NPASS Compound

Structure

NPC475345 OpenBabel07101718182D 140153 0 0 1 0 0 0 0 0999 V2000 17.2707 -3.6934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5718 -1.4124 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2743 1.4806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0846 -5.8057 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2033 3.8161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2162 3.8161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9130 -2.8290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9259 -2.8290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.3172 -2.5529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5646 0.4935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8549 -1.4806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.3172 -3.9489 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1978 3.7974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.8958 3.0994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2443 3.5419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.9678 -2.8084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.0143 -3.0639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6403 2.1459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9888 2.5884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4313 0.9370 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8549 1.4806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7097 0.9871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4779 0.6815 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7097 -1.9742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2743 -0.4935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.6658 -3.5064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4194 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8549 -1.4806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5646 2.4677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5646 1.4806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8549 2.4677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8549 -0.4935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8388 2.9613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.6776 -4.9355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2582 -4.9355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5710 0.1705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5025 -3.3878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9441 -3.4563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5485 -1.9742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3146 5.8180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2629 4.1985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3164 -2.3659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1291 0.9871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3866 -5.1077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6868 1.8904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8549 1.4806 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -14.5325 -4.4419 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -11.1131 -4.4419 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.8264 1.1240 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.4560 -3.1323 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.6937 2.4677 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1996 -2.5028 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.6937 -1.4806 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5646 -1.4806 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7097 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7097 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2743 -1.4806 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.2224 -0.2720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9840 -0.4935 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -14.5325 -3.4548 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.5485 2.9613 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.1531 -2.2473 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.8388 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.4034 2.4677 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -13.6776 -2.9613 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.4034 1.4806 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.2582 -2.9613 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.1750 1.5665 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -11.1131 -3.4548 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.1285 1.8220 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.7114 -2.1789 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.6937 -0.4935 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.4086 -1.2939 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.0135 -1.4809 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.7106 -0.5959 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.8404 4.4484 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.3629 -2.6214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9840 -1.4806 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.4034 -3.4548 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -12.8228 -3.4548 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9195 0.6130 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.5485 0.9871 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.0600 -1.7364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.7571 -0.8514 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6860 3.4734 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1057 -0.4089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7097 2.9613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4194 -1.9742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.6192 -3.2509 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5646 -0.4935 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8549 -0.4935 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9609 4.8965 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7097 0.9871 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1291 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.8388 3.9484 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6934 6.5852 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9840 1.4806 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4332 -5.3632 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -15.3873 -4.9355 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.9679 -4.9355 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7799 1.3795 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1540 -3.8303 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5646 -0.4935 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.9204 -0.9699 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -15.3873 -2.9613 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5485 3.9484 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8511 -2.9453 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8388 0.9871 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.2582 2.9613 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.6776 -1.9742 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.2582 0.9871 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.2582 -1.9742 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4770 2.2645 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.7199 4.8965 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.1074 -3.5748 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8502 -1.3623 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.3638 -2.2975 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3397 5.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6421 -4.1543 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4034 -4.4419 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.8228 -4.4419 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6175 -0.0849 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.8045 -2.6898 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5485 -2.9613 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7110 3.3190 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6937 1.4806 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5016 -1.8048 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8388 -1.9742 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1291 -1.9742 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2689 -0.5274 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.6649 -1.9234 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.9679 -2.9613 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3839 2.7755 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5485 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3620 -1.0384 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9661 0.3576 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0591 -0.1534 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 2 0 0 0 0 2 43 1 0 0 0 0 3 44 1 0 0 0 0 4 45 1 0 0 0 0 5 89 1 0 0 0 0 6 89 1 0 0 0 0 7 90 1 0 0 0 0 8 90 1 0 0 0 0 11 93 1 0 0 0 0 13 91 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 15 19 1 0 0 0 0 16 20 2 0 0 0 0 17 18 1 0 0 0 0 17 27 1 0 0 0 0 18 43 2 0 0 0 0 19 46 2 0 0 0 0 20 46 1 0 0 0 0 21 24 2 0 0 0 0 21 46 1 0 0 0 0 22 23 1 0 0 0 0 22 47 2 0 0 0 0 23 57 1 0 0 0 0 24 60 1 0 0 0 0 25 29 1 0 0 0 0 25 56 1 0 0 0 0 26 28 1 0 0 0 0 26 59 1 0 0 0 0 27 91 1 0 0 0 0 28 92 1 0 0 0 0 29 93 1 0 0 0 0 30 31 1 0 0 0 0 30 89 1 0 0 0 0 31 96 1 0 0 0 0 32 48 1 0 0 0 0 32 89 1 0 0 0 0 33 58 1 0 0 0 0 33 94 1 0 0 0 0 34 98 1 0 0 0 0 35 49 1 0 0 0 0 35124 1 0 0 0 0 36 50 1 0 0 0 0 36123 1 0 0 0 0 37 51 1 0 0 0 0 37125 1 0 0 0 0 38 52 1 0 0 0 0 38126 1 0 0 0 0 39122 1 0 0 0 0 40127 1 0 0 0 0 41 95 1 0 0 0 0 41 99 1 0 0 0 0 42 95 1 0 0 0 0 42128 1 0 0 0 0 43 79 1 0 0 0 0 44 97 2 3 0 0 0 44100 1 0 0 0 0 45101 2 0 0 0 0 45122 1 0 0 0 0 47 48 1 0 0 0 0 47 94 1 0 0 0 0 48 96 1 6 0 0 0 49 62 1 0 0 0 0 49102 1 1 0 0 0 50 71 1 0 0 0 0 50103 1 6 0 0 0 51 72 1 0 0 0 0 51104 1 6 0 0 0 52 73 1 0 0 0 0 52105 1 6 0 0 0 53 34 1 1 0 0 0 53 63 1 0 0 0 0 53129 1 0 0 0 0 54 39 1 1 0 0 0 54 64 1 0 0 0 0 54130 1 0 0 0 0 55 40 1 6 0 0 0 55 74 1 0 0 0 0 55131 1 0 0 0 0 56 90 1 0 0 0 0 56 92 1 1 0 0 0 57 92 1 1 0 0 0 57 93 1 0 0 0 0 58 96 1 6 0 0 0 58106 1 0 0 0 0 59 90 1 0 0 0 0 59132 1 1 0 0 0 60107 2 0 0 0 0 60133 1 0 0 0 0 61 65 1 0 0 0 0 61 80 1 0 0 0 0 61 97 1 1 0 0 0 62 67 1 0 0 0 0 62108 1 6 0 0 0 63 66 1 0 0 0 0 63109 1 6 0 0 0 64 75 1 0 0 0 0 64110 1 6 0 0 0 65 74 1 0 0 0 0 65111 1 6 0 0 0 66 68 1 0 0 0 0 66112 1 1 0 0 0 67 82 1 0 0 0 0 67113 1 1 0 0 0 68 84 1 0 0 0 0 68114 1 6 0 0 0 69 71 1 0 0 0 0 69 81 1 0 0 0 0 69115 1 1 0 0 0 70 72 1 0 0 0 0 70 83 1 0 0 0 0 70116 1 6 0 0 0 71135 1 6 0 0 0 72136 1 1 0 0 0 73 76 1 0 0 0 0 73134 1 1 0 0 0 74137 1 1 0 0 0 75 77 1 0 0 0 0 75138 1 1 0 0 0 76 85 1 0 0 0 0 76133 1 6 0 0 0 77 86 1 0 0 0 0 77139 1 6 0 0 0 78 87 1 0 0 0 0 78 95 1 1 0 0 0 78117 1 0 0 0 0 79118 2 0 0 0 0 79134 1 0 0 0 0 80131 1 0 0 0 0 80132 1 6 0 0 0 81123 1 0 0 0 0 81127 1 6 0 0 0 82124 1 0 0 0 0 82135 1 6 0 0 0 83125 1 0 0 0 0 83139 1 1 0 0 0 84129 1 0 0 0 0 84137 1 1 0 0 0 85126 1 0 0 0 0 85138 1 1 0 0 0 86130 1 0 0 0 0 86140 1 1 0 0 0 87128 1 0 0 0 0 87136 1 6 0 0 0 88119 2 0 0 0 0 88140 1 0 0 0 0 91 9 1 1 0 0 0 91120 1 0 0 0 0 92 10 1 1 0 0 0 93 94 1 6 0 0 0 94 12 1 6 0 0 0 95121 1 1 0 0 0 96 88 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1997.9
Volume:	1906.52
LogP:	1.923
LogD:	0.903
LogS:	-2.631
# Rotatable Bonds:	36
TPSA:	657.12
# H-Bond Aceptor:	44
# H-Bond Donor:	20
# Rings:	14
# Heavy Atoms:	44

MedChem Properties

QED Drug-Likeness Score:	0.011
Synthetic Accessibility Score:	8.554
Fsp3:	0.802
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.987
MDCK Permeability:	0.0006935641285963356
Pgp-inhibitor:	0.192
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	0.999
20% Bioavailability (F20%):	0.001
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.246
Plasma Protein Binding (PPB):	52.185150146484375%
Volume Distribution (VD):	-0.492
Pgp-substrate:	19.16727638244629%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.012
CYP2C19-inhibitor:	0.0
CYP2C19-substrate:	0.044
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.006
CYP2D6-substrate:	0.007
CYP3A4-inhibitor:	0.136
CYP3A4-substrate:	0.005

ADMET: Excretion

Clearance (CL):	-1.811
Half-life (T1/2):	0.555

ADMET: Toxicity

hERG Blockers:	0.082
Human Hepatotoxicity (H-HT):	0.229
Drug-inuced Liver Injury (DILI):	0.565
AMES Toxicity:	0.052
Rat Oral Acute Toxicity:	0.011
Maximum Recommended Daily Dose:	0.969
Skin Sensitization:	0.069
Carcinogencity:	0.005
Eye Corrosion:	0.003
Eye Irritation:	0.002
Respiratory Toxicity:	0.076

Download Data

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

Natural Product: NPC475345

Natural Product ID:	NPC475345
*Common Name:**	3Beta-O-{Beta-D-Xylopyranosyl-(1->3)-Alpha-L-Arabinopyranosyl-(1->6)-[Beta-D-Glucopyranosyl-(1->4)]-2-(Acetamido)-2-Deoxy-Beta-D-Glucopyranosyl}Echinocystic Acid 28-O-{Beta-D-Apiofuranosyl-(1->3)-Beta-D-Xylopyranosyl-(1->2)-[(2-O-Cynnamoyl), (3-O-(2E,6Alpha)-2,6-Dimethyl-6-Hydroxy-2,7-Octadienoyl)-Beta-D-Xylopyranosyl-(1->4)]-(6-O-Acetyl)-Beta-D-Glucopyranosyl Ester
IUPAC Name:	[(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-5-hydroxy-4-[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxy-3-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
Synonyms:
Standard InCHIKey:	CRGQIUWGNKROHI-JLEVOCTESA-N
Standard InCHI:	InChI=1S/C96H143NO43/c1-13-91(9,120)27-17-18-43(2)79(118)134-73-52(105)38-126-85(76(73)133-60(107)24-21-46-19-15-14-16-20-46)138-75-64(110)54(39-122-45(4)101)130-86(77(75)139-83-70(116)72(51(104)37-125-83)136-87-78(117)95(121,41-99)42-128-87)140-88(119)96-31-30-89(5,6)32-48(96)47-22-23-57-92(10)28-26-59(90(7,8)56(92)25-29-93(57,11)94(47,12)33-58(96)106)132-80-61(97-44(3)100)65(111)74(137-84-68(114)66(112)63(109)53(34-98)129-84)55(131-80)40-127-81-69(115)71(50(103)36-123-81)135-82-67(113)62(108)49(102)35-124-82/h13-16,18-22,24,48-59,61-78,80-87,98-99,102-106,108-117,120-121H,1,17,23,25-42H2,2-12H3,(H,97,100)/b24-21+,43-18+/t48-,49+,50-,51+,52+,53+,54+,55+,56-,57+,58+,59-,61+,62-,63+,64+,65+,66-,67+,68+,69+,70+,71-,72-,73-,74+,75-,76+,77+,78-,80-,81-,82-,83-,84-,85-,86-,87-,91+,92-,93+,94+,95+,96+/m0/s1
SMILES:	CC(=CCCC(C)(C=C)O)C(=O)OC1C(COC(C1OC(=O)C=CC2=CC=CC=C2)OC3C(C(OC(C3OC4C(C(C(CO4)O)OC5C(C(CO5)(CO)O)O)O)OC(=O)C67CCC(CC6C8=CCC9C1(CCC(C(C1CCC9(C8(CC7O)C)C)(C)C)OC1C(C(C(C(O1)COC1C(C(C(CO1)O)OC1C(C(C(CO1)O)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)NC(=O)C)C)(C)C)COC(=O)C)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL503852
PubChem CID:	44566569
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0002049] Terpene glycosides [CHEMONTID:0001580] Triterpene glycosides [CHEMONTID:0002358] Triterpene saponins

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

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO11507	Entada africana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16989528]
NPO11507	Entada africana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

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

NP Quantity Composition/Concentration

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

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

Biological Activity

Activity Type	# Activity
IC50	3

Activity Type	# Activity
Cell Line	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT71	Cell Line	HEK293	Homo sapiens	IC50	=	360.0	nM	PMID[548226]
NPT1182	Cell Line	J774.A1	Mus musculus	IC50	=	840.0	nM	PMID[548226]
NPT3470	Cell Line	WEHI-164	Mus musculus	IC50	=	380.0	nM	PMID[548226]

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

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

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

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC475345 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	232
0.1-0.2	910
0.2-0.3	2258
0.3-0.4	5477
0.4-0.5	16685
0.5-0.6	13251
0.6-0.7	3433
0.7-0.8	404
0.8-0.85	32
0.85-0.9	8
0.9-0.95	1
0.95-1	6

Similarity Score	Similarity Level	Natural Product ID
0.9938	High Similarity	NPC475649
0.9753	High Similarity	NPC476113
0.9568	High Similarity	NPC120667
0.9568	High Similarity	NPC278272
0.8634	High Similarity	NPC475527
0.858	High Similarity	NPC475599
0.858	High Similarity	NPC174336
0.858	High Similarity	NPC100612
0.858	High Similarity	NPC187497
0.858	High Similarity	NPC113620
0.8519	High Similarity	NPC265699
0.8333	Intermediate Similarity	NPC40085
0.8333	Intermediate Similarity	NPC264270
0.8272	Intermediate Similarity	NPC111466
0.8225	Intermediate Similarity	NPC477467
0.8166	Intermediate Similarity	NPC477470
0.8166	Intermediate Similarity	NPC477472
0.8166	Intermediate Similarity	NPC477474
0.8075	Intermediate Similarity	NPC475152
0.8075	Intermediate Similarity	NPC475584
0.8075	Intermediate Similarity	NPC475394
0.8037	Intermediate Similarity	NPC473755
0.8037	Intermediate Similarity	NPC475513
0.8025	Intermediate Similarity	NPC475892
0.7988	Intermediate Similarity	NPC69425
0.7884	Intermediate Similarity	NPC472375
0.787	Intermediate Similarity	NPC329657
0.784	Intermediate Similarity	NPC82931
0.784	Intermediate Similarity	NPC172365
0.784	Intermediate Similarity	NPC210729
0.7809	Intermediate Similarity	NPC477466
0.7809	Intermediate Similarity	NPC477469
0.7809	Intermediate Similarity	NPC477473
0.7809	Intermediate Similarity	NPC477471
0.7789	Intermediate Similarity	NPC472392
0.7771	Intermediate Similarity	NPC61717
0.7771	Intermediate Similarity	NPC244380
0.776	Intermediate Similarity	NPC289383
0.7749	Intermediate Similarity	NPC472391
0.7735	Intermediate Similarity	NPC13989
0.7727	Intermediate Similarity	NPC295408
0.7727	Intermediate Similarity	NPC150893
0.7727	Intermediate Similarity	NPC329960
0.772	Intermediate Similarity	NPC116862
0.7716	Intermediate Similarity	NPC243680
0.7716	Intermediate Similarity	NPC200788
0.7651	Intermediate Similarity	NPC214821
0.7651	Intermediate Similarity	NPC298067
0.764	Intermediate Similarity	NPC280941
0.764	Intermediate Similarity	NPC235772
0.764	Intermediate Similarity	NPC75318
0.7627	Intermediate Similarity	NPC473641
0.7627	Intermediate Similarity	NPC473797
0.7627	Intermediate Similarity	NPC475300
0.7627	Intermediate Similarity	NPC475437
0.7627	Intermediate Similarity	NPC475505
0.7627	Intermediate Similarity	NPC475464
0.7619	Intermediate Similarity	NPC31171
0.7619	Intermediate Similarity	NPC237240
0.7602	Intermediate Similarity	NPC475447
0.7602	Intermediate Similarity	NPC476092
0.7602	Intermediate Similarity	NPC475218
0.7602	Intermediate Similarity	NPC70236
0.76	Intermediate Similarity	NPC476784
0.7598	Intermediate Similarity	NPC475175
0.7598	Intermediate Similarity	NPC475198
0.7598	Intermediate Similarity	NPC475531
0.7593	Intermediate Similarity	NPC145899
0.7578	Intermediate Similarity	NPC76999
0.7574	Intermediate Similarity	NPC298005
0.7574	Intermediate Similarity	NPC36463
0.7571	Intermediate Similarity	NPC475536
0.7571	Intermediate Similarity	NPC165234
0.7544	Intermediate Similarity	NPC474564
0.7542	Intermediate Similarity	NPC473468
0.7542	Intermediate Similarity	NPC473557
0.7542	Intermediate Similarity	NPC475567
0.7516	Intermediate Similarity	NPC73829
0.7516	Intermediate Similarity	NPC119794
0.7485	Intermediate Similarity	NPC111586
0.7485	Intermediate Similarity	NPC108852
0.7485	Intermediate Similarity	NPC193579
0.7485	Intermediate Similarity	NPC298469
0.7485	Intermediate Similarity	NPC261709
0.7485	Intermediate Similarity	NPC141669
0.7485	Intermediate Similarity	NPC201692
0.746	Intermediate Similarity	NPC471754
0.746	Intermediate Similarity	NPC317882
0.7459	Intermediate Similarity	NPC469420
0.7459	Intermediate Similarity	NPC102465
0.7458	Intermediate Similarity	NPC477623
0.7453	Intermediate Similarity	NPC475472
0.7447	Intermediate Similarity	NPC327699
0.7409	Intermediate Similarity	NPC473558
0.7409	Intermediate Similarity	NPC473490
0.7407	Intermediate Similarity	NPC471623
0.7407	Intermediate Similarity	NPC471024
0.7399	Intermediate Similarity	NPC469448
0.7399	Intermediate Similarity	NPC472761
0.7396	Intermediate Similarity	NPC242662
0.7396	Intermediate Similarity	NPC321072
0.7396	Intermediate Similarity	NPC191193
0.7396	Intermediate Similarity	NPC215892
0.7391	Intermediate Similarity	NPC35338
0.7391	Intermediate Similarity	NPC63404
0.7391	Intermediate Similarity	NPC231888
0.7391	Intermediate Similarity	NPC198918
0.7391	Intermediate Similarity	NPC10883
0.7391	Intermediate Similarity	NPC124878
0.7391	Intermediate Similarity	NPC10121
0.7391	Intermediate Similarity	NPC204214
0.7391	Intermediate Similarity	NPC290276
0.7391	Intermediate Similarity	NPC92283
0.7371	Intermediate Similarity	NPC472658
0.7371	Intermediate Similarity	NPC472657
0.7368	Intermediate Similarity	NPC275170
0.7368	Intermediate Similarity	NPC475336
0.7368	Intermediate Similarity	NPC471629
0.7368	Intermediate Similarity	NPC324251
0.7368	Intermediate Similarity	NPC206211
0.7368	Intermediate Similarity	NPC473400
0.7368	Intermediate Similarity	NPC173934
0.7368	Intermediate Similarity	NPC453583
0.7368	Intermediate Similarity	NPC473300
0.7368	Intermediate Similarity	NPC306001
0.7365	Intermediate Similarity	NPC162910
0.7358	Intermediate Similarity	NPC471606
0.7358	Intermediate Similarity	NPC208553
0.7358	Intermediate Similarity	NPC181964
0.7351	Intermediate Similarity	NPC469772
0.7351	Intermediate Similarity	NPC469777
0.7351	Intermediate Similarity	NPC469776
0.7351	Intermediate Similarity	NPC469778
0.7351	Intermediate Similarity	NPC135334
0.7351	Intermediate Similarity	NPC100925
0.7351	Intermediate Similarity	NPC469773
0.7351	Intermediate Similarity	NPC32723
0.7351	Intermediate Similarity	NPC469775
0.7351	Intermediate Similarity	NPC295941
0.7351	Intermediate Similarity	NPC469774
0.7349	Intermediate Similarity	NPC302276
0.7346	Intermediate Similarity	NPC233223
0.7346	Intermediate Similarity	NPC475177
0.7346	Intermediate Similarity	NPC322904
0.7346	Intermediate Similarity	NPC183816
0.7346	Intermediate Similarity	NPC196874
0.7346	Intermediate Similarity	NPC319719
0.7346	Intermediate Similarity	NPC471025
0.7346	Intermediate Similarity	NPC324933
0.7346	Intermediate Similarity	NPC230331
0.7346	Intermediate Similarity	NPC475444
0.7346	Intermediate Similarity	NPC473679
0.7345	Intermediate Similarity	NPC469417
0.733	Intermediate Similarity	NPC469398
0.733	Intermediate Similarity	NPC33372
0.733	Intermediate Similarity	NPC67246
0.7329	Intermediate Similarity	NPC28069
0.7329	Intermediate Similarity	NPC77651
0.7322	Intermediate Similarity	NPC477488
0.7314	Intermediate Similarity	NPC477905
0.7314	Intermediate Similarity	NPC472548
0.7312	Intermediate Similarity	NPC124828
0.7303	Intermediate Similarity	NPC477736
0.7303	Intermediate Similarity	NPC469399
0.7299	Intermediate Similarity	NPC475561
0.7299	Intermediate Similarity	NPC475417
0.7297	Intermediate Similarity	NPC469421
0.7284	Intermediate Similarity	NPC311178
0.7284	Intermediate Similarity	NPC300655
0.7284	Intermediate Similarity	NPC222951
0.7284	Intermediate Similarity	NPC43589
0.7284	Intermediate Similarity	NPC171007
0.7284	Intermediate Similarity	NPC190849
0.7284	Intermediate Similarity	NPC147032
0.7273	Intermediate Similarity	NPC314941
0.7267	Intermediate Similarity	NPC162925
0.7267	Intermediate Similarity	NPC472268
0.7267	Intermediate Similarity	NPC112492
0.7267	Intermediate Similarity	NPC472269
0.7267	Intermediate Similarity	NPC87153
0.7267	Intermediate Similarity	NPC472270
0.7267	Intermediate Similarity	NPC23020
0.7257	Intermediate Similarity	NPC470153
0.7251	Intermediate Similarity	NPC262216
0.725	Intermediate Similarity	NPC315889
0.7247	Intermediate Similarity	NPC477735
0.7246	Intermediate Similarity	NPC180770
0.7246	Intermediate Similarity	NPC265908
0.7241	Intermediate Similarity	NPC270590
0.7241	Intermediate Similarity	NPC301556
0.7241	Intermediate Similarity	NPC471101
0.7241	Intermediate Similarity	NPC92293
0.7241	Intermediate Similarity	NPC266265
0.7241	Intermediate Similarity	NPC470274
0.7232	Intermediate Similarity	NPC472549
0.7232	Intermediate Similarity	NPC469422
0.7232	Intermediate Similarity	NPC5115
0.7232	Intermediate Similarity	NPC34066
0.7229	Intermediate Similarity	NPC64897
0.7229	Intermediate Similarity	NPC90693

Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC475345 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	161
0.1-0.2	492
0.2-0.3	1146
0.3-0.4	2853
0.4-0.5	3248
0.5-0.6	1055
0.6-0.7	184
0.7-0.8	11
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
0.7821	Intermediate Similarity	NPD8470	Clinical (unspecified phase)
0.7663	Intermediate Similarity	NPD8407	Phase 2
0.7619	Intermediate Similarity	NPD7274	Clinical (unspecified phase)
0.7513	Intermediate Similarity	NPD8486	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD8360	Approved
0.75	Intermediate Similarity	NPD8368	Discontinued
0.75	Intermediate Similarity	NPD8361	Approved
0.7407	Intermediate Similarity	NPD8435	Approved
0.7358	Intermediate Similarity	NPD8485	Approved
0.7302	Intermediate Similarity	NPD8424	Clinical (unspecified phase)
0.7283	Intermediate Similarity	NPD8389	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD8320	Phase 1
0.7273	Intermediate Similarity	NPD8319	Approved
0.702	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.701	Intermediate Similarity	NPD7874	Approved
0.701	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7005	Intermediate Similarity	NPD7799	Discontinued
0.6976	Remote Similarity	NPD7801	Approved
0.6976	Remote Similarity	NPD7782	Clinical (unspecified phase)
0.6976	Remote Similarity	NPD7783	Phase 2
0.6971	Remote Similarity	NPD8404	Phase 2
0.697	Remote Similarity	NPD7699	Phase 2
0.697	Remote Similarity	NPD7700	Phase 2
0.6961	Remote Similarity	NPD8151	Discontinued
0.6923	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6832	Remote Similarity	NPD6823	Phase 2
0.6829	Remote Similarity	NPD7701	Phase 2
0.6818	Remote Similarity	NPD6534	Approved
0.6818	Remote Similarity	NPD6535	Approved
0.6798	Remote Similarity	NPD7698	Approved
0.6798	Remote Similarity	NPD7696	Phase 3
0.6798	Remote Similarity	NPD7697	Approved
0.6765	Remote Similarity	NPD7870	Phase 2
0.6765	Remote Similarity	NPD7871	Phase 2
0.6703	Remote Similarity	NPD8417	Discontinued
0.6701	Remote Similarity	NPD8313	Approved
0.6701	Remote Similarity	NPD8312	Approved
0.6699	Remote Similarity	NPD8462	Phase 1
0.6667	Remote Similarity	NPD2575	Approved
0.665	Remote Similarity	NPD6778	Approved
0.665	Remote Similarity	NPD6779	Approved
0.665	Remote Similarity	NPD6777	Approved
0.665	Remote Similarity	NPD6782	Approved
0.665	Remote Similarity	NPD6776	Approved
0.665	Remote Similarity	NPD6781	Approved
0.665	Remote Similarity	NPD6780	Approved
0.6635	Remote Similarity	NPD7930	Approved
0.6605	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.66	Remote Similarity	NPD6214	Clinical (unspecified phase)
0.66	Remote Similarity	NPD6212	Phase 3
0.66	Remote Similarity	NPD6213	Phase 3
0.657	Remote Similarity	NPD7999	Approved
0.6553	Remote Similarity	NPD7497	Discontinued
0.653	Remote Similarity	NPD8059	Phase 3
0.653	Remote Similarity	NPD8058	Clinical (unspecified phase)
0.6515	Remote Similarity	NPD8150	Discontinued
0.6491	Remote Similarity	NPD2613	Approved
0.6485	Remote Similarity	NPD8517	Approved
0.6485	Remote Similarity	NPD8515	Approved
0.6485	Remote Similarity	NPD8516	Approved
0.6474	Remote Similarity	NPD3088	Approved
0.6474	Remote Similarity	NPD3090	Approved
0.6474	Remote Similarity	NPD3087	Approved
0.6474	Remote Similarity	NPD3614	Approved
0.6474	Remote Similarity	NPD2573	Approved
0.6474	Remote Similarity	NPD2570	Approved
0.6474	Remote Similarity	NPD3615	Approved
0.6474	Remote Similarity	NPD2566	Approved
0.6474	Remote Similarity	NPD4745	Approved
0.6474	Remote Similarity	NPD2572	Clinical (unspecified phase)
0.6474	Remote Similarity	NPD4746	Phase 3
0.6474	Remote Similarity	NPD3089	Approved
0.6474	Remote Similarity	NPD2574	Discontinued
0.6474	Remote Similarity	NPD3616	Approved
0.6474	Remote Similarity	NPD2571	Approved
0.6473	Remote Similarity	NPD7435	Discontinued
0.6468	Remote Similarity	NPD5619	Clinical (unspecified phase)
0.6444	Remote Similarity	NPD8323	Discontinued
0.6417	Remote Similarity	NPD8455	Phase 2
0.6411	Remote Similarity	NPD7211	Clinical (unspecified phase)
0.64	Remote Similarity	NPD4684	Phase 3
0.64	Remote Similarity	NPD4685	Phase 3
0.64	Remote Similarity	NPD4686	Approved
0.6398	Remote Similarity	NPD7749	Clinical (unspecified phase)
0.6396	Remote Similarity	NPD8658	Clinical (unspecified phase)
0.6392	Remote Similarity	NPD7228	Approved
0.6391	Remote Similarity	NPD8468	Phase 2
0.6391	Remote Similarity	NPD8074	Phase 3
0.6389	Remote Similarity	NPD8166	Discontinued
0.6386	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.6386	Remote Similarity	NPD8513	Phase 3
0.6379	Remote Similarity	NPD7715	Approved
0.6379	Remote Similarity	NPD7714	Approved
0.6358	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6354	Remote Similarity	NPD7315	Approved
0.6328	Remote Similarity	NPD6852	Discontinued
0.6324	Remote Similarity	NPD7239	Suspended
0.6319	Remote Similarity	NPD7236	Approved
0.6313	Remote Similarity	NPD7702	Clinical (unspecified phase)
0.631	Remote Similarity	NPD8328	Phase 3
0.6308	Remote Similarity	NPD7827	Phase 1
0.63	Remote Similarity	NPD5036	Approved
0.629	Remote Similarity	NPD6591	Clinical (unspecified phase)
0.628	Remote Similarity	NPD7565	Approved
0.6279	Remote Similarity	NPD8390	Approved
0.6279	Remote Similarity	NPD8392	Approved
0.6279	Remote Similarity	NPD8391	Approved
0.6269	Remote Similarity	NPD8434	Phase 2
0.6269	Remote Similarity	NPD5038	Approved
0.6269	Remote Similarity	NPD5037	Approved
0.6263	Remote Similarity	NPD7240	Approved
0.625	Remote Similarity	NPD5120	Approved
0.625	Remote Similarity	NPD5121	Approved
0.625	Remote Similarity	NPD5119	Approved
0.6222	Remote Similarity	NPD7266	Discontinued
0.6219	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6218	Remote Similarity	NPD8127	Discontinued
0.6209	Remote Similarity	NPD7625	Phase 1
0.6209	Remote Similarity	NPD3400	Discontinued
0.6205	Remote Similarity	NPD7997	Clinical (unspecified phase)
0.6202	Remote Similarity	NPD8285	Discontinued
0.62	Remote Similarity	NPD5035	Approved
0.6199	Remote Similarity	NPD8448	Approved
0.619	Remote Similarity	NPD5981	Approved
0.6181	Remote Similarity	NPD5030	Phase 2
0.6176	Remote Similarity	NPD4218	Approved
0.6176	Remote Similarity	NPD2608	Approved
0.6176	Remote Similarity	NPD2610	Approved
0.6176	Remote Similarity	NPD4215	Approved
0.6176	Remote Similarity	NPD2612	Approved
0.6176	Remote Similarity	NPD2609	Approved
0.6176	Remote Similarity	NPD4217	Approved
0.6176	Remote Similarity	NPD3131	Approved
0.6176	Remote Similarity	NPD3132	Approved
0.6176	Remote Similarity	NPD2611	Approved
0.6176	Remote Similarity	NPD4216	Approved
0.6171	Remote Similarity	NPD4738	Phase 2
0.6159	Remote Similarity	NPD8133	Approved
0.6154	Remote Similarity	NPD8051	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD4420	Approved
0.615	Remote Similarity	NPD5034	Approved
0.615	Remote Similarity	NPD5028	Approved
0.615	Remote Similarity	NPD36	Approved
0.615	Remote Similarity	NPD5026	Approved
0.615	Remote Similarity	NPD4955	Approved
0.615	Remote Similarity	NPD4954	Approved
0.6146	Remote Similarity	NPD7296	Approved
0.6146	Remote Similarity	NPD7975	Clinical (unspecified phase)
0.6145	Remote Similarity	NPD2567	Approved
0.6145	Remote Similarity	NPD2569	Approved
0.614	Remote Similarity	NPD8451	Approved
0.6136	Remote Similarity	NPD4621	Approved
0.6136	Remote Similarity	NPD4619	Approved
0.6131	Remote Similarity	NPD8377	Approved
0.6131	Remote Similarity	NPD8294	Approved
0.6127	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6127	Remote Similarity	NPD6836	Approved
0.6127	Remote Similarity	NPD7319	Approved
0.612	Remote Similarity	NPD7488	Clinical (unspecified phase)
0.6118	Remote Similarity	NPD7830	Approved
0.6118	Remote Similarity	NPD7829	Approved
0.6117	Remote Similarity	NPD7458	Discontinued
0.6114	Remote Similarity	NPD4617	Approved
0.6114	Remote Similarity	NPD5203	Approved
0.6114	Remote Similarity	NPD5005	Approved
0.6114	Remote Similarity	NPD4620	Approved
0.6114	Remote Similarity	NPD5202	Clinical (unspecified phase)
0.6114	Remote Similarity	NPD5201	Approved
0.6114	Remote Similarity	NPD5006	Approved
0.6105	Remote Similarity	NPD37	Approved
0.6102	Remote Similarity	NPD7961	Discontinued
0.6095	Remote Similarity	NPD8379	Approved
0.6095	Remote Similarity	NPD8335	Approved
0.6095	Remote Similarity	NPD7503	Approved
0.6095	Remote Similarity	NPD8380	Approved
0.6095	Remote Similarity	NPD8296	Approved
0.6095	Remote Similarity	NPD8378	Approved
0.6094	Remote Similarity	NPD4967	Phase 2
0.6094	Remote Similarity	NPD4965	Approved
0.6094	Remote Similarity	NPD4966	Approved
0.6089	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.6082	Remote Similarity	NPD8299	Approved
0.6082	Remote Similarity	NPD8341	Approved
0.6082	Remote Similarity	NPD8340	Approved
0.6082	Remote Similarity	NPD8342	Approved
0.6078	Remote Similarity	NPD7906	Approved
0.6078	Remote Similarity	NPD6841	Approved
0.6078	Remote Similarity	NPD6843	Phase 3
0.6078	Remote Similarity	NPD6842	Approved
0.6075	Remote Similarity	NPD7583	Approved
0.6073	Remote Similarity	NPD7972	Discontinued
0.607	Remote Similarity	NPD5032	Approved
0.6067	Remote Similarity	NPD8265	Approved
0.6067	Remote Similarity	NPD6309	Approved
0.6067	Remote Similarity	NPD6310	Approved
0.6067	Remote Similarity	NPD6311	Approved
0.6066	Remote Similarity	NPD2493	Approved
0.6066	Remote Similarity	NPD2494	Approved
0.6059	Remote Similarity	NPD5126	Approved
0.6059	Remote Similarity	NPD5125	Phase 3

Bioactivity similarity: Similar Natural Products in NPASS

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

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data