NPASS Compound

Structure

NPC297950 OpenBabel07101719132D 113124 0 0 1 0 0 0 0 0999 V2000 -3.2689 11.8565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3255 7.5102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9371 1.8986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2142 4.8271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7102 3.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4960 -3.8351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9920 -2.9760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3107 9.6834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7182 -0.9920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7182 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8591 0.4960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3107 11.5998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8390 9.4266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5405 8.7252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7182 0.9920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7182 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8591 -1.4880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7182 -2.9760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0958 10.3848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7182 -1.9840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8591 -0.4960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8591 4.4640 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8591 1.4880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8591 2.4800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7182 2.9760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.9161 0.5645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0137 -0.4960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7319 -4.4640 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5968 1.4539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6448 6.6208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2955 -4.4640 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2837 7.7670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9789 1.6419 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8591 1.4880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8591 2.4800 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.6175 -0.1369 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1546 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.7319 -3.4720 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.2982 0.7525 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3881 5.6626 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4364 -4.9600 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -1.9840 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8591 -0.4960 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8591 -3.4720 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.3608 -1.0951 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2955 -0.4960 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.8728 -2.9760 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4364 -5.9520 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.0895 4.9612 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5773 -6.4480 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8328 4.0030 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7640 0.4269 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.4026 -1.3519 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2955 -1.4880 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7182 -5.9520 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0625 1.1284 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.0833 -0.4625 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.7222 0.6837 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.0415 -0.2057 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0137 -3.4720 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8746 3.7462 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9852 7.0655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7011 -0.6504 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1546 -1.9840 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.3818 0.2390 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3193 2.0866 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7182 -4.9600 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0137 -4.4640 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1731 4.4477 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9582 3.2327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7182 3.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.9760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0540 10.6416 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8591 -1.4880 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 0.9920 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 2.9760 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -12.5757 0.1198 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1546 0.9920 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5910 -2.9760 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.2564 1.0092 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.0622 -1.7966 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4364 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8728 -1.9840 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2955 -6.4480 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0477 5.2179 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5773 -7.4400 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5342 3.3015 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5072 -0.5312 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.1458 -2.3101 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4364 -1.9840 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8591 -6.4480 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1043 0.8717 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8265 -1.4207 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7284 6.1073 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6596 2.5313 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0122 10.3848 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9434 7.3223 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.9579 0.3078 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0137 -1.4880 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6386 1.1972 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8728 -4.9600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1546 -4.9600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2775 2.3433 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5773 -4.4640 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4299 5.4059 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8591 -4.4640 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4236 -0.0178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.7429 -0.9072 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1546 -2.9760 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6178 2.7880 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2149 4.1909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 12 2 0 0 0 0 2 33 1 0 0 0 0 4 72 1 0 0 0 0 5 72 1 0 0 0 0 6 73 1 0 0 0 0 7 73 1 0 0 0 0 10 76 1 0 0 0 0 12 74 1 0 0 0 0 13 14 1 0 0 0 0 13 19 1 0 0 0 0 14 33 2 0 0 0 0 15 16 1 0 0 0 0 15 35 2 0 0 0 0 16 44 1 0 0 0 0 17 21 1 0 0 0 0 17 43 1 0 0 0 0 18 20 1 0 0 0 0 18 45 1 0 0 0 0 19 74 1 0 0 0 0 20 75 1 0 0 0 0 21 77 1 0 0 0 0 22 24 1 0 0 0 0 22 72 1 0 0 0 0 23 25 1 0 0 0 0 23 76 1 0 0 0 0 24 78 1 0 0 0 0 25 78 1 0 0 0 0 26 36 1 0 0 0 0 26 72 1 0 0 0 0 27 37 1 0 0 0 0 27100 1 0 0 0 0 28 38 1 0 0 0 0 28101 1 0 0 0 0 29 39 1 0 0 0 0 29103 1 0 0 0 0 30 40 1 0 0 0 0 30102 1 0 0 0 0 31 99 1 0 0 0 0 32104 1 0 0 0 0 33 63 1 0 0 0 0 34 3 1 6 0 0 0 34 59 1 0 0 0 0 34105 1 0 0 0 0 35 36 1 0 0 0 0 35 76 1 0 0 0 0 36 78 1 1 0 0 0 37 46 1 0 0 0 0 37 79 1 6 0 0 0 38 47 1 0 0 0 0 38 80 1 6 0 0 0 39 48 1 0 0 0 0 39 81 1 1 0 0 0 40 60 1 0 0 0 0 40 82 1 6 0 0 0 41 31 1 1 0 0 0 41 50 1 0 0 0 0 41107 1 0 0 0 0 42 32 1 6 0 0 0 42 49 1 0 0 0 0 42106 1 0 0 0 0 43 73 1 0 0 0 0 43 75 1 6 0 0 0 44 75 1 6 0 0 0 44 77 1 0 0 0 0 45 73 1 0 0 0 0 45108 1 6 0 0 0 46 54 1 0 0 0 0 46 83 1 1 0 0 0 47 55 1 0 0 0 0 47 84 1 1 0 0 0 48 61 1 0 0 0 0 48 85 1 1 0 0 0 49 51 1 0 0 0 0 49 86 1 1 0 0 0 50 52 1 0 0 0 0 50 87 1 6 0 0 0 51 56 1 0 0 0 0 51 88 1 6 0 0 0 52 62 1 0 0 0 0 52 89 1 1 0 0 0 53 57 1 0 0 0 0 53 59 1 0 0 0 0 53 90 1 6 0 0 0 54 64 1 0 0 0 0 54 91 1 6 0 0 0 55 65 1 0 0 0 0 55 92 1 6 0 0 0 56 68 1 0 0 0 0 56 93 1 1 0 0 0 57 67 1 0 0 0 0 57 94 1 6 0 0 0 58 60 1 0 0 0 0 58 66 1 0 0 0 0 58 95 1 6 0 0 0 59109 1 1 0 0 0 60110 1 1 0 0 0 61 69 1 0 0 0 0 61111 1 6 0 0 0 62 70 1 0 0 0 0 62112 1 6 0 0 0 63 96 2 0 0 0 0 63 99 1 0 0 0 0 64100 1 0 0 0 0 64110 1 1 0 0 0 65101 1 0 0 0 0 65111 1 1 0 0 0 66102 1 0 0 0 0 66109 1 1 0 0 0 67105 1 0 0 0 0 67112 1 1 0 0 0 68106 1 0 0 0 0 68108 1 6 0 0 0 69103 1 0 0 0 0 69104 1 1 0 0 0 70107 1 0 0 0 0 70113 1 1 0 0 0 71 97 2 0 0 0 0 71113 1 0 0 0 0 74 8 1 1 0 0 0 74 98 1 0 0 0 0 75 9 1 6 0 0 0 76 77 1 6 0 0 0 77 11 1 6 0 0 0 78 71 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1620.79
Volume:	1549.441
LogP:	2.422
LogD:	1.604
LogS:	-3.043
# Rotatable Bonds:	24
TPSA:	536.73
# H-Bond Aceptor:	35
# H-Bond Donor:	18
# Rings:	12
# Heavy Atoms:	35

MedChem Properties

QED Drug-Likeness Score:	0.029
Synthetic Accessibility Score:	7.505
Fsp3:	0.897
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.973
MDCK Permeability:	0.0003796749806497246
Pgp-inhibitor:	0.862
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	0.997
20% Bioavailability (F20%):	0.0
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.241
Plasma Protein Binding (PPB):	56.07886505126953%
Volume Distribution (VD):	-0.438
Pgp-substrate:	16.935380935668945%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.342
CYP2C19-inhibitor:	0.0
CYP2C19-substrate:	0.054
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.002
CYP2D6-substrate:	0.016
CYP3A4-inhibitor:	0.105
CYP3A4-substrate:	0.001

ADMET: Excretion

Clearance (CL):	-1.297
Half-life (T1/2):	0.566

ADMET: Toxicity

hERG Blockers:	0.174
Human Hepatotoxicity (H-HT):	0.101
Drug-inuced Liver Injury (DILI):	0.006
AMES Toxicity:	0.052
Rat Oral Acute Toxicity:	0.028
Maximum Recommended Daily Dose:	0.269
Skin Sensitization:	0.084
Carcinogencity:	0.026
Eye Corrosion:	0.003
Eye Irritation:	0.008
Respiratory Toxicity:	0.068

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs

Natural Product: NPC297950

Natural Product ID:	NPC297950
*Common Name:**	Gleditsioside A
IUPAC Name:	[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-[[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
Synonyms:
Standard InCHIKey:	PSWTYKAGISJRNR-YRGLWYEXSA-N
Standard InCHI:	InChI=1S/C78H124O35/c1-12-74(8,98)19-13-14-33(2)63(96)99-31-41-50(87)52(89)62(112-67-57(94)53(90)59(34(3)105-67)109-66-58(95)60(40(82)30-102-66)110-64-54(91)46(83)37(79)27-100-64)70(107-41)113-71(97)78-24-22-72(4,5)26-36(78)35-15-16-44-75(9)20-18-45(73(6,7)43(75)17-21-77(44,11)76(35,10)23-25-78)108-68-56(93)51(88)49(86)42(106-68)32-104-69-61(48(85)39(81)29-103-69)111-65-55(92)47(84)38(80)28-101-65/h12,14-15,34,36-62,64-70,79-95,98H,1,13,16-32H2,2-11H3/b33-14+/t34-,36-,37+,38+,39-,40+,41+,42+,43-,44+,45-,46-,47-,48-,49+,50+,51-,52-,53-,54+,55+,56+,57+,58+,59-,60-,61+,62+,64-,65-,66-,67-,68-,69-,70-,74+,75-,76+,77+,78-/m0/s1
SMILES:	C=C[C@](CC/C=C(/C(=O)OC[C@H]1O[C@@H](OC(=O)[C@@]23CCC(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(CC2)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H](C2(C)C)O[C@@H]2O[C@H](CO[C@@H]3OC[C@@H]([C@@H]([C@H]3O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O)[C@H]([C@@H]([C@H]2O)O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)C)(O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3357148
PubChem CID:	10796625
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0002049] Terpene glycosides [CHEMONTID:0001580] Triterpene glycosides [CHEMONTID:0002358] Triterpene saponins

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO20608	Gleditsia sinensis	Species	Fabaceae	Eukaryota	anomalous fruits	n.a.	n.a.	PMID[25442304]
NPO20608	Gleditsia sinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20608	Gleditsia sinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20608	Gleditsia sinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20608	Gleditsia sinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20608	Gleditsia sinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	3
Others	10

Activity Type	# Activity
Cell Line	12
NON-MOLECULAR	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT380	Cell Line	U-251	Homo sapiens	Activity	=	14.21	%	PMID[501380]
NPT76	Cell Line	C6	Rattus norvegicus	Activity	=	13.38	%	PMID[501380]
NPT380	Cell Line	U-251	Homo sapiens	IC50	=	16880.0	nM	PMID[501380]
NPT76	Cell Line	C6	Rattus norvegicus	IC50	=	7300.0	nM	PMID[501380]
NPT76	Cell Line	C6	Rattus norvegicus	Activity	=	40.15	%	PMID[501380]
NPT76	Cell Line	C6	Rattus norvegicus	Activity	=	16.73	%	PMID[501380]
NPT76	Cell Line	C6	Rattus norvegicus	Activity	=	21.37	%	PMID[501380]
NPT76	Cell Line	C6	Rattus norvegicus	Activity	=	21.75	%	PMID[501380]
NPT380	Cell Line	U-251	Homo sapiens	Activity	=	64.13	%	PMID[501380]
NPT380	Cell Line	U-251	Homo sapiens	Activity	=	4.12	%	PMID[501380]
NPT380	Cell Line	U-251	Homo sapiens	Activity	=	18.13	%	PMID[501380]
NPT380	Cell Line	U-251	Homo sapiens	Activity	=	13.62	%	PMID[501380]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	14660.0	nM	PMID[501380]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

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

● The left chart: Distribution of similarity level between NPC297950 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	279
0.1-0.2	1643
0.2-0.3	4386
0.3-0.4	7992
0.4-0.5	12430
0.5-0.6	7996
0.6-0.7	4758
0.7-0.8	2197
0.8-0.85	452
0.85-0.9	374
0.9-0.95	175
0.95-1	15

Similarity Score	Similarity Level	Natural Product ID
0.9829	High Similarity	NPC112492
0.9829	High Similarity	NPC472270
0.9829	High Similarity	NPC472269
0.9829	High Similarity	NPC23020
0.9829	High Similarity	NPC472268
0.9661	High Similarity	NPC45606
0.9661	High Similarity	NPC220838
0.9583	High Similarity	NPC319719
0.9583	High Similarity	NPC196874
0.9583	High Similarity	NPC475177
0.9583	High Similarity	NPC233223
0.9583	High Similarity	NPC322904
0.9583	High Similarity	NPC183816
0.9583	High Similarity	NPC324933
0.9583	High Similarity	NPC475444
0.9583	High Similarity	NPC473679
0.95	High Similarity	NPC300655
0.95	High Similarity	NPC43589
0.95	High Similarity	NPC311178
0.95	High Similarity	NPC222951
0.931	High Similarity	NPC470915
0.931	High Similarity	NPC470911
0.931	High Similarity	NPC470517
0.925	High Similarity	NPC470516
0.9231	High Similarity	NPC268184
0.9224	High Similarity	NPC471548
0.9224	High Similarity	NPC470515
0.9138	High Similarity	NPC473405
0.9138	High Similarity	NPC471547
0.913	High Similarity	NPC261506
0.913	High Similarity	NPC227551
0.913	High Similarity	NPC473714
0.913	High Similarity	NPC309907
0.913	High Similarity	NPC305981
0.913	High Similarity	NPC475160
0.913	High Similarity	NPC236638
0.913	High Similarity	NPC119592
0.913	High Similarity	NPC202828
0.913	High Similarity	NPC71065
0.913	High Similarity	NPC4328
0.913	High Similarity	NPC123199
0.913	High Similarity	NPC65105
0.913	High Similarity	NPC43550
0.913	High Similarity	NPC471385
0.913	High Similarity	NPC293330
0.913	High Similarity	NPC41061
0.913	High Similarity	NPC79643
0.913	High Similarity	NPC204414
0.913	High Similarity	NPC161717
0.913	High Similarity	NPC67857
0.913	High Similarity	NPC76972
0.913	High Similarity	NPC469782
0.913	High Similarity	NPC475140
0.913	High Similarity	NPC294453
0.913	High Similarity	NPC250247
0.913	High Similarity	NPC100639
0.913	High Similarity	NPC54636
0.913	High Similarity	NPC471550
0.913	High Similarity	NPC476068
0.913	High Similarity	NPC70809
0.913	High Similarity	NPC298034
0.913	High Similarity	NPC60557
0.913	High Similarity	NPC57484
0.913	High Similarity	NPC224381
0.906	High Similarity	NPC36831
0.9043	High Similarity	NPC192600
0.9043	High Similarity	NPC241909
0.9043	High Similarity	NPC295823
0.9043	High Similarity	NPC475467
0.9043	High Similarity	NPC251263
0.9043	High Similarity	NPC46665
0.9043	High Similarity	NPC114287
0.9043	High Similarity	NPC473826
0.9043	High Similarity	NPC166422
0.9043	High Similarity	NPC323341
0.9043	High Similarity	NPC475287
0.9043	High Similarity	NPC174720
0.9043	High Similarity	NPC151543
0.9043	High Similarity	NPC309714
0.9043	High Similarity	NPC155410
0.9043	High Similarity	NPC114304
0.9043	High Similarity	NPC219180
0.9043	High Similarity	NPC133818
0.8983	High Similarity	NPC471577
0.8983	High Similarity	NPC477464
0.8974	High Similarity	NPC475514
0.8974	High Similarity	NPC220160
0.8974	High Similarity	NPC69811
0.8974	High Similarity	NPC85154
0.8974	High Similarity	NPC470876
0.8974	High Similarity	NPC33012
0.8974	High Similarity	NPC286457
0.8974	High Similarity	NPC191827
0.8974	High Similarity	NPC148417
0.8974	High Similarity	NPC475209
0.8974	High Similarity	NPC123522
0.8974	High Similarity	NPC309223
0.8974	High Similarity	NPC68175
0.8974	High Similarity	NPC136768
0.8974	High Similarity	NPC102505
0.8974	High Similarity	NPC473452
0.8974	High Similarity	NPC8524
0.8974	High Similarity	NPC110633
0.8974	High Similarity	NPC185466
0.8974	High Similarity	NPC104137
0.8957	High Similarity	NPC257468
0.8957	High Similarity	NPC471383
0.8957	High Similarity	NPC139044
0.8957	High Similarity	NPC104071
0.8957	High Similarity	NPC469946
0.8957	High Similarity	NPC79718
0.8957	High Similarity	NPC292677
0.8957	High Similarity	NPC10320
0.8957	High Similarity	NPC475504
0.8957	High Similarity	NPC104400
0.8957	High Similarity	NPC101744
0.8957	High Similarity	NPC102439
0.8957	High Similarity	NPC475516
0.8957	High Similarity	NPC473373
0.8957	High Similarity	NPC276093
0.8957	High Similarity	NPC324875
0.8957	High Similarity	NPC109079
0.8952	High Similarity	NPC312650
0.8952	High Similarity	NPC476776
0.8943	High Similarity	NPC47995
0.8943	High Similarity	NPC265841
0.8908	High Similarity	NPC476150
0.8908	High Similarity	NPC476127
0.8908	High Similarity	NPC135369
0.8908	High Similarity	NPC476991
0.8898	High Similarity	NPC475899
0.8898	High Similarity	NPC237191
0.8889	High Similarity	NPC26626
0.8889	High Similarity	NPC476992
0.8889	High Similarity	NPC110700
0.8889	High Similarity	NPC161674
0.8889	High Similarity	NPC288205
0.8889	High Similarity	NPC471384
0.8889	High Similarity	NPC160415
0.8889	High Similarity	NPC75287
0.8889	High Similarity	NPC279915
0.8889	High Similarity	NPC305267
0.8889	High Similarity	NPC51465
0.8889	High Similarity	NPC58448
0.888	High Similarity	NPC225791
0.888	High Similarity	NPC476779
0.8879	High Similarity	NPC473159
0.8879	High Similarity	NPC473343
0.8879	High Similarity	NPC134835
0.8879	High Similarity	NPC258885
0.8879	High Similarity	NPC150400
0.8879	High Similarity	NPC96641
0.8879	High Similarity	NPC124296
0.8879	High Similarity	NPC73318
0.8879	High Similarity	NPC163183
0.8871	High Similarity	NPC271610
0.8871	High Similarity	NPC476774
0.8871	High Similarity	NPC476780
0.8871	High Similarity	NPC476775
0.887	High Similarity	NPC164419
0.8862	High Similarity	NPC470475
0.8862	High Similarity	NPC470476
0.8833	High Similarity	NPC293031
0.8833	High Similarity	NPC477463
0.8833	High Similarity	NPC275225
0.8833	High Similarity	NPC51099
0.8833	High Similarity	NPC68767
0.8824	High Similarity	NPC25663
0.8824	High Similarity	NPC470914
0.8824	High Similarity	NPC135849
0.8824	High Similarity	NPC473401
0.8824	High Similarity	NPC473386
0.8824	High Similarity	NPC51564
0.8814	High Similarity	NPC473824
0.8814	High Similarity	NPC471580
0.8814	High Similarity	NPC475119
0.881	High Similarity	NPC476777
0.881	High Similarity	NPC476778
0.8803	High Similarity	NPC164389
0.8803	High Similarity	NPC475486
0.88	High Similarity	NPC30279
0.88	High Similarity	NPC46823
0.88	High Similarity	NPC277212
0.88	High Similarity	NPC473918
0.88	High Similarity	NPC178264
0.88	High Similarity	NPC71391
0.88	High Similarity	NPC192765
0.8793	High Similarity	NPC471967
0.8793	High Similarity	NPC139894
0.8793	High Similarity	NPC473383
0.879	High Similarity	NPC477196
0.879	High Similarity	NPC141600
0.879	High Similarity	NPC280029
0.879	High Similarity	NPC11577
0.879	High Similarity	NPC82380
0.879	High Similarity	NPC252289
0.879	High Similarity	NPC88311
0.879	High Similarity	NPC9470
0.879	High Similarity	NPC115656
0.879	High Similarity	NPC107536

Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC297950 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	258
0.1-0.2	1828
0.2-0.3	3681
0.3-0.4	2190
0.4-0.5	703
0.5-0.6	321
0.6-0.7	132
0.7-0.8	23
0.8-0.85	12
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8403	Intermediate Similarity	NPD8133	Approved
0.8387	Intermediate Similarity	NPD8328	Phase 3
0.8293	Intermediate Similarity	NPD8294	Approved
0.8293	Intermediate Similarity	NPD8377	Approved
0.8291	Intermediate Similarity	NPD6686	Approved
0.8226	Intermediate Similarity	NPD8379	Approved
0.8226	Intermediate Similarity	NPD8378	Approved
0.8226	Intermediate Similarity	NPD8335	Approved
0.8226	Intermediate Similarity	NPD8380	Approved
0.8226	Intermediate Similarity	NPD8296	Approved
0.811	Intermediate Similarity	NPD7507	Approved
0.808	Intermediate Similarity	NPD8517	Approved
0.808	Intermediate Similarity	NPD8515	Approved
0.808	Intermediate Similarity	NPD8033	Approved
0.808	Intermediate Similarity	NPD8516	Approved
0.7937	Intermediate Similarity	NPD7503	Approved
0.7937	Intermediate Similarity	NPD8513	Phase 3
0.7923	Intermediate Similarity	NPD7319	Approved
0.7917	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7903	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.784	Intermediate Similarity	NPD7327	Approved
0.784	Intermediate Similarity	NPD7328	Approved
0.7787	Intermediate Similarity	NPD8413	Clinical (unspecified phase)
0.7778	Intermediate Similarity	NPD7516	Approved
0.7603	Intermediate Similarity	NPD6412	Phase 2
0.7576	Intermediate Similarity	NPD7736	Approved
0.748	Intermediate Similarity	NPD7115	Discovery
0.7414	Intermediate Similarity	NPD7748	Approved
0.7395	Intermediate Similarity	NPD7640	Approved
0.7395	Intermediate Similarity	NPD7639	Approved
0.7373	Intermediate Similarity	NPD7902	Approved
0.7339	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7311	Intermediate Similarity	NPD7638	Approved
0.7241	Intermediate Similarity	NPD7515	Phase 2
0.7197	Intermediate Similarity	NPD6370	Approved
0.7167	Intermediate Similarity	NPD8029	Clinical (unspecified phase)
0.7165	Intermediate Similarity	NPD6882	Approved
0.7165	Intermediate Similarity	NPD8297	Approved
0.7143	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD7900	Approved
0.7111	Intermediate Similarity	NPD8293	Discontinued
0.709	Intermediate Similarity	NPD7492	Approved
0.7077	Intermediate Similarity	NPD6009	Approved
0.7045	Intermediate Similarity	NPD6054	Approved
0.7045	Intermediate Similarity	NPD6319	Approved
0.7037	Intermediate Similarity	NPD6616	Approved
0.7025	Intermediate Similarity	NPD4225	Approved
0.6985	Remote Similarity	NPD8074	Phase 3
0.6985	Remote Similarity	NPD7078	Approved
0.6984	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD4632	Approved
0.6911	Remote Similarity	NPD5344	Discontinued
0.6905	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6866	Remote Similarity	NPD6016	Approved
0.6866	Remote Similarity	NPD6015	Approved
0.6864	Remote Similarity	NPD46	Approved
0.6864	Remote Similarity	NPD6698	Approved
0.6855	Remote Similarity	NPD7632	Discontinued
0.685	Remote Similarity	NPD6881	Approved
0.685	Remote Similarity	NPD6899	Approved
0.6822	Remote Similarity	NPD6650	Approved
0.6822	Remote Similarity	NPD6649	Approved
0.6822	Remote Similarity	NPD8130	Phase 1
0.6815	Remote Similarity	NPD5988	Approved
0.6791	Remote Similarity	NPD6059	Approved
0.6772	Remote Similarity	NPD5697	Approved
0.6746	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6744	Remote Similarity	NPD6883	Approved
0.6744	Remote Similarity	NPD7102	Approved
0.6744	Remote Similarity	NPD7290	Approved
0.6693	Remote Similarity	NPD6675	Approved
0.6693	Remote Similarity	NPD7128	Approved
0.6693	Remote Similarity	NPD6402	Approved
0.6693	Remote Similarity	NPD5739	Approved
0.6692	Remote Similarity	NPD6847	Approved
0.6692	Remote Similarity	NPD6617	Approved
0.6692	Remote Similarity	NPD6869	Approved
0.6667	Remote Similarity	NPD6372	Approved
0.6667	Remote Similarity	NPD6014	Approved
0.6667	Remote Similarity	NPD6013	Approved
0.6667	Remote Similarity	NPD6373	Approved
0.6667	Remote Similarity	NPD6012	Approved
0.6642	Remote Similarity	NPD7604	Phase 2
0.6642	Remote Similarity	NPD6067	Discontinued
0.6618	Remote Similarity	NPD5983	Phase 2
0.661	Remote Similarity	NPD3573	Approved
0.66	Remote Similarity	NPD7625	Phase 1
0.6589	Remote Similarity	NPD7320	Approved
0.6589	Remote Similarity	NPD6011	Approved
0.6587	Remote Similarity	NPD5211	Phase 2
0.6583	Remote Similarity	NPD7838	Discovery
0.656	Remote Similarity	NPD6648	Approved
0.6547	Remote Similarity	NPD6336	Discontinued
0.6529	Remote Similarity	NPD8034	Phase 2
0.6529	Remote Similarity	NPD8035	Phase 2
0.6522	Remote Similarity	NPD7830	Approved
0.6522	Remote Similarity	NPD7829	Approved
0.6512	Remote Similarity	NPD5701	Approved
0.6496	Remote Similarity	NPD6921	Approved
0.6489	Remote Similarity	NPD6371	Approved
0.6489	Remote Similarity	NPD4634	Approved
0.6484	Remote Similarity	NPD5141	Approved
0.6429	Remote Similarity	NPD5286	Approved
0.6429	Remote Similarity	NPD5285	Approved
0.6429	Remote Similarity	NPD4696	Approved
0.64	Remote Similarity	NPD6083	Phase 2
0.64	Remote Similarity	NPD6084	Phase 2
0.6393	Remote Similarity	NPD7983	Approved
0.6393	Remote Similarity	NPD6079	Approved
0.6391	Remote Similarity	NPD6053	Discontinued
0.6385	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6383	Remote Similarity	NPD8448	Approved
0.6364	Remote Similarity	NPD8391	Approved
0.6364	Remote Similarity	NPD8392	Approved
0.6364	Remote Similarity	NPD8390	Approved
0.635	Remote Similarity	NPD7100	Approved
0.635	Remote Similarity	NPD7101	Approved
0.6348	Remote Similarity	NPD7645	Phase 2
0.6347	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.6341	Remote Similarity	NPD5778	Approved
0.6341	Remote Similarity	NPD5779	Approved
0.6341	Remote Similarity	NPD8171	Discontinued
0.6341	Remote Similarity	NPD6399	Phase 3
0.6338	Remote Similarity	NPD6033	Approved
0.6328	Remote Similarity	NPD5224	Approved
0.6328	Remote Similarity	NPD4633	Approved
0.6328	Remote Similarity	NPD5226	Approved
0.6328	Remote Similarity	NPD5225	Approved
0.6325	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6319	Remote Similarity	NPD7260	Phase 2
0.6316	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6312	Remote Similarity	NPD8451	Approved
0.6308	Remote Similarity	NPD6008	Approved
0.6303	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6303	Remote Similarity	NPD1694	Approved
0.6287	Remote Similarity	NPD7799	Discontinued
0.6281	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6279	Remote Similarity	NPD5175	Approved
0.6279	Remote Similarity	NPD5174	Approved
0.6277	Remote Similarity	NPD6335	Approved
0.627	Remote Similarity	NPD4755	Approved
0.626	Remote Similarity	NPD6411	Approved
0.625	Remote Similarity	NPD3618	Phase 1
0.625	Remote Similarity	NPD6274	Approved
0.625	Remote Similarity	NPD5223	Approved
0.6241	Remote Similarity	NPD8299	Approved
0.6241	Remote Similarity	NPD8342	Approved
0.6241	Remote Similarity	NPD8341	Approved
0.6241	Remote Similarity	NPD8340	Approved
0.6233	Remote Similarity	NPD8450	Suspended
0.623	Remote Similarity	NPD5328	Approved
0.6218	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6216	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6212	Remote Similarity	NPD4730	Approved
0.6212	Remote Similarity	NPD4729	Approved
0.621	Remote Similarity	NPD4202	Approved
0.6204	Remote Similarity	NPD6317	Approved
0.619	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.619	Remote Similarity	NPD5221	Approved
0.619	Remote Similarity	NPD5222	Approved
0.6172	Remote Similarity	NPD4700	Approved
0.617	Remote Similarity	NPD7642	Approved
0.6164	Remote Similarity	NPD8449	Approved
0.6163	Remote Similarity	NPD8312	Approved
0.6163	Remote Similarity	NPD8313	Approved
0.6159	Remote Similarity	NPD6313	Approved
0.6159	Remote Similarity	NPD6314	Approved
0.6143	Remote Similarity	NPD8444	Approved
0.6142	Remote Similarity	NPD5173	Approved
0.6138	Remote Similarity	NPD5956	Approved
0.6131	Remote Similarity	NPD6868	Approved
0.6119	Remote Similarity	NPD5249	Phase 3
0.6119	Remote Similarity	NPD5248	Approved
0.6119	Remote Similarity	NPD5247	Approved
0.6119	Remote Similarity	NPD5250	Approved
0.6119	Remote Similarity	NPD5251	Approved
0.6116	Remote Similarity	NPD6409	Approved
0.6116	Remote Similarity	NPD7146	Approved
0.6116	Remote Similarity	NPD7334	Approved
0.6116	Remote Similarity	NPD7521	Approved
0.6116	Remote Similarity	NPD5330	Approved
0.6116	Remote Similarity	NPD6684	Approved
0.6111	Remote Similarity	NPD8336	Approved
0.6111	Remote Similarity	NPD8337	Approved
0.6111	Remote Similarity	NPD8455	Phase 2
0.6111	Remote Similarity	NPD5695	Phase 3
0.6098	Remote Similarity	NPD6101	Approved
0.6098	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6098	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6094	Remote Similarity	NPD5696	Approved
0.6063	Remote Similarity	NPD7839	Suspended
0.6061	Remote Similarity	NPD4767	Approved
0.6061	Remote Similarity	NPD4768	Approved
0.6054	Remote Similarity	NPD8338	Approved
0.6043	Remote Similarity	NPD7641	Discontinued
0.604	Remote Similarity	NPD8387	Clinical (unspecified phase)
0.6028	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6028	Remote Similarity	NPD6908	Approved
0.6028	Remote Similarity	NPD6909	Approved

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data