NPASS Compound

Natural Product: NPC477636

Natural Product ID	NPC477636
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Cycloviolin A
IUPAC Name	(1R,7S,12S,15R,18S,21S,24S,30S,33R,36S,39S,42S,45S,48S,54R,57S,60R,63S,66S,69S,72S,75S,78S,81S,84S,90S,93S,99S)-63,69-bis(4-aminobutyl)-66,84-bis(2-amino-2-oxoethyl)-21-benzyl-24,36,48,93-tetrakis[(2S)-butan-2-yl]-81-(3-carbamimidamidopropyl)-12,39,57-tris(hydroxymethyl)-78-[(4-hydroxyphenyl)methyl]-42,45-dimethyl-a,2,5,10,13,16,19,22,25,31,34,37,40,43,46,49,52,55,58,61,64,67,70,73,76,79,82,85,88,91,94-hentriacontaoxo-18,72,90-tri(propan-2-yl)-3a,4a,7a,8a,11a,12a-hexathia-1a,3,6,11,14,17,20,23,26,32,35,38,41,44,47,50,53,56,59,62,65,68,71,74,77,80,83,86,89,92,95-hentriacontazahexacyclo[52.47.4.415,60.433,75.026,30.095,99]tridecahectane-7-carboxylic acid
Synonyms	Cycloviolin A
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	44592645
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0003297] Organic Polymers [CHEMONTID:0003298] Polypeptides

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 436443 0 0 0 0 0 0 0 0999 V2000 0.9861 -7.1262 12.4920 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2411 -6.0762 11.4285 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2645 -6.6283 10.0455 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3483 -7.6558 9.8987 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5117 -5.4609 9.0461 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5290 -6.0213 7.6992 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5787 -6.6885 7.3806 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5590 -5.9511 6.6685 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7246 -6.5969 5.4052 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8739 -6.1396 4.5716 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6167 -5.1812 4.8683 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1595 -6.8291 3.3743 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1121 -6.5368 2.3598 C 0 0 1 0 0 0 0 0 0 0 0 0 4.5090 -7.0158 2.7766 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2042 -5.7489 3.9219 S 0 0 0 0 0 0 0 0 0 0 0 0 5.4839 -3.9440 2.7655 S 0 0 0 0 0 0 0 0 0 0 0 0 7.0979 -3.8148 2.0561 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5119 -4.7767 1.0069 C 0 0 1 0 0 0 0 0 0 0 0 0 6.7348 -4.8255 -0.2278 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1864 -5.3695 -1.2527 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4426 -4.2988 -0.4495 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8191 -4.4510 -1.7498 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5875 -5.8726 -2.1207 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8721 -6.7656 -1.3332 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0526 -6.3211 -3.3548 N 0 0 0 0 0 0 0 0 0 0 0 0 3.7565 -7.7131 -3.5567 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4181 -7.7717 -4.2880 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8226 -9.1383 -4.2213 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5075 -9.1493 -4.9016 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2657 -8.3439 -5.7912 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5577 -10.0384 -4.6037 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7794 -10.0571 -5.3149 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.9975 -9.6710 -4.6105 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0863 -9.9524 -5.1838 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2019 -9.0166 -3.3801 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5131 -8.8109 -2.8728 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.6780 -8.6194 -1.4360 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5558 -7.0624 -0.6814 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.7764 -6.1125 -0.5070 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.3518 -5.0295 -1.8342 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7748 -5.8066 -3.0396 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4944 -4.7657 -4.0935 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5250 -4.3532 -4.7068 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2439 -4.2582 -4.4212 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0492 -3.0429 -5.2571 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0878 -2.0493 -4.8192 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0022 -2.4190 -4.0040 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1583 -0.7035 -5.2030 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3223 0.1244 -4.7593 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1938 1.4563 -5.3204 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3020 1.5678 -6.2706 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8321 2.6490 -5.0154 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6487 3.9532 -5.6938 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9510 4.8970 -4.7743 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3499 4.3864 -3.7790 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9246 6.2742 -4.9237 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1664 7.2215 -4.0836 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8238 7.3855 -2.7646 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8008 6.5905 -2.5096 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5114 8.2972 -1.7834 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9921 8.4680 -0.4635 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3489 8.9712 -0.1848 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6816 7.8703 -0.6307 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.5749 6.0244 0.3298 S 0 0 0 0 0 0 0 0 0 0 0 0 -5.3140 5.9605 1.9590 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3329 4.5404 2.4243 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.0307 4.4105 3.8870 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8532 4.6014 4.2556 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0014 4.0904 4.8819 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.5606 3.7504 6.2415 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.4751 2.7872 6.9060 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7097 2.8699 6.6734 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0374 1.7745 7.7766 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.8217 0.8470 8.5480 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.0723 -0.2997 9.0281 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6976 -1.0520 9.8734 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7824 -0.7155 8.7113 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1618 -1.9096 9.2886 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7529 -1.6892 9.6035 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2977 -0.5249 9.4400 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8270 -2.6621 10.0776 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.4537 -2.3375 10.3647 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5451 -3.3346 9.9634 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7660 -3.0393 10.2534 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3598 -4.5644 9.3132 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.4191 -2.1649 11.9137 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3341 -3.0975 8.3379 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0287 0.3568 7.6934 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6579 -0.2652 6.5454 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5548 5.0407 7.1074 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.9319 5.6481 7.1809 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0262 4.6776 8.4783 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9581 5.8284 9.4343 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7072 4.0015 2.2534 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9296 2.6458 1.9668 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8994 1.9147 1.7853 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.2743 1.9955 1.8629 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.4327 1.0798 3.0483 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3434 -0.0081 2.5435 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3051 0.0767 1.0383 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4256 1.1702 0.6801 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7915 1.4861 -0.5313 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0475 2.5371 -0.4787 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.8539 0.8149 -1.8283 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.6126 -0.4009 -1.8892 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.0724 -1.6116 -2.4852 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9075 -1.5708 -2.8868 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.9300 -2.8348 -2.5950 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.3278 -3.8844 -3.3177 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.6112 -5.0336 -2.9237 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3409 -5.1124 -1.6987 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.1764 -6.1080 -3.8855 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.4306 -7.1352 -3.1752 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2384 -7.6837 -3.6291 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7071 -7.2816 -4.6723 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4631 -6.8531 -4.2943 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4754 -5.9947 -4.9516 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1017 -8.0690 -5.1460 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6549 -3.1528 -1.3177 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.5337 -4.2932 -1.4666 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.7375 -4.0884 -2.1635 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.6754 -5.0749 -2.3177 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.4581 -6.3225 -1.7817 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2887 -6.5488 -1.0957 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3357 -5.5146 -0.9494 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3094 1.8217 -2.8647 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.3297 2.9985 -2.9236 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5316 1.3337 -4.2425 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5699 0.2977 -4.4575 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0198 9.3721 0.2610 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4260 10.1172 1.1249 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3736 9.3941 -0.0046 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2368 10.4087 0.5104 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6353 10.2876 0.0128 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4717 11.1101 0.3848 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1109 9.3094 -0.8661 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4049 9.0001 -1.2774 C 0 0 2 0 0 0 0 0 0 0 0 0 5.4886 9.0520 -0.2126 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2811 9.5668 0.8457 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7364 8.4890 -0.4621 N 0 0 0 0 0 0 0 0 0 0 0 0 7.9026 8.5212 0.3387 C 0 0 2 0 0 0 0 0 0 0 0 0 8.4144 7.2520 0.8570 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7395 6.2525 0.9197 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7462 7.1375 1.3159 N 0 0 0 0 0 0 0 0 0 0 0 0 10.3185 5.9397 1.8375 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2149 4.7666 0.9306 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5958 4.8483 -0.1302 O 0 0 0 0 0 0 0 0 0 0 0 0 10.7882 3.5052 1.1563 N 0 0 0 0 0 0 0 0 0 0 0 0 10.4858 2.3724 0.3143 C 0 0 2 0 0 0 0 0 0 0 0 0 11.1378 1.1706 0.8623 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1339 1.2702 1.6038 O 0 0 0 0 0 0 0 0 0 0 0 0 10.7537 -0.1624 0.6585 N 0 0 0 0 0 0 0 0 0 0 0 0 11.5915 -1.2820 1.1694 C 0 0 2 0 0 0 0 0 0 0 0 0 11.1709 -2.5173 0.5145 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9924 -2.5412 0.0748 O 0 0 0 0 0 0 0 0 0 0 0 0 11.8807 -3.6712 0.2897 N 0 0 0 0 0 0 0 0 0 0 0 0 13.2487 -4.0328 0.3852 C 0 0 0 0 0 0 0 0 0 0 0 0 13.1916 -5.4531 0.9539 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7753 -5.9454 0.6441 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2481 -4.8867 -0.2686 C 0 0 1 0 0 0 0 0 0 0 0 0 9.7503 -4.7736 -0.2570 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2252 -4.6076 -1.3486 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9409 -4.8218 0.8544 N 0 0 0 0 0 0 0 0 0 0 0 0 11.2968 -1.3434 2.6792 C 0 0 1 0 0 0 0 0 0 0 0 0 9.8684 -1.6248 2.9980 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1923 -2.3016 3.3694 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6559 -1.9480 3.2893 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3306 2.6654 -0.9908 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1436 1.5743 -1.9984 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7794 2.8310 -0.6490 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7729 9.4916 1.5509 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5840 10.8457 1.0234 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8239 11.0932 -0.1824 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1288 11.8735 1.9048 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9246 9.7075 -2.5180 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9642 11.1983 -2.3932 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5911 11.7395 -3.6699 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6184 13.1715 -3.6065 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4129 13.9125 -3.6738 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3276 13.4177 -4.1934 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4074 15.2354 -3.1619 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2252 10.5155 2.0378 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0911 11.6727 2.4113 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 11.6015 2.9640 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0511 12.7595 3.2422 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5642 14.0084 2.9770 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3107 14.1143 2.4184 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6022 12.9648 2.1486 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3375 15.1375 3.2667 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8168 8.3817 -4.8918 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0332 7.9166 -6.1243 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0324 9.5151 -4.3245 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9477 4.4198 -6.2117 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5289 3.4587 -7.2209 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6527 3.2750 -8.4419 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3312 2.2743 -9.3625 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5651 2.0409 -10.5546 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4498 0.1259 -3.2434 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7048 0.8202 -2.8205 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6785 0.7576 -3.5927 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7519 1.5070 -1.6067 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1899 -3.3307 -6.7135 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7945 -4.3130 -7.2238 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7213 -4.6508 -8.6767 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5303 -5.2851 -9.1748 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7250 -4.5337 -9.0184 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6167 -6.5248 -2.6136 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3093 -6.1245 -1.6052 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4964 -4.9124 -1.4033 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0361 -7.1720 -0.8075 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8486 -6.5150 0.1760 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7222 -7.1641 1.0910 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1653 -8.3107 0.7682 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1023 -8.2157 -0.2674 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7866 -9.2583 0.3700 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0609 -11.4653 -5.8958 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2667 -11.4711 -6.5885 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7756 -8.3267 -4.4827 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7376 -9.5294 -4.8241 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8030 -7.5577 -4.9919 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0525 -7.7068 12.2680 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8315 -6.5766 13.4520 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8520 -7.7893 12.6290 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2184 -5.5876 11.6710 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4856 -5.2840 11.5826 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2492 -7.0610 9.8329 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3239 -7.1905 10.0030 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2692 -8.3981 10.7593 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2410 -8.2543 8.9510 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4520 -5.0102 9.3695 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3005 -5.3894 6.8815 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2300 -6.5072 4.8265 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8197 -7.7197 5.5644 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5453 -7.7245 3.2384 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2121 -5.4055 2.2208 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1935 -7.0401 1.9087 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5104 -8.0025 3.2519 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3726 -2.7540 1.7869 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8313 -4.0092 2.9236 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3032 -5.8824 1.3998 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0106 -3.8341 0.3085 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8553 -3.8843 -1.7206 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4181 -3.9868 -2.5729 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9011 -5.6228 -4.0451 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7900 -8.3393 -2.6729 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7389 -7.0023 -3.9520 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5921 -7.5823 -5.3935 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7180 -9.5122 -3.1655 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4650 -9.9108 -4.7111 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3752 -10.6560 -3.8178 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6241 -9.3980 -6.2287 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3796 -8.7255 -2.8984 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1925 -9.6878 -3.1961 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9888 -9.4107 -0.9308 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6999 -9.0876 -1.1194 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2392 -4.5031 -2.2731 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6715 -4.2451 -1.5207 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5444 -6.4473 -3.4161 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6230 -4.7135 -4.0914 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9080 -2.6035 -4.9377 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4630 -0.2289 -5.7816 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2088 -0.4034 -5.1125 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5086 2.7235 -4.2187 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9351 3.7150 -6.5198 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4942 6.7520 -5.6853 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2124 6.6425 -3.8136 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7433 9.0109 -2.0626 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9493 7.4132 0.0045 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4806 9.2413 0.8985 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4578 9.9322 -0.7786 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3408 6.4192 1.9808 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6300 6.5438 2.6456 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6054 3.8960 1.9283 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0068 4.0893 4.6876 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5222 3.4207 6.2753 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9647 1.7004 7.8529 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3320 1.4136 9.3508 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2424 -0.1307 8.0114 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7298 -2.1440 10.2087 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1708 -3.6406 10.2214 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2195 -1.3075 10.0036 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5681 -4.8803 9.0129 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9147 -3.0888 12.3272 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6016 -2.0576 12.2741 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0485 -1.3195 12.1374 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4983 -3.1721 7.6503 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2978 -2.9563 7.8159 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4442 -3.9848 8.9771 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8020 1.1429 7.6378 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4825 -0.4348 8.3631 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3564 -0.9634 6.3043 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8814 5.7429 6.5946 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5143 5.2862 8.0276 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7745 6.7686 7.2384 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4276 5.4782 6.1973 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6323 3.8386 8.8817 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9922 4.2682 8.3529 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9283 5.8975 9.8792 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7424 5.7827 10.2178 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1400 6.7967 8.8998 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4799 4.6529 2.3584 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0382 2.7906 1.8912 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4613 0.6643 3.4151 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9391 1.6653 3.8422 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3586 0.0964 2.9718 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9725 -0.9873 2.9053 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9500 -0.9134 0.6894 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3577 0.2912 0.7073 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8128 0.5477 -2.1266 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5669 -0.3984 -1.4838 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8137 -2.4950 -3.2711 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3919 -3.7914 -4.3993 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6636 -5.7246 -4.7671 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8345 -7.4697 -2.2683 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9072 -7.2663 -3.3494 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2793 -6.7065 -5.3464 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0151 -5.4091 -4.1855 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1425 -5.4376 -5.8421 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0347 -8.3519 -5.6577 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8120 -8.9219 -4.4990 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3435 -7.7909 -5.8896 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2786 -2.2238 -1.0985 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9677 -3.2153 -0.4442 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.9133 -3.1006 -2.6003 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.5957 -4.9046 -2.8531 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.2156 -7.1041 -1.8988 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1052 -7.5378 -0.6642 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4593 -5.7837 -0.3812 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2748 2.3035 -2.5357 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3154 2.6815 -2.6761 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3230 3.3833 -3.9827 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7031 3.8520 -2.2952 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8472 2.2411 -4.8446 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5570 1.0563 -4.7533 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3420 0.6392 -5.2421 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1943 0.1564 -3.5618 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2089 -0.6643 -4.8917 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6779 8.6289 -0.5824 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7770 11.3979 0.1777 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3367 8.7389 -1.2805 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4113 7.8596 -1.4805 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8014 7.9683 -1.3574 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7077 9.0145 -0.3068 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2949 7.9868 1.2331 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9049 5.6858 2.8576 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4190 6.1278 2.0513 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4267 3.4228 1.9251 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4519 2.2690 -0.0102 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9152 -0.3447 0.1655 H 0 0 0 0 0 0 0 0 0 0 0 0 12.6105 -1.0180 1.0173 H 0 0 0 0 0 0 0 0 0 0 0 0 13.9299 -3.3670 0.9091 H 0 0 0 0 0 0 0 0 0 0 0 0 13.6684 -4.1684 -0.6858 H 0 0 0 0 0 0 0 0 0 0 0 0 13.9485 -6.0921 0.4890 H 0 0 0 0 0 0 0 0 0 0 0 0 13.3461 -5.3904 2.0348 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1869 -6.0425 1.5497 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8808 -6.9259 0.1547 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6257 -5.0906 -1.2884 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4779 -4.9117 1.7489 H 0 0 0 0 0 0 0 0 0 0 0 0 11.5970 -0.3186 3.0989 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6620 -1.2495 4.0402 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1360 -1.2283 2.2716 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6821 -2.7172 3.0816 H 0 0 0 0 0 0 0 0 0 0 0 0 12.0616 -3.3517 2.9627 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8862 -2.3716 4.4561 H 0 0 0 0 0 0 0 0 0 0 0 0 14.3045 -2.8563 3.1673 H 0 0 0 0 0 0 0 0 0 0 0 0 13.8516 -1.1891 2.5221 H 0 0 0 0 0 0 0 0 0 0 0 0 13.9747 -1.5545 4.3044 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9824 3.6006 -1.4520 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0879 1.2186 -1.9851 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8239 0.7199 -1.7468 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4570 1.9217 -2.9955 H 0 0 0 0 0 0 0 0 0 0 0 0 13.3790 1.9375 -0.8108 H 0 0 0 0 0 0 0 0 0 0 0 0 12.9504 3.1706 0.3991 H 0 0 0 0 0 0 0 0 0 0 0 0 13.2792 3.6495 -1.2694 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9401 9.1896 2.1804 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7463 9.4034 2.0984 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6214 12.7411 1.5675 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2616 11.8402 2.9634 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9350 9.2757 -2.7141 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2969 9.3648 -3.3689 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4964 11.4952 -1.4997 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9080 11.5544 -2.2908 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6172 11.2759 -3.7361 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0499 11.4082 -4.5640 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5834 13.6136 -3.5077 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3174 12.4452 -4.5841 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2403 15.8203 -3.2756 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5660 15.5809 -2.6862 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6369 9.5844 2.5038 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2341 10.7300 2.4227 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7694 10.6171 3.1987 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0353 12.6680 3.6822 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9317 15.1101 2.2201 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6051 13.0412 1.7075 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4737 15.8842 2.5773 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7160 8.8504 -5.4010 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0783 7.7666 -5.7923 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0463 8.8058 -6.8179 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4043 7.0356 -6.5786 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8206 9.1833 -3.7057 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4957 10.0463 -5.1968 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6268 10.3460 -3.8942 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9644 5.4658 -6.5951 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6998 4.4413 -5.3631 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 3.8761 -7.5792 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6988 2.4681 -6.7417 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6566 2.8869 -8.1974 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5832 4.2699 -8.9599 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3275 1.3005 -8.8046 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3571 2.5367 -9.6003 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1481 2.1289 -11.4092 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6622 2.5596 -10.6008 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5381 0.5913 -2.8529 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5453 -0.8709 -2.7820 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9303 1.0578 -0.6827 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5844 2.5530 -1.6110 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2295 -3.7132 -6.9490 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1077 -2.3440 -7.2356 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8217 -3.8286 -7.1046 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8810 -5.2182 -6.5843 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9042 -3.7244 -9.2897 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5646 -5.3553 -8.9686 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6458 -6.3173 -8.7369 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3715 -5.4902 -10.2606 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4744 -5.1692 -8.6236 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0611 -4.1258 -9.9137 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4150 -7.4447 -3.0682 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7205 -7.7013 -1.5166 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8002 -5.4570 0.2444 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5817 -7.8114 0.4971 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4697 -8.6556 -1.1140 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3272 -9.5530 1.1884 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2479 -11.7773 -6.5916 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1632 -12.1480 -5.0335 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3107 -10.7480 -7.2368 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7434 -7.9450 -5.0743 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 3 5 1 0 5 6 1 0 6 7 2 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 2 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 17 18 1 0 18 19 1 0 19 20 2 0 19 21 1 0 21 22 1 0 22 23 1 0 23 24 2 0 23 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 1 0 29 30 2 0 29 31 1 0 31 32 1 0 32 33 1 0 33 34 2 0 33 35 1 0 35 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 39 40 1 0 40 41 1 0 41 42 1 0 42 43 2 0 42 44 1 0 44 45 1 0 45 46 1 0 46 47 2 0 46 48 1 0 48 49 1 0 49 50 1 0 50 51 2 0 50 52 1 0 52 53 1 0 53 54 1 0 54 55 2 0 54 56 1 0 56 57 1 0 57 58 1 0 58 59 2 0 58 60 1 0 60 61 1 0 61 62 1 0 62 63 1 0 63 64 1 0 64 65 1 0 65 66 1 0 66 67 1 0 67 68 2 0 67 69 1 0 69 70 1 0 70 71 1 0 71 72 2 0 71 73 1 0 73 74 1 0 74 75 1 0 75 76 2 0 75 77 1 0 77 78 1 0 78 79 1 0 79 80 2 0 79 81 1 0 81 82 1 0 82 83 1 0 83 84 2 0 83 85 1 0 82 86 1 0 78 87 1 0 74 88 1 0 88 89 1 0 70 90 1 0 90 91 1 0 90 92 1 0 92 93 1 0 66 94 1 0 94 95 1 0 95 96 2 0 95 97 1 0 97 98 1 0 98 99 1 0 99100 1 0 100101 1 0 101102 1 0 102103 2 0 102104 1 0 104105 1 0 105106 1 0 106107 2 0 106108 1 0 108109 1 0 109110 1 0 110111 2 0 110112 1 0 112113 1 0 113114 1 0 114115 2 0 112116 1 0 116117 1 0 116118 1 0 108119 1 0 119120 1 0 120121 2 0 121122 1 0 122123 2 0 123124 1 0 124125 2 0 104126 1 0 126127 1 0 126128 1 0 128129 1 0 61130 1 0 130131 2 0 130132 1 0 132133 1 0 133134 1 0 134135 2 0 134136 1 0 136137 1 0 137138 1 0 138139 2 0 138140 1 0 140141 1 0 141142 1 0 142143 2 0 142144 1 0 144145 1 0 145146 1 0 146147 2 0 146148 1 0 148149 1 0 149150 1 0 150151 2 0 150152 1 0 152153 1 0 153154 1 0 154155 2 0 154156 1 0 156157 1 0 157158 1 0 158159 1 0 159160 1 0 160161 1 0 161162 2 0 161163 1 0 153164 1 0 164165 1 0 164166 1 0 166167 1 0 149168 1 0 168169 1 0 168170 1 0 141171 1 0 171172 1 0 172173 2 0 172174 1 0 137175 1 0 175176 1 0 176177 1 0 177178 1 0 178179 1 0 179180 2 3 179181 1 0 133182 1 0 182183 1 0 183184 2 0 184185 1 0 185186 2 0 186187 1 0 187188 2 0 186189 1 0 57190 1 0 190191 1 0 190192 1 0 53193 1 0 193194 1 0 194195 1 0 195196 1 0 196197 1 0 49198 1 0 198199 1 0 199200 2 0 199201 1 0 45202 1 0 202203 1 0 203204 1 0 204205 1 0 205206 1 0 41207 1 0 207208 1 0 208209 2 0 208210 1 0 210211 1 0 211212 1 0 212213 2 0 210214 1 0 214215 1 0 32216 1 0 216217 1 0 26218 1 0 218219 2 0 218220 1 0 85 5 1 0 212 13 1 0 163 18 1 0 114 36 1 0 101 97 1 0 125120 1 0 160156 1 0 188183 1 0 1221 1 0 1222 1 0 1223 1 0 2224 1 0 2225 1 0 3226 1 6 4227 1 0 4228 1 0 4229 1 0 5230 1 1 8231 1 0 9232 1 0 9233 1 0 12234 1 0 13235 1 6 14236 1 0 14237 1 0 17238 1 0 17239 1 0 18240 1 1 21241 1 0 22242 1 0 22243 1 0 25244 1 0 26245 1 1 27246 1 0 27247 1 0 28248 1 0 28249 1 0 31250 1 0 32251 1 6 35252 1 0 36253 1 6 37254 1 0 37255 1 0 40256 1 0 40257 1 0 41258 1 6 44259 1 0 45260 1 6 48261 1 0 49262 1 6 52263 1 0 53264 1 6 56265 1 0 57266 1 1 60267 1 0 61268 1 1 62269 1 0 62270 1 0 65271 1 0 65272 1 0 66273 1 6 69274 1 0 70275 1 6 73276 1 0 74277 1 1 77278 1 0 78279 1 1 81280 1 0 82281 1 6 85282 1 0 86283 1 0 86284 1 0 86285 1 0 87286 1 0 87287 1 0 87288 1 0 88289 1 0 88290 1 0 89291 1 0 90292 1 6 91293 1 0 91294 1 0 91295 1 0 92296 1 0 92297 1 0 93298 1 0 93299 1 0 93300 1 0 94301 1 0 97302 1 1 98303 1 0 98304 1 0 99305 1 0 99306 1 0 100307 1 0 100308 1 0 104309 1 6 105310 1 0 108311 1 6 109312 1 0 112313 1 6 113314 1 0 116315 1 0 117316 1 0 117317 1 0 117318 1 0 118319 1 0 118320 1 0 118321 1 0 119322 1 0 119323 1 0 121324 1 0 122325 1 0 123326 1 0 124327 1 0 125328 1 0 126329 1 1 127330 1 0 127331 1 0 127332 1 0 128333 1 0 128334 1 0 129335 1 0 129336 1 0 129337 1 0 132338 1 0 133339 1 6 136340 1 0 137341 1 6 140342 1 0 141343 1 6 144344 1 0 145345 1 0 145346 1 0 148347 1 0 149348 1 6 152349 1 0 153350 1 1 157351 1 0 157352 1 0 158353 1 0 158354 1 0 159355 1 0 159356 1 0 160357 1 6 163358 1 0 164359 1 1 165360 1 0 165361 1 0 165362 1 0 166363 1 0 166364 1 0 167365 1 0 167366 1 0 167367 1 0 168368 1 0 169369 1 0 169370 1 0 169371 1 0 170372 1 0 170373 1 0 170374 1 0 171375 1 0 171376 1 0 174377 1 0 174378 1 0 175379 1 0 175380 1 0 176381 1 0 176382 1 0 177383 1 0 177384 1 0 178385 1 0 180386 1 0 181387 1 0 181388 1 0 182389 1 0 182390 1 0 184391 1 0 185392 1 0 187393 1 0 188394 1 0 189395 1 0 190396 1 0 191397 1 0 191398 1 0 191399 1 0 192400 1 0 192401 1 0 192402 1 0 193403 1 0 193404 1 0 194405 1 0 194406 1 0 195407 1 0 195408 1 0 196409 1 0 196410 1 0 197411 1 0 197412 1 0 198413 1 0 198414 1 0 201415 1 0 201416 1 0 202417 1 0 202418 1 0 203419 1 0 203420 1 0 204421 1 0 204422 1 0 205423 1 0 205424 1 0 206425 1 0 206426 1 0 207427 1 0 210428 1 6 211429 1 0 214430 1 0 214431 1 0 215432 1 0 216433 1 0 216434 1 0 217435 1 0 220436 1 0 M END

Standard InCHIKey	WVDDKBIDSUUCLT-AWZLLTDASA-N
Standard InCHI	InChI=1S/C137H216N38O39S6/c1-17-68(11)105-129(206)147-54-100(184)152-89-60-216-215-59-88-112(189)146-53-99(183)150-80(136(213)214)42-43-98(182)151-85(56-176)120(197)163-92-63-219-217-61-90(162-121(198)87(58-178)160-122(89)199)123(200)155-77(33-24-26-44-138)113(190)158-84(52-97(141)181)117(194)153-78(34-25-27-45-139)115(192)168-104(67(9)10)131(208)166-91(124(201)156-81(50-75-38-40-76(179)41-39-75)116(193)154-79(35-28-46-144-137(142)143)114(191)157-83(51-96(140)180)111(188)145-55-101(185)167-102(65(5)6)132(209)173-108(71(14)20-4)135(212)175-48-29-36-94(175)127(204)164-88)62-218-220-64-93(126(203)171-106(69(12)18-2)133(210)161-86(57-177)119(196)149-72(15)109(186)148-73(16)110(187)170-105)165-128(205)95-37-30-47-174(95)134(211)107(70(13)19-3)172-118(195)82(49-74-31-22-21-23-32-74)159-130(207)103(66(7)8)169-125(92)202/h21-23,31-32,38-41,65-73,77-95,102-108,176-179H,17-20,24-30,33-37,42-64,138-139H2,1-16H3,(H2,140,180)(H2,141,181)(H,145,188)(H,146,189)(H,147,206)(H,148,186)(H,149,196)(H,150,183)(H,151,182)(H,152,184)(H,153,194)(H,154,193)(H,155,200)(H,156,201)(H,157,191)(H,158,190)(H,159,207)(H,160,199)(H,161,210)(H,162,198)(H,163,197)(H,164,204)(H,165,205)(H,166,208)(H,167,185)(H,168,192)(H,169,202)(H,170,187)(H,171,203)(H,172,195)(H,173,209)(H,213,214)(H4,142,143,144)/t68-,69-,70-,71-,72-,73-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91+,92-,93-,94-,95-,102-,103-,104-,105-,106-,107-,108-/m0/s1
SMILES	CC[C@H](C)[C@H]1C(=O)NCC(=O)N[C@H]2CSSC[C@H]3C(=O)NCC(=O)N[C@@H](CCC(=O)N[C@H](C(=O)N[C@H]4CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)C)C)CO)[C@@H](C)CC)NC(=O)[C@@H]5CCCN5C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC4=O)C(C)C)CC6=CC=CC=C6)[C@@H](C)CC)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N7CCC[C@H]7C(=O)N3)[C@@H](C)CC)C(C)C)CC(=O)N)CCCNC(=N)N)CC8=CC=C(C=C8)O)C(C)C)CCCCN)CC(=O)N)CCCCN)NC(=O)[C@@H](NC2=O)CO)CO)C(=O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	3209.44	Volume:	3073.31 ? Van der Waals volume.
Dense:	1.044	LogP:	-1.242 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	0.106 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.179 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	36.0	Rigid Bonds:	165.0
TPSA:	1202.86 ? Topological Polar Surface Area.	H-Bond Acceptor:	77.0
H-Bond Donor:	46.0	Rings:	9.0
Heavy Atoms:	83.0

MedChem Properties

QED Drug-Likeness Score:	0.01	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	9.792	Fsp³:	0.657
MCE-18:	336.251 ? 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:	0.66	Fluc inhibitor:	0.157 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.334 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.667 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.794	Promiscuous compounds:	0.029

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.37	MDCK Permeability:	-5.202
Pgp-inhibitor:	1.0	Pgp-substrate:	0.512
PAMPA:	0.979 ? 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):	1.0
20% Bioavailability (F20%):	1.0	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.004
Plasma Protein Binding (PPB):	-44.293%	Volume Distribution (VD):	-0.878
Fu:	238.908% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.0
BSEP inhibitor:	1.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	1.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.0
HLM stability:	0.0 ? 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):

-0.9

Half-life (T1/2):

10.04

ADMET: Toxicity

hERG Blockers:	0.0	hERG Blockers (10um):	0.0
Human Hepatotoxicity (H-HT):	0.0	Drug-induced Liver Injury (DILI):	0.0
AMES Toxicity:	0.0	Rat Oral Acute Toxicity:	0.0
Maximum Recommended Daily Dose:	0.0	Skin Sensitization:	1.0
Carcinogencity:	0.0	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.0
Drug-induced Neurotoxicity:	1.0	Ototoxicity:	1.0
Hematotoxicity:	0.0	Drug-induced Nephrotoxicity:	1.0
Genotoxicity:	1.0	RPMI-8226 Immunitoxicity:	0.05
A549 Cytotoxicity:	0.0	Hek293 Cytotoxicity:	0.0
BCF:	0.158 ? 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:	2.603 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.945 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.446 ? 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
NPO33585	Palicourea condensata	Species	Rubiaceae	Eukaryota	Bark	Pastaza, Ecuador	1988-MAR	PMID[11430013]
NPO33585	Palicourea condensata	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]

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
EC50	1

Activity Type	# Activity
Organism	1

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
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	50	nM	PMID[11430013]

In vivo activity

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

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 NPC477636 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	27775
0.1-0.2	21209
0.2-0.3	677
0.3-0.4	122
0.4-0.5	35
0.5-0.6	13
0.6-0.7	15
0.7-0.8	0
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8243	Intermediate Similarity	NPC477639
0.8182	Intermediate Similarity	NPC600735
0.8013	Intermediate Similarity	NPC477631
0.7867	Intermediate Similarity	NPC609634
0.7843	Intermediate Similarity	NPC477638
0.7548	Intermediate Similarity	NPC610535
0.7391	Intermediate Similarity	NPC600998
0.7391	Intermediate Similarity	NPC611186
0.7329	Intermediate Similarity	NPC610649
0.7284	Intermediate Similarity	NPC610817
0.7195	Intermediate Similarity	NPC477630
0.7013	Intermediate Similarity	NPC603072
0.6883	Remote Similarity	NPC604370
0.6883	Remote Similarity	NPC610870
0.6832	Remote Similarity	NPC608521
0.6731	Remote Similarity	NPC606505
0.6667	Remote Similarity	NPC477637
0.6584	Remote Similarity	NPC607485
0.6467	Remote Similarity	NPC601264
0.6265	Remote Similarity	NPC610952
0.6117	Remote Similarity	NPC607866
0.6095	Remote Similarity	NPC609988
0.6061	Remote Similarity	NPC600580
0.6061	Remote Similarity	NPC605764
0.6061	Remote Similarity	NPC605765
0.6	Remote Similarity	NPC605666
0.6	Remote Similarity	NPC607892
0.5989	Remote Similarity	NPC610704
0.5833	Remote Similarity	NPC611556
0.559	Remote Similarity	NPC603135
0.5275	Remote Similarity	NPC605177
0.5246	Remote Similarity	NPC611013
0.5174	Remote Similarity	NPC608676
0.517	Remote Similarity	NPC601582
0.517	Remote Similarity	NPC603992
0.517	Remote Similarity	NPC610984
0.5055	Remote Similarity	NPC600008
0.5055	Remote Similarity	NPC600634
0.5055	Remote Similarity	NPC603103
0.5055	Remote Similarity	NPC604252

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC477636 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4938
0.1-0.2	4171
0.2-0.3	41
0.3-0.4	0
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