NPASS Compound

Natural Product: NPC146380

Natural Product ID	NPC146380
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Pescaprein I
IUPAC Name	n.a.
Synonyms	Pescaprein I
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL507247
PubChem CID	21575466
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0000198] Oligosaccharides

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

Chemical Representations

RDKit 2D 183188 0 0 0 0 0 0 0 0999 V2000 17.3579 10.2711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.2088 9.3070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.0597 8.3428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.9107 7.3786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7616 6.4144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6125 5.4502 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4635 4.4861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3144 3.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1653 2.5577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0163 1.5935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8672 0.6293 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7181 -0.3349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2566 0.0025 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9786 -1.8121 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8296 -2.7762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4200 -3.2893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1595 -4.7665 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3086 -5.7307 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7181 -5.2176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9786 -3.7404 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3882 -4.2535 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5372 -3.2893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2872 -4.5883 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7872 -4.5883 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1968 -5.1013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5372 -3.2893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7872 -1.9902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2872 -1.9902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8777 -1.4772 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5268 -0.5130 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.6863 -2.3251 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9786 -6.6949 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3882 -7.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6382 -8.5069 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3882 -9.8060 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6486 -11.2832 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8882 -9.8060 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6382 -8.5069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8882 -7.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6277 -5.7307 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7872 -7.5427 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2977 -10.3190 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1595 -6.6949 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1595 -1.8121 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6491 0.9642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7500 1.2990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7500 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4639 -2.6182 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5675 -3.6342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7471 -4.8899 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9412 -4.2367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4360 -4.3606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8901 -3.9924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1459 -3.1719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0672 -1.9882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5543 -0.5695 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5543 0.9305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0672 2.3492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1459 3.5329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8901 4.3534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4360 4.7216 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9412 4.5977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5675 3.9952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4639 2.9793 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3589 4.8835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0807 5.3049 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5239 6.3744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8975 6.9770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1062 6.0886 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9823 8.0130 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1690 7.8318 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.1459 5.1738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4016 5.9942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.6574 6.8146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9131 7.6351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.1689 8.4555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6491 -0.9642 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 18.5069 11.2353 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 18.3221 9.1221 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 16.3937 11.4202 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 17.1730 8.1579 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.2446 10.4560 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.0956 9.4918 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 16.0239 7.1937 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.8749 6.2295 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.9465 8.5277 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.7974 7.5635 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.7258 5.2653 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.5767 4.3012 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6484 6.5993 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4993 5.6351 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4277 3.3370 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2786 2.3728 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3502 4.6709 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2012 3.7068 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1295 1.4086 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0521 2.7426 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9805 0.4444 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9030 1.7784 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9643 -0.3936 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2435 -1.3955 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9312 -3.4721 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0586 -7.0297 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9241 -5.0695 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4533 -2.6220 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7086 -2.4007 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7088 -6.0863 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.6063 -5.6144 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.5587 -4.3911 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6837 -6.5109 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2058 -3.7234 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1968 -1.4772 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5477 -0.5130 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7992 0.0207 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6758 0.4512 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.0958 -2.8381 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8268 -5.7734 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9786 -10.3190 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9091 -12.7604 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1714 -11.5436 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1466 -11.2047 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8097 -11.3039 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7872 -9.4711 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3497 -6.8705 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9759 -5.0732 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1968 -8.0558 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5582 -11.7962 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0105 -7.6590 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1237 -7.8439 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1954 -5.5458 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3114 -2.7335 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7580 -0.8169 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7981 1.9284 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4660 -0.2938 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6849 2.1132 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7920 2.3780 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6491 0.9642 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1634 -2.7410 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8376 -5.2526 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2516 -5.7042 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8883 -5.7570 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2062 -5.6478 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8254 -5.4910 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0365 -4.9597 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5713 -4.6103 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5443 -3.7147 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9366 -3.2106 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.5660 -2.0475 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.7735 -1.4433 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.9911 -0.1389 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.9911 0.4999 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.7735 1.8043 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.5660 2.4085 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0791 3.4565 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.6000 3.9012 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7435 4.9088 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4647 5.7918 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0163 5.6437 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0910 3.7306 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5349 3.6301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6106 6.7082 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0264 6.4612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0656 8.2251 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0670 9.0490 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9462 9.0977 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0183 6.9283 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2706 8.2532 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4847 6.5202 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2458 4.1539 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5812 7.2500 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2221 4.7385 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.4778 5.5589 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8370 8.0704 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.0927 8.8908 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.7336 6.3793 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.4246 9.2759 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.9893 7.1997 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.3485 9.7112 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0586 -0.4512 0.0000 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 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 2 0 12 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 1 0 20 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 24 26 1 0 26 27 1 0 27 28 1 0 28 29 1 0 27 30 1 0 26 31 1 0 19 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 35 37 1 0 37 38 1 0 38 39 1 0 39 40 1 0 38 41 1 0 37 42 1 0 18 43 1 0 16 44 1 0 44 45 1 0 45 46 1 0 46 47 1 0 46 48 1 0 48 49 1 0 49 50 1 0 50 51 1 0 51 52 1 0 52 53 1 0 53 54 2 0 53 55 1 0 55 56 1 0 56 57 1 0 57 58 1 0 58 59 1 0 59 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 1 0 67 69 1 0 69 70 1 0 69 71 1 0 71 72 1 0 72 73 1 0 72 74 1 0 71 75 1 0 64 76 1 0 76 77 1 0 77 78 1 0 78 79 1 0 79 80 1 0 50 81 1 0 20 15 1 0 28 22 1 0 39 33 1 0 51 45 1 0 73 66 1 0 68 49 1 0 1 82 1 0 1 83 1 0 1 84 1 0 2 85 1 0 2 86 1 0 3 87 1 0 3 88 1 0 4 89 1 0 4 90 1 0 5 91 1 0 5 92 1 0 6 93 1 0 6 94 1 0 7 95 1 0 7 96 1 0 8 97 1 0 8 98 1 0 9 99 1 0 9100 1 0 10101 1 0 10102 1 0 11103 1 0 11104 1 0 15105 1 1 16106 1 6 18107 1 1 19108 1 6 20109 1 1 22110 1 6 24111 1 1 25112 1 0 25113 1 0 25114 1 0 26115 1 6 27116 1 1 28117 1 1 29118 1 0 30119 1 0 31120 1 0 33121 1 6 35122 1 1 36123 1 0 36124 1 0 36125 1 0 37126 1 6 38127 1 1 39128 1 1 40129 1 0 41130 1 0 42131 1 0 43132 1 0 43133 1 0 43134 1 0 45135 1 1 46136 1 6 47137 1 0 47138 1 0 47139 1 0 49140 1 1 50141 1 6 51142 1 6 55143 1 0 55144 1 0 56145 1 0 56146 1 0 57147 1 0 57148 1 0 58149 1 0 58150 1 0 59151 1 0 59152 1 0 60153 1 0 60154 1 0 61155 1 0 61156 1 0 62157 1 0 62158 1 0 63159 1 0 63160 1 0 64161 1 1 66162 1 1 67163 1 6 69164 1 1 70165 1 0 71166 1 1 72167 1 1 74168 1 0 74169 1 0 74170 1 0 75171 1 0 76172 1 0 76173 1 0 77174 1 0 77175 1 0 78176 1 0 78177 1 0 79178 1 0 79179 1 0 80180 1 0 80181 1 0 80182 1 0 81183 1 0 M END

Standard InCHIKey	NNQOYMNQPOXGDT-OIAOIZBASA-N
Standard InCHI	InChI=1S/C58H102O23/c1-8-10-12-13-14-15-18-21-26-30-38(60)77-53-52(81-55-46(68)43(65)40(62)32(4)71-55)49(78-54-45(67)42(64)39(61)31(3)70-54)35(7)74-58(53)79-48-34(6)73-56-47(69)50(48)76-37(59)29-25-22-19-16-17-20-24-28-36(27-23-11-9-2)75-57-51(80-56)44(66)41(63)33(5)72-57/h31-36,39-58,61-69H,8-30H2,1-7H3/t31-,32-,33+,34-,35-,36-,39-,40-,41-,42+,43+,44-,45+,46+,47+,48-,49-,50-,51+,52+,53+,54-,55-,56-,57-,58-/m0/s1
SMILES	CCCCCCCCCCCC(=O)O[C@H]1[C@@H](O[C@H]([C@@H]([C@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)C)O[C@H]1[C@H](C)O[C@@H]2[C@@H]([C@@H]1OC(=O)CCCCCCCCC[C@@H](O[C@H]1[C@H](O2)[C@@H](O)[C@H]([C@H](O1)C)O)CCCCC)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1166.68	Volume:	1157.287 ? Van der Waals volume.
Dense:	1.008	LogP:	4.356 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.888 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.337 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	22.0	Rigid Bonds:	48.0
TPSA:	326.97 ? Topological Polar Surface Area.	H-Bond Acceptor:	23.0
H-Bond Donor:	9.0	Rings:	6.0
Heavy Atoms:	23.0

MedChem Properties

QED Drug-Likeness Score:	0.058	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	7.722	Fsp³:	0.966
MCE-18:	120.246 ? 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:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.992	Fluc inhibitor:	0.339 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.003 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.0 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.535	Promiscuous compounds:	0.025

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.599	MDCK Permeability:	-4.967
Pgp-inhibitor:	0.0	Pgp-substrate:	0.993
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):	0.381
20% Bioavailability (F20%):	0.211	30% Bioavailability (F30%):	0.765
50% Bioavailability (F50%):	0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.987
Plasma Protein Binding (PPB):	93.467%	Volume Distribution (VD):	-0.09
Fu:	5.163% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.947
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.0
BSEP inhibitor:	0.019

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.003
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.629 ? 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):

0.717

Half-life (T1/2):

3.055

ADMET: Toxicity

hERG Blockers:	0.049	hERG Blockers (10um):	0.357
Human Hepatotoxicity (H-HT):	0.363	Drug-induced Liver Injury (DILI):	0.98
AMES Toxicity:	0.729	Rat Oral Acute Toxicity:	0.001
Maximum Recommended Daily Dose:	0.001	Skin Sensitization:	1.0
Carcinogencity:	0.0	Eye Corrosion:	0.0
Eye Irritation:	0.006	Respiratory Toxicity:	0.001
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	0.999
Hematotoxicity:	0.582	Drug-induced Nephrotoxicity:	0.924
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.725
A549 Cytotoxicity:	1.0	Hek293 Cytotoxicity:	0.506
BCF:	1.453 ? 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:	4.857 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.0 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.197 ? 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
NPO23352	Ipomoea pes-caprae	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15730248]
NPO23352	Ipomoea pes-caprae	Species	Convolvulaceae	Eukaryota	Leaves	Khon Kaen, Thailand	2002-APR	PMID[15921434]
NPO23352	Ipomoea pes-caprae	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19061389]
NPO23352	Ipomoea pes-caprae	Species	Convolvulaceae	Eukaryota	ground entire plants	Hainan Province, China	2004-APR	PMID[19061389]
NPO23352	Ipomoea pes-caprae	Species	Convolvulaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[21338052]
NPO23352	Ipomoea pes-caprae	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31017778]
NPO23352	Ipomoea pes-caprae	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO23352	Ipomoea pes-caprae	Species	Convolvulaceae	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
ED50	4

Activity Type	# Activity
Non-molecular	4

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
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	ED50	=	5.0	ug ml-1	PMID[15730248]

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 NPC146380 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	24393
0.1-0.2	22038
0.2-0.3	3117
0.3-0.4	171
0.4-0.5	25
0.5-0.6	48
0.6-0.7	31
0.7-0.8	0
0.8-0.85	7
0.85-0.9	3
0.9-0.95	7
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9412	High Similarity	NPC113745
0.9412	High Similarity	NPC477320
0.9412	High Similarity	NPC477323
0.9412	High Similarity	NPC477325
0.9412	High Similarity	NPC609436
0.9275	High Similarity	NPC604005
0.9275	High Similarity	NPC605014
0.8767	High Similarity	NPC267592
0.8533	High Similarity	NPC307400
0.8533	High Similarity	NPC27289
0.8493	Intermediate Similarity	NPC477326
0.84	Intermediate Similarity	NPC477319
0.8289	Intermediate Similarity	NPC143421
0.8289	Intermediate Similarity	NPC472204
0.8101	Intermediate Similarity	NPC123204
0.8077	Intermediate Similarity	NPC290012
0.8056	Intermediate Similarity	NPC281563
0.775	Intermediate Similarity	NPC183888
0.775	Intermediate Similarity	NPC259294
0.7639	Intermediate Similarity	NPC477350
0.7532	Intermediate Similarity	NPC600446
0.7532	Intermediate Similarity	NPC605013
0.7531	Intermediate Similarity	NPC126685
0.7361	Intermediate Similarity	NPC606819
0.7356	Intermediate Similarity	NPC124878
0.7356	Intermediate Similarity	NPC231888
0.7273	Intermediate Similarity	NPC35338
0.7273	Intermediate Similarity	NPC204214
0.7273	Intermediate Similarity	NPC92283
0.7079	Intermediate Similarity	NPC63404
0.7073	Intermediate Similarity	NPC483170
0.7	Intermediate Similarity	NPC109887
0.6962	Remote Similarity	NPC89843
0.6957	Remote Similarity	NPC10121
0.6957	Remote Similarity	NPC198918
0.6923	Remote Similarity	NPC22742
0.6923	Remote Similarity	NPC477349
0.6923	Remote Similarity	NPC477346
0.6786	Remote Similarity	NPC169345
0.6747	Remote Similarity	NPC119583
0.6707	Remote Similarity	NPC146992
0.6707	Remote Similarity	NPC85759
0.6588	Remote Similarity	NPC115013
0.6548	Remote Similarity	NPC294748
0.6429	Remote Similarity	NPC173328
0.6395	Remote Similarity	NPC238056
0.6353	Remote Similarity	NPC186992
0.6265	Remote Similarity	NPC158302
0.6265	Remote Similarity	NPC477344
0.625	Remote Similarity	NPC10883
0.625	Remote Similarity	NPC477329
0.6234	Remote Similarity	NPC478729
0.6207	Remote Similarity	NPC477317
0.6207	Remote Similarity	NPC477318
0.6145	Remote Similarity	NPC478734
0.6136	Remote Similarity	NPC184915
0.6136	Remote Similarity	NPC224953
0.6125	Remote Similarity	NPC477330
0.6105	Remote Similarity	NPC77651
0.6067	Remote Similarity	NPC163409
0.6047	Remote Similarity	NPC472205
0.6	Remote Similarity	NPC478733
0.6	Remote Similarity	NPC44782
0.5938	Remote Similarity	NPC28069
0.5926	Remote Similarity	NPC477328
0.5862	Remote Similarity	NPC297768
0.5843	Remote Similarity	NPC478731
0.5802	Remote Similarity	NPC475425
0.5795	Remote Similarity	NPC478730
0.573	Remote Similarity	NPC238264
0.573	Remote Similarity	NPC476087
0.573	Remote Similarity	NPC475667
0.573	Remote Similarity	NPC477345
0.5728	Remote Similarity	NPC472352
0.5696	Remote Similarity	NPC169085
0.5682	Remote Similarity	NPC44682
0.5667	Remote Similarity	NPC162925
0.5667	Remote Similarity	NPC478732
0.5652	Remote Similarity	NPC269318
0.5604	Remote Similarity	NPC475270
0.5604	Remote Similarity	NPC475327
0.5581	Remote Similarity	NPC477331
0.5581	Remote Similarity	NPC477332
0.5545	Remote Similarity	NPC147032
0.5543	Remote Similarity	NPC475525
0.5543	Remote Similarity	NPC475540
0.549	Remote Similarity	NPC471025
0.5484	Remote Similarity	NPC476066
0.5446	Remote Similarity	NPC290276
0.5426	Remote Similarity	NPC475164
0.5426	Remote Similarity	NPC478728
0.5393	Remote Similarity	NPC479061
0.5376	Remote Similarity	NPC472200
0.5368	Remote Similarity	NPC478727
0.5368	Remote Similarity	NPC473605
0.5368	Remote Similarity	NPC475375
0.5341	Remote Similarity	NPC479059
0.5333	Remote Similarity	NPC478724
0.5333	Remote Similarity	NPC479060
0.5278	Remote Similarity	NPC206823
0.5258	Remote Similarity	NPC475241
0.5222	Remote Similarity	NPC478722
0.5222	Remote Similarity	NPC478725
0.5189	Remote Similarity	NPC600940
0.5185	Remote Similarity	NPC471024
0.5169	Remote Similarity	NPC216883
0.5165	Remote Similarity	NPC479058
0.5165	Remote Similarity	NPC478723
0.514	Remote Similarity	NPC471026
0.5055	Remote Similarity	NPC60849
0.5054	Remote Similarity	NPC478726

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC146380 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7536
0.1-0.2	1540
0.2-0.3	73
0.3-0.4	1
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