NPASS Compound

Natural Product: NPC481660

Natural Product ID	NPC481660
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	GNJZLADYVQXRLV-GBPYWGGOSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 3D 176185 0 0 0 0 0 0 0 0999 V2000 16.1348 -4.0756 1.0970 C 0 0 0 0 0 0 0 0 0 0 0 0 15.6942 -2.7034 1.5815 C 0 0 1 0 0 0 0 0 0 0 0 0 16.5566 -1.6827 0.9208 C 0 0 1 0 0 0 0 0 0 0 0 0 16.0758 -1.3150 -0.4407 C 0 0 1 0 0 0 0 0 0 0 0 0 14.8763 -2.1512 -0.8285 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8662 -2.0691 0.2587 C 0 0 1 0 0 0 0 0 0 0 0 0 14.3474 -2.5216 1.4880 O 0 0 0 0 0 0 0 0 0 0 0 0 13.3833 -0.7647 0.3545 O 0 0 0 0 0 0 0 0 0 0 0 0 11.9976 -0.6832 0.1998 C 0 0 2 0 0 0 0 0 0 0 0 0 11.5546 0.1519 -0.9632 C 0 0 1 0 0 0 0 0 0 0 0 0 12.1578 -0.1751 -2.2776 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1379 0.0001 -0.9829 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6908 1.0123 -0.0759 C 0 0 2 0 0 0 0 0 0 0 0 0 10.4498 0.9866 1.1983 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4066 -0.1055 1.4570 C 0 0 2 0 0 0 0 0 0 0 0 0 12.4604 0.3712 2.2537 O 0 0 0 0 0 0 0 0 0 0 0 0 12.4420 -0.3447 3.4456 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3566 0.7519 0.1562 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5238 1.6418 -0.5412 C 0 0 2 0 0 0 0 0 0 0 0 0 6.6331 2.4692 0.3187 C 0 0 2 0 0 0 0 0 0 0 0 0 6.9980 2.4026 1.8022 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2787 2.3218 0.1428 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8354 1.0118 0.3193 C 0 0 2 0 0 0 0 0 0 0 0 0 5.7456 0.0257 -0.3244 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6317 0.7568 -1.3720 C 0 0 2 0 0 0 0 0 0 0 0 0 7.2862 -0.1436 -2.1662 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9077 0.0105 -3.5115 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5708 0.9148 -0.2079 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5351 0.8505 0.7100 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6370 2.0150 0.4186 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2996 3.2954 0.9125 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3964 1.9952 0.9924 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3118 0.8770 0.6388 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3987 -0.3033 1.2946 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7850 -0.4775 0.6905 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7970 -1.1099 -0.5182 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4096 -2.3557 -0.5027 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5554 0.9967 1.2967 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6383 0.7141 0.4645 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.5137 -0.2305 1.2204 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8714 -0.5007 0.7068 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6243 0.7746 0.2660 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.8710 1.6414 1.4987 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6295 1.4513 -0.6092 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6970 1.5390 -1.9189 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8420 0.9256 -2.6500 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0540 1.0830 -1.7704 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.8585 0.4322 -0.4715 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.0926 0.6645 0.3730 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3104 0.1442 -0.2738 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.2299 -0.2295 -1.6934 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.6459 0.1795 -2.2553 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1211 -1.6527 -2.0681 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.9212 -1.7424 -3.0239 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9159 -0.3533 -3.6351 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2839 0.5876 -2.5085 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.9084 1.6871 -3.0596 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.0034 -2.7045 -1.0368 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.7894 -4.0312 -1.8506 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1452 -2.9813 -0.2868 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.2706 -3.2801 1.0286 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2068 -3.3234 1.7207 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.5464 -3.5456 1.6747 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.6130 -3.8129 3.0158 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.8401 -4.0612 3.5659 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.9825 -4.0496 2.8201 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.9280 -3.7902 1.5127 N 0 0 0 0 0 0 0 0 0 0 0 0 -12.7180 -3.5427 0.9590 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2006 -2.0986 -2.9095 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3917 1.1151 -0.1011 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.4682 0.8658 0.6934 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.5940 -0.2020 1.3154 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.4941 1.9084 0.8006 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.5788 1.8283 1.5160 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.5744 2.8872 1.5946 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.5247 4.0793 0.9420 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.4974 5.0775 1.0410 C 0 0 0 0 0 0 0 0 0 0 0 0 -16.5830 4.8342 1.8586 C 0 0 0 0 0 0 0 0 0 0 0 0 -16.6758 3.6460 2.5376 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.6964 2.6831 2.4154 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1991 2.4547 -1.5435 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4385 1.9916 0.1757 C 0 0 0 0 0 0 0 0 0 0 0 0 15.7449 0.0440 -0.5199 O 0 0 0 0 0 0 0 0 0 0 0 0 16.4521 0.6906 -1.5321 C 0 0 0 0 0 0 0 0 0 0 0 0 16.8174 -0.5569 1.7149 O 0 0 0 0 0 0 0 0 0 0 0 0 16.6273 -4.5950 1.9486 H 0 0 0 0 0 0 0 0 0 0 0 0 16.9282 -4.0032 0.3046 H 0 0 0 0 0 0 0 0 0 0 0 0 15.2705 -4.6656 0.7774 H 0 0 0 0 0 0 0 0 0 0 0 0 15.9338 -2.6230 2.6926 H 0 0 0 0 0 0 0 0 0 0 0 0 17.5706 -2.1667 0.7808 H 0 0 0 0 0 0 0 0 0 0 0 0 16.8358 -1.4980 -1.2345 H 0 0 0 0 0 0 0 0 0 0 0 0 15.1700 -3.1942 -1.0900 H 0 0 0 0 0 0 0 0 0 0 0 0 14.4694 -1.7088 -1.7488 H 0 0 0 0 0 0 0 0 0 0 0 0 13.0156 -2.7785 0.0226 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6161 -1.7229 0.0314 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8129 1.2160 -0.6868 H 0 0 0 0 0 0 0 0 0 0 0 0 11.5984 0.2827 -3.1243 H 0 0 0 0 0 0 0 0 0 0 0 0 13.1907 0.2313 -2.3301 H 0 0 0 0 0 0 0 0 0 0 0 0 12.2252 -1.2630 -2.4548 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8307 1.9362 -0.6997 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6667 0.9273 2.0334 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9029 2.0109 1.3475 H 0 0 0 0 0 0 0 0 0 0 0 0 10.8569 -0.9250 1.9814 H 0 0 0 0 0 0 0 0 0 0 0 0 13.3040 0.0601 4.0430 H 0 0 0 0 0 0 0 0 0 0 0 0 12.5317 -1.4083 3.2213 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4912 -0.1404 4.0206 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1555 2.3316 -1.1686 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8313 3.5579 0.0535 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7180 3.1793 2.0705 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0487 2.6300 2.3611 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2912 1.3850 2.1208 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7893 0.8861 1.4017 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2651 -0.7916 -0.8786 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4661 -0.4219 0.3813 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9407 1.4156 -1.9728 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1503 1.0279 -3.8877 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4514 -0.7613 -4.0899 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7948 -0.1065 -3.6275 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9919 0.9874 1.7120 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4927 2.1726 -0.6768 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9703 2.9963 1.7420 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9332 3.7007 0.1020 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5568 4.0400 1.2736 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4564 0.7003 -0.4245 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1435 -1.2513 1.2134 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4784 -0.0489 2.3662 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3086 -1.1353 1.4180 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4230 -2.8357 -1.4987 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9655 -3.0295 0.2731 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4578 -2.1977 -0.1967 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2720 0.3262 -0.4797 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6413 0.1398 2.2898 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0006 -1.2260 1.3783 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4378 -1.0604 1.4672 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7939 -1.1204 -0.2181 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1833 1.3645 2.3158 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7288 2.7325 1.2131 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8811 1.5965 1.9091 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9111 2.0605 -2.4723 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5410 -0.1370 -2.7975 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9317 1.4929 -3.5995 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8326 -0.6967 -0.6158 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2535 1.7764 0.5254 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9904 0.1693 1.3748 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.6695 -0.7015 0.3810 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.8492 1.2161 -1.9670 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.3844 -0.5562 -1.8811 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.6159 0.1320 -3.3439 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0894 -2.4824 -3.8325 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9945 -2.0252 -2.5382 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0173 -0.0992 -4.1828 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7432 -0.3451 -4.3926 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3294 2.0602 -3.7754 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0755 -2.6893 -0.4252 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5487 -4.0805 -2.6370 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -4.0242 -2.3264 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8068 -4.8831 -1.1392 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.7259 -3.8323 3.6542 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.9054 -4.2717 4.6252 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.9580 -4.2461 3.2579 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.6569 -3.3283 -0.1094 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0537 -1.7767 -3.8097 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.3567 2.8366 0.2419 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.7268 0.9154 2.0820 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.6793 4.2951 0.2923 H 0 0 0 0 0 0 0 0 0 0 0 0 -15.4285 5.9999 0.5135 H 0 0 0 0 0 0 0 0 0 0 0 0 -17.3512 5.5932 1.9493 H 0 0 0 0 0 0 0 0 0 0 0 0 -17.5332 3.4548 3.1872 H 0 0 0 0 0 0 0 0 0 0 0 0 -15.7838 1.7397 2.9591 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1700 2.9741 -2.3772 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9249 2.6844 -0.4833 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7400 2.4561 1.1029 H 0 0 0 0 0 0 0 0 0 0 0 0 16.2568 0.2544 -2.5392 H 0 0 0 0 0 0 0 0 0 0 0 0 17.5226 0.6440 -1.2992 H 0 0 0 0 0 0 0 0 0 0 0 0 16.1146 1.7417 -1.5725 H 0 0 0 0 0 0 0 0 0 0 0 0 16.2714 -0.5942 2.5158 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 10 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 13 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 20 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 23 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 30 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 33 38 1 0 38 39 1 0 39 40 1 0 40 41 1 0 41 42 1 0 42 43 1 1 42 44 1 0 44 45 2 0 45 46 1 0 46 47 1 0 47 48 1 0 48 49 1 0 49 50 1 0 50 51 1 0 51 52 1 6 51 53 1 0 53 54 1 0 54 55 1 0 55 56 1 0 56 57 1 6 53 58 1 0 58 59 1 0 58 60 1 0 60 61 1 0 61 62 2 0 61 63 1 0 63 64 2 0 64 65 1 0 65 66 2 0 66 67 1 0 67 68 2 0 53 69 1 6 50 70 1 0 70 71 1 0 71 72 2 0 71 73 1 0 73 74 2 0 74 75 1 0 75 76 2 0 76 77 1 0 77 78 2 0 78 79 1 0 79 80 2 0 47 81 1 1 44 82 1 0 4 83 1 0 83 84 1 0 3 85 1 0 7 2 1 0 15 9 1 0 25 19 1 0 35 29 1 0 82 39 1 0 48 42 1 0 56 51 1 0 68 63 1 0 80 75 1 0 56 47 1 0 1 86 1 0 1 87 1 0 1 88 1 0 2 89 1 1 3 90 1 6 4 91 1 6 5 92 1 0 5 93 1 0 6 94 1 6 9 95 1 6 10 96 1 1 11 97 1 0 11 98 1 0 11 99 1 0 13100 1 6 14101 1 0 14102 1 0 15103 1 1 17104 1 0 17105 1 0 17106 1 0 19107 1 6 20108 1 6 21109 1 0 21110 1 0 21111 1 0 23112 1 1 24113 1 0 24114 1 0 25115 1 6 27116 1 0 27117 1 0 27118 1 0 29119 1 1 30120 1 6 31121 1 0 31122 1 0 31123 1 0 33124 1 6 34125 1 0 34126 1 0 35127 1 1 37128 1 0 37129 1 0 37130 1 0 39131 1 6 40132 1 0 40133 1 0 41134 1 0 41135 1 0 43136 1 0 43137 1 0 43138 1 0 45139 1 0 46140 1 0 46141 1 0 48142 1 6 49143 1 0 49144 1 0 50145 1 1 52146 1 0 52147 1 0 52148 1 0 54149 1 0 54150 1 0 55151 1 0 55152 1 0 57153 1 0 58154 1 1 59155 1 0 59156 1 0 59157 1 0 64158 1 0 65159 1 0 66160 1 0 68161 1 0 69162 1 0 73163 1 0 74164 1 0 76165 1 0 77166 1 0 78167 1 0 79168 1 0 80169 1 0 81170 1 0 82171 1 0 82172 1 0 84173 1 0 84174 1 0 84175 1 0 85176 1 0 M END

Standard InCHIKey	GNJZLADYVQXRLV-GBPYWGGOSA-N
Standard InCHI	InChI=1S/C64H91NO20/c1-35-55(67)44(72-8)29-52(76-35)83-57-37(3)78-54(31-46(57)74-10)85-58-38(4)79-53(32-47(58)75-11)84-56-36(2)77-51(30-45(56)73-9)81-43-22-23-60(6)42(28-43)21-24-63(70)48(60)33-49(82-50(66)20-19-40-16-13-12-14-17-40)61(7)62(69,25-26-64(61,63)71)39(5)80-59(68)41-18-15-27-65-34-41/h12-21,27,34-39,43-49,51-58,67,69-71H,22-26,28-33H2,1-11H3/b20-19+/t35-,36-,37+,38-,39-,43-,44+,45+,46-,47-,48+,49+,51+,52-,53-,54-,55-,56-,57+,58+,60-,61+,62+,63-,64+/m0/s1
SMILES	C[C@H]1[C@@H]([C@@H](C[C@@H](O1)O[C@@H]1[C@@H](C)O[C@H](C[C@@H]1OC)O[C@@H]1[C@H](C)O[C@H](C[C@@H]1OC)O[C@H]1[C@H](C)O[C@@H](C[C@H]1OC)O[C@H]1CC[C@@]2(C)C(=CC[C@@]3([C@@H]2C[C@H]([C@]2(C)[C@@](CC[C@]32O)([C@H](C)OC(=O)c2cccnc2)O)OC(=O)/C=C/c2ccccc2)O)C1)OC)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1193.61	Volume:	1190.372 ? Van der Waals volume.
Dense:	1.003	LogP:	3.852 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.549 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.237 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	20.0	Rigid Bonds:	59.0
TPSA:	257.17 ? Topological Polar Surface Area.	H-Bond Acceptor:	21.0
H-Bond Donor:	4.0	Rings:	10.0
Heavy Atoms:	21.0

MedChem Properties

QED Drug-Likeness Score:	0.073	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	7.137	Fsp³:	0.734
MCE-18:	254.144 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.97	Fluc inhibitor:	0.346 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.018 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.329 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.244	Promiscuous compounds:	0.363

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.682	MDCK Permeability:	-5.38
Pgp-inhibitor:	0.345	Pgp-substrate:	1.0
PAMPA:	1.0 ? The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).	Human Intestinal Absorption (HIA):	0.0
20% Bioavailability (F20%):	0.767	30% Bioavailability (F30%):	0.582
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.999
Plasma Protein Binding (PPB):	80.158%	Volume Distribution (VD):	-0.11
Fu:	16.366% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.996
OATP1B3 inhibitor:	0.729	BCRP inhibitor:	0.002
BSEP inhibitor:	1.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.001
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.004
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.001
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.999 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

4.799

Half-life (T1/2):

5.055

ADMET: Toxicity

hERG Blockers:	0.255	hERG Blockers (10um):	0.591
Human Hepatotoxicity (H-HT):	0.191	Drug-induced Liver Injury (DILI):	1.0
AMES Toxicity:	0.967	Rat Oral Acute Toxicity:	0.829
Maximum Recommended Daily Dose:	0.948	Skin Sensitization:	1.0
Carcinogencity:	0.366	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.168
Drug-induced Neurotoxicity:	0.238	Ototoxicity:	0.991
Hematotoxicity:	0.229	Drug-induced Nephrotoxicity:	0.971
Genotoxicity:	0.895	RPMI-8226 Immunitoxicity:	0.532
A549 Cytotoxicity:	0.981	Hek293 Cytotoxicity:	0.949
BCF:	0.868 ? Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].	IGC50:	3.783 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.639 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.878 ? 96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO8809	Cynanchum wilfordii	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10217732]
NPO8809	Cynanchum wilfordii	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26716755]
NPO8809	Cynanchum wilfordii	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8809	Cynanchum wilfordii	Species	Apocynaceae	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	Organism Name	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
Inhibition	1
ED50	1

Activity Type	# Activity
Organism	2

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	55.5	%	PMID[26716755]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	88.1	mg.kg-1	PMID[26716755]

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

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 toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

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.

● The left chart: Distribution of similarity level between NPC481660 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	11889
0.1-0.2	35164
0.2-0.3	2653
0.3-0.4	93
0.4-0.5	19
0.5-0.6	12
0.6-0.7	18
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8214	Intermediate Similarity	NPC481654
0.7797	Intermediate Similarity	NPC475567
0.7679	Intermediate Similarity	NPC165234
0.7679	Intermediate Similarity	NPC481659
0.7679	Intermediate Similarity	NPC271687
0.7405	Intermediate Similarity	NPC481647
0.7143	Intermediate Similarity	NPC305378
0.7008	Intermediate Similarity	NPC475175
0.6891	Remote Similarity	NPC475536
0.6891	Remote Similarity	NPC474564
0.6791	Remote Similarity	NPC476090
0.6583	Remote Similarity	NPC473468
0.6489	Remote Similarity	NPC475531
0.6489	Remote Similarity	NPC475198
0.6299	Remote Similarity	NPC473557
0.6202	Remote Similarity	NPC475437
0.6202	Remote Similarity	NPC476092
0.6202	Remote Similarity	NPC475464
0.6179	Remote Similarity	NPC481662
0.6172	Remote Similarity	NPC473641
0.6172	Remote Similarity	NPC70236
0.6172	Remote Similarity	NPC475300
0.6053	Remote Similarity	NPC481657
0.6017	Remote Similarity	NPC481658
0.6017	Remote Similarity	NPC79250
0.6017	Remote Similarity	NPC290746
0.597	Remote Similarity	NPC475447
0.597	Remote Similarity	NPC473797
0.5814	Remote Similarity	NPC475613
0.5588	Remote Similarity	NPC481648
0.5417	Remote Similarity	NPC473519
0.5368	Remote Similarity	NPC478508
0.5368	Remote Similarity	NPC478510
0.5368	Remote Similarity	NPC478509
0.528	Remote Similarity	NPC473805
0.5205	Remote Similarity	NPC481650
0.5169	Remote Similarity	NPC481656
0.5147	Remote Similarity	NPC475218

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC481660 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4110
0.1-0.2	4968
0.2-0.3	70
0.3-0.4	2
0.4-0.5	0
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
		NPD

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by 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