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 is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	109643
0.1-0.2	101112
0.2-0.3	302
0.3-0.4	402
0.4-0.5	207
0.5-0.6	46
0.6-0.7	22
0.7-0.8	2
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
0.95-1	1

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC90902
High Similarity	0.8602	NPC570735
High Similarity	0.8602	NPC604859
Intermediate Similarity	0.798	NPC117683
Intermediate Similarity	0.7059	NPC318673
Remote Similarity	0.6857	NPC520234
Remote Similarity	0.6857	NPC608076
Remote Similarity	0.6705	NPC324198
Remote Similarity	0.6705	NPC316939
Remote Similarity	0.6705	NPC326529
Remote Similarity	0.6705	NPC319100
Remote Similarity	0.6705	NPC603572
Remote Similarity	0.6705	NPC607210
Remote Similarity	0.6522	NPC327566
Remote Similarity	0.6484	NPC174802
Remote Similarity	0.6484	NPC54152
Remote Similarity	0.6484	NPC59850
Remote Similarity	0.6484	NPC578991
Remote Similarity	0.6413	NPC503286
Remote Similarity	0.6413	NPC572672
Remote Similarity	0.6413	NPC606410
Remote Similarity	0.6344	NPC323091
Remote Similarity	0.6196	NPC327314
Remote Similarity	0.6087	NPC130586
Remote Similarity	0.6087	NPC317780
Remote Similarity	0.6087	NPC539967
Remote Similarity	0.6087	NPC602178
Remote Similarity	0.5941	NPC575358
Remote Similarity	0.5833	NPC552750
Remote Similarity	0.5833	NPC590280
Remote Similarity	0.5784	NPC326686
Remote Similarity	0.5784	NPC221811
Remote Similarity	0.5784	NPC510232
Remote Similarity	0.5752	NPC323228
Remote Similarity	0.5714	NPC185991
Remote Similarity	0.5714	NPC321814
Remote Similarity	0.5714	NPC509277
Remote Similarity	0.5714	NPC611766
Remote Similarity	0.5673	NPC321481
Remote Similarity	0.5673	NPC528581
Remote Similarity	0.5673	NPC554056
Remote Similarity	0.567	NPC316618
Remote Similarity	0.567	NPC518734
Remote Similarity	0.566	NPC327693
Remote Similarity	0.5586	NPC320629
Remote Similarity	0.5545	NPC218635
Remote Similarity	0.549	NPC323608
Remote Similarity	0.5455	NPC21461
Remote Similarity	0.5446	NPC276985
Remote Similarity	0.5377	NPC319129
Remote Similarity	0.5357	NPC573808
Remote Similarity	0.5357	NPC591768
Remote Similarity	0.5333	NPC136349
Remote Similarity	0.5333	NPC219313
Remote Similarity	0.5333	NPC525749
Remote Similarity	0.5319	NPC328479
Remote Similarity	0.5319	NPC604652
Remote Similarity	0.5315	NPC324795
Remote Similarity	0.53	NPC321692
Remote Similarity	0.5269	NPC177964
Remote Similarity	0.5263	NPC326951
Remote Similarity	0.5234	NPC326465
Remote Similarity	0.52	NPC319557
Remote Similarity	0.5138	NPC322784
Remote Similarity	0.5124	NPC556844
Remote Similarity	0.5104	NPC319099
Remote Similarity	0.51	NPC161224
Remote Similarity	0.51	NPC481375
Remote Similarity	0.51	NPC566076
Remote Similarity	0.51	NPC605894
Remote Similarity	0.5052	NPC325378
Remote Similarity	0.5051	NPC324484
Remote Similarity	0.5047	NPC318599

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