NPASS Compound

Natural Product: NPC611497

Natural Product ID	NPC611497
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	WVWINZZVFAFVMJ-GDVDIDQFSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL5271377
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds]

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 150151 0 0 0 0 0 0 0 0999 V2000 19.7309 0.8920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.2439 -0.5175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.7570 -1.9271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.7928 -3.0761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.3156 -2.8157 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.8384 -2.5552 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.8742 -3.7042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.3872 -5.1138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.9002 -6.5233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.9361 -7.6724 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.4588 -7.4119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9816 -7.1514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5044 -6.8910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0272 -6.6305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5500 -6.3700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0728 -6.1096 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5956 -5.8491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1184 -5.5886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1542 -6.7377 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6053 -4.1791 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1281 -3.9186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6509 -3.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8263 -3.3977 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7905 -4.5467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2775 -5.9563 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2677 -4.2863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7449 -4.0258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2221 -3.7653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6993 -3.5048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1765 -3.2444 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.6538 -2.9839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1310 -2.7234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.6082 -2.4629 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.0854 -2.2025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -16.5626 -1.9420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -18.0398 -1.6815 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -19.5170 -1.4211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -20.9942 -1.1606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -22.4714 -0.9001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -23.9487 -0.6396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3886 -2.4414 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 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 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 -2.1595 -1.8121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5691 -2.3251 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7181 -1.3609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5691 -0.3967 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8296 1.0805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3296 1.0805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8296 1.0805 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2391 1.5935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4891 2.8925 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3882 0.6293 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1382 1.9284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1277 -0.8479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6277 -0.8479 0.0000 O 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 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 -0.4895 2.7762 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 2.1595 1.8121 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 21.1404 1.4050 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 18.3214 0.3790 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 19.2179 2.3016 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 21.6535 -0.0045 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 18.7824 -0.8549 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 22.2342 -2.1875 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 20.3058 -4.4857 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 18.3940 -1.3177 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 18.2371 -4.3136 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 16.3253 -1.1456 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.3970 -3.4438 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.9256 -5.4512 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 17.8488 -4.7764 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 18.3775 -6.7838 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 16.4491 -9.0819 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.5373 -5.9140 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.1984 -8.8891 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.7212 -8.6287 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.2421 -5.6742 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.7649 -5.4138 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2439 -8.3682 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2877 -5.1533 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7667 -8.1077 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2895 -7.8472 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8105 -4.8928 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3333 -4.6323 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8123 -7.5868 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3351 -7.3263 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8560 -4.3719 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8676 -5.3958 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3646 -2.1857 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3904 -5.1353 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5282 -5.7635 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3724 -2.7899 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4844 -2.5486 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0054 -5.5030 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9616 -2.2881 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4826 -5.2425 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4389 -2.0276 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9598 -4.9820 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4370 -4.7216 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7379 -1.8099 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3933 -1.5067 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.9142 -4.4611 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.3914 -4.2006 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.8705 -1.2462 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.3477 -0.9857 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.8686 -3.9402 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -15.3459 -3.6797 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.8249 -0.7253 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -16.3021 -0.4648 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -16.8231 -3.4192 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -18.3003 -3.1587 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -17.7793 -0.2043 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -19.2565 0.0562 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -19.7775 -2.8983 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -21.2547 -2.6378 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -20.7338 0.3166 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -22.2110 0.5771 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -22.7319 -2.3773 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -24.2091 -2.1169 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -23.6882 0.8376 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -25.4259 -0.3792 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8658 -2.7019 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8906 -2.3629 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 -0.8547 -2.7954 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6726 -0.4025 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0028 -3.3039 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3042 -2.7417 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5691 2.5577 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6925 -0.3749 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5124 2.5693 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0796 -0.2186 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3882 2.5577 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2391 4.1916 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7977 0.1163 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6382 1.9284 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5663 -2.2823 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2137 -2.2287 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 -4.1409 0.8075 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8820 2.2832 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8470 3.4573 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6715 2.7970 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4176 0.9951 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 2 0 4 5 1 0 5 6 1 0 6 7 2 0 7 8 1 0 8 9 1 0 9 10 2 0 10 11 1 0 11 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 2 0 18 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 2 0 24 26 1 0 26 27 1 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 39 40 1 0 21 41 1 0 41 42 1 0 42 43 1 0 43 44 1 0 44 45 1 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 0 50 53 1 0 53 54 1 0 53 55 1 0 55 56 1 0 55 57 1 0 57 58 1 0 45 59 1 0 59 60 1 0 59 61 1 0 61 62 1 0 61 63 1 0 63 64 1 0 63 43 1 0 57 48 1 0 1 65 1 0 1 66 1 0 1 67 1 0 2 68 1 0 2 69 1 0 3 70 1 0 4 71 1 0 5 72 1 0 5 73 1 0 6 74 1 0 7 75 1 0 8 76 1 0 8 77 1 0 9 78 1 0 10 79 1 0 11 80 1 0 11 81 1 0 12 82 1 0 12 83 1 0 13 84 1 0 13 85 1 0 14 86 1 0 14 87 1 0 15 88 1 0 15 89 1 0 16 90 1 0 16 91 1 0 17 92 1 0 17 93 1 0 21 94 1 1 22 95 1 0 22 96 1 0 26 97 1 0 26 98 1 0 27 99 1 0 27100 1 0 28101 1 0 28102 1 0 29103 1 0 29104 1 0 30105 1 0 30106 1 0 31107 1 0 31108 1 0 32109 1 0 32110 1 0 33111 1 0 33112 1 0 34113 1 0 34114 1 0 35115 1 0 35116 1 0 36117 1 0 36118 1 0 37119 1 0 37120 1 0 38121 1 0 38122 1 0 39123 1 0 39124 1 0 40125 1 0 40126 1 0 40127 1 0 41128 1 0 41129 1 0 43130 1 1 45131 1 1 46132 1 0 46133 1 0 48134 1 1 50135 1 6 51136 1 0 51137 1 0 52138 1 0 53139 1 6 54140 1 0 55141 1 6 56142 1 0 57143 1 1 58144 1 0 59145 1 1 60146 1 0 61147 1 1 62148 1 0 63149 1 6 64150 1 0 M END

Standard InCHIKey	WVWINZZVFAFVMJ-GDVDIDQFSA-N
Standard InCHI	InChI=1S/C49H86O15/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-41(52)62-37(34-59-40(51)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2)35-60-48-47(58)45(56)43(54)39(64-48)36-61-49-46(57)44(55)42(53)38(33-50)63-49/h5,7,11,13,17-18,37-39,42-50,53-58H,3-4,6,8-10,12,14-16,19-36H2,1-2H3/b7-5-,13-11-,18-17-/t37-,38-,39-,42+,43+,44+,45+,46-,47-,48-,49+/m1/s1
SMILES	CC/C=CC/C=CC/C=CCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O

Calculated Properties

Physi-Chem Properties

MedChem Properties

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

ADMET: Distribution

ADMET: Metabolism

ADMET: Excretion

ADMET: Toxicity

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO52048	Inula viscosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30874370]
NPO52048	Inula viscosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38245842]
NPO52048	Inula viscosa	Species	Asteraceae	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
IC50	1

Activity Type	# Activity
Individual protein	1

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT3141	Individual protein	Fatty acid synthase	Gallus gallus	IC50	=	15600.0	nM	PMID[29126728]

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

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 NPC611497 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	20112
0.1-0.2	24162
0.2-0.3	4813
0.3-0.4	635
0.4-0.5	98
0.5-0.6	16
0.6-0.7	7
0.7-0.8	0
0.8-0.85	3
0.85-0.9	3
0.9-0.95	1
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC470313
1.0	High Similarity	NPC473500
0.9677	High Similarity	NPC38295
0.9194	High Similarity	NPC156089
0.8871	High Similarity	NPC236649
0.8871	High Similarity	NPC21693
0.8594	High Similarity	NPC110813
0.8387	Intermediate Similarity	NPC488689
0.8169	Intermediate Similarity	NPC22558
0.803	Intermediate Similarity	NPC133377
0.7419	Intermediate Similarity	NPC488690
0.6883	Remote Similarity	NPC476611
0.6849	Remote Similarity	NPC488692
0.6438	Remote Similarity	NPC488694
0.6234	Remote Similarity	NPC476612
0.6234	Remote Similarity	NPC476613
0.6212	Remote Similarity	NPC285003
0.6061	Remote Similarity	NPC12040
0.5857	Remote Similarity	NPC83839
0.5806	Remote Similarity	NPC54925
0.5694	Remote Similarity	NPC489083
0.5616	Remote Similarity	NPC488693
0.5541	Remote Similarity	NPC331437
0.5455	Remote Similarity	NPC473559
0.5455	Remote Similarity	NPC324981
0.5342	Remote Similarity	NPC163812
0.5294	Remote Similarity	NPC206601
0.5205	Remote Similarity	NPC250619
0.5156	Remote Similarity	NPC330426
0.5156	Remote Similarity	NPC271921
0.5156	Remote Similarity	NPC127091
0.5156	Remote Similarity	NPC22101
0.5068	Remote Similarity	NPC469469
0.506	Remote Similarity	NPC488691

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC611497 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6885
0.1-0.2	2122
0.2-0.3	124
0.3-0.4	14
0.4-0.5	5
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