	0.6621	NPC160666
Remote Similarity	0.6529	NPC57279
Remote Similarity	0.6448	NPC472834
Remote Similarity	0.6402	NPC327579
Remote Similarity	0.6124	NPC296437
Remote Similarity	0.6111	NPC324815
Remote Similarity	0.6089	NPC470266
Remote Similarity	0.608	NPC473585
Remote Similarity	0.6044	NPC476521
Remote Similarity	0.6043	NPC314774
Remote Similarity	0.6043	NPC315126
Remote Similarity	0.604	NPC265111
Remote Similarity	0.6038	NPC103388
Remote Similarity	0.6022	NPC476528
Remote Similarity	0.6022	NPC476433
Remote Similarity	0.5989	NPC476013
Remote Similarity	0.5989	NPC476520
Remote Similarity	0.5989	NPC476522
Remote Similarity	0.5989	NPC474986
Remote Similarity	0.5979	NPC472833
Remote Similarity	0.5978	NPC476408
Remote Similarity	0.595	NPC150447
Remote Similarity	0.5946	NPC244700
Remote Similarity	0.593	NPC248007
Remote Similarity	0.5885	NPC472832
Remote Similarity	0.5885	NPC18308
Remote Similarity	0.5852	NPC104011
Remote Similarity	0.5852	NPC246193
Remote Similarity	0.585	NPC164845
Remote Similarity	0.5802	NPC476564
Remote Similarity	0.5763	NPC287876
Remote Similarity	0.5758	NPC319456
Remote Similarity	0.5756	NPC139776
Remote Similarity	0.5714	NPC87981
Remote Similarity	0.5714	NPC174114
Remote Similarity	0.5706	NPC14330
Remote Similarity	0.5629	NPC312187
Remote Similarity	0.5629	NPC4837

Drug Structure

NPD4716 OpenBabel08211705272D 54 58 0 0 1 0 0 0 0 0999 V2000 -6.5704 0.4028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4659 1.3973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7614 -0.1850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7433 1.2163 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 -1.5000 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1410 -3.4343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3239 -6.1996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5523 1.8041 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 -1.0000 -3.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7251 -5.3906 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 -1.4067 -4.6456 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 -0.6636 -5.3147 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.6762 -5.0816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4478 2.7986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9820 -4.7215 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 0.2024 -4.8147 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.4194 -5.7507 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5343 3.2053 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8841 -4.1034 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1899 -3.7433 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3184 -6.3041 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 1.1160 -5.2215 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 -2.3849 -4.8535 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 -0.7681 -6.3092 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2568 3.3864 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 -0.0000 -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 -1.0000 0.0000 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 -3.0878 -0.0570 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0055 -3.8366 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 -0.0000 -0.0000 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 5.3704 -5.4417 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2114 -6.7289 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4297 4.1998 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4479 -3.3692 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6939 -5.8046 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 0.0409 -6.8970 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1523 4.3809 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 2 0 0 0 0 2 9 1 0 0 0 0 3 27 1 0 0 0 0 4 9 2 0 0 0 0 4 27 1 0 0 0 0 5 38 1 0 0 0 0 6 39 1 0 0 0 0 7 24 2 0 0 0 0 7 25 1 0 0 0 0 8 26 2 0 0 0 0 8 28 1 0 0 0 0 9 18 1 0 0 0 0 10 5 1 6 0 0 0 10 13 1 0 0 0 0 10 40 1 0 0 0 0 11 6 1 1 0 0 0 11 14 1 0 0 0 0 11 41 1 0 0 0 0 12 17 2 0 0 0 0 12 19 1 0 0 0 0 12 26 1 0 0 0 0 13 15 1 0 0 0 0 13 29 1 1 0 0 0 14 16 1 0 0 0 0 14 30 1 6 0 0 0 15 20 1 0 0 0 0 15 31 1 1 0 0 0 16 21 1 0 0 0 0 16 32 1 6 0 0 0 17 22 1 0 0 0 0 17 24 1 0 0 0 0 18 23 2 0 0 0 0 18 33 1 0 0 0 0 19 25 2 0 0 0 0 19 28 1 0 0 0 0 20 27 1 6 0 0 0 20 40 1 0 0 0 0 21 28 1 1 0 0 0 21 41 1 0 0 0 0 22 45 1 0 0 0 0 22 46 1 0 0 0 0 23 47 1 0 0 0 0 29 48 1 0 0 0 0 30 49 1 0 0 0 0 31 50 1 0 0 0 0 32 51 1 0 0 0 0 33 52 1 0 0 0 0 34 43 1 0 0 0 0 34 53 1 0 0 0 0 35 43 2 0 0 0 0 36 44 1 0 0 0 0 36 54 1 0 0 0 0 37 44 2 0 0 0 0 38 43 1 0 0 0 0 39 44 1 0 0 0 0 42 43 1 0 0 0 0 42 44 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001291
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	439153
ChEBI
CAS Number

Drug Properties

Molecular Weight	665.12
ALogP	-3.4773
MLogP	1.24
XLogP	-4.247
HDA	21
HBD	9
Rotatable Bonds	19
TPSA	338.23
RO5 Violation	3