Natural Product: NPC470334

Natural Product ID:  NPC470334
Common Name:   Phaeosphaerin D
IUPAC Name:  
Synonyms:   Phaeosphaerin D
Molecular Formula:   C30H28O11
Standard InCHIKey:  BICCOWDUSAMKDM-ADIQIQHOSA-N
Standard InCHI:  InChI=1S/C30H28O11/c1-10-9-29-22-20-16(25(34)27(29)40-6)12(32)8-14(38-4)18(20)17-13(37-3)7-11(31)15-19(17)21(22)23(26(39-5)24(15)33)30(36,41-10)28(29,2)35/h7-8,10,27,31-32,35-36H,9H2,1-6H3/t10-,27+,28+,29+,30-/m0/s1
Canonical SMILES:  COc1cc(O)c2c3c1c1c(OC)cc(c4c1c1c3C(=C(C2=O)OC)[C@]2([C@]([C@]1([C@@H](C4=O)OC)C[C@@H](O2)C)(C)O)O)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO32545 phaeosphaeria sp. Species Phaeosphaeriaceae Eukaryota PMID[22276650]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT306 Cell Line PC-3 Homo sapiens IC50 = 9740 nM 11374964
NPT90 Cell Line DU-145 Homo sapiens IC50 = 20190 nM 20705463
NPT858 Cell Line LNCaP Homo sapiens IC50 = 24920 nM 18490501

  Similar Natural Products 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 NPC470334 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9578 High Similarity NPC470336
0.9578 High Similarity NPC470335
0.9075 High Similarity NPC315221
0.9023 High Similarity NPC470332
0.9023 High Similarity NPC313452
0.8941 High Similarity NPC469486
0.8941 High Similarity NPC264063
0.8908 High Similarity NPC277710
0.8908 High Similarity NPC114257
0.8908 High Similarity NPC299149
0.8908 High Similarity NPC70318
0.8908 High Similarity NPC153578
0.8895 High Similarity NPC229051
0.8895 High Similarity NPC131862
0.8895 High Similarity NPC470333
0.8882 High Similarity NPC234497
0.8882 High Similarity NPC470341
0.8882 High Similarity NPC324522
0.8882 High Similarity NPC105414
0.8882 High Similarity NPC472058
0.8837 High Similarity NPC473113
0.883 High Similarity NPC473095
0.883 High Similarity NPC473096
0.8824 High Similarity NPC477835
0.881 High Similarity NPC219686
0.8802 High Similarity NPC228654
0.8786 High Similarity NPC154986
0.8772 High Similarity NPC473094
0.8771 High Similarity NPC314672
0.8757 High Similarity NPC15374
0.8743 High Similarity NPC477682
0.8743 High Similarity NPC477683
0.8736 High Similarity NPC294149
0.8736 High Similarity NPC477992
0.8736 High Similarity NPC477991
0.8728 High Similarity NPC5029
0.8728 High Similarity NPC271385
0.8728 High Similarity NPC472620
0.8728 High Similarity NPC111536
0.8728 High Similarity NPC30432
0.8728 High Similarity NPC4200
0.8728 High Similarity NPC477836
0.8728 High Similarity NPC76128
0.8721 High Similarity NPC300307
0.8721 High Similarity NPC259905
0.8713 High Similarity NPC178173
0.8713 High Similarity NPC178851
0.8708 High Similarity NPC87583
0.8706 High Similarity NPC290160
0.8701 High Similarity NPC475662
0.8701 High Similarity NPC478001
0.8701 High Similarity NPC473631
0.8701 High Similarity NPC293227
0.8701 High Similarity NPC473717
0.8698 High Similarity NPC472261
0.8698 High Similarity NPC18380
0.8698 High Similarity NPC137232
0.8698 High Similarity NPC117985
0.8693 High Similarity NPC244903
0.8686 High Similarity NPC475233
0.8686 High Similarity NPC46958
0.8686 High Similarity NPC475246
0.8678 High Similarity NPC85368
0.8678 High Similarity NPC213052
0.8678 High Similarity NPC472054
0.8674 High Similarity NPC314459
0.8674 High Similarity NPC470199
0.8671 High Similarity NPC8704
0.8671 High Similarity NPC298778
0.8671 High Similarity NPC287884
0.8663 High Similarity NPC472622
0.8659 High Similarity NPC105591
0.8655 High Similarity NPC472051
0.8655 High Similarity NPC472057
0.8655 High Similarity NPC472049
0.8647 High Similarity NPC472059
0.8644 High Similarity NPC208069
0.8639 High Similarity NPC472055
0.8639 High Similarity NPC472060
0.8639 High Similarity NPC472052
0.8639 High Similarity NPC470810
0.8639 High Similarity NPC184326
0.8639 High Similarity NPC470342
0.8639 High Similarity NPC292863
0.8629 High Similarity NPC470667
0.8629 High Similarity NPC3718
0.8629 High Similarity NPC68381
0.8621 High Similarity NPC294501
0.8613 High Similarity NPC472619
0.8611 High Similarity NPC205721
0.8605 High Similarity NPC472621
0.8603 High Similarity NPC197972
0.8603 High Similarity NPC475352
0.8603 High Similarity NPC221140
0.8603 High Similarity NPC473686
0.8603 High Similarity NPC475220
0.8603 High Similarity NPC229817
0.8596 High Similarity NPC472053
0.8596 High Similarity NPC475656
0.8596 High Similarity NPC182693
0.8596 High Similarity NPC475148
0.8588 High Similarity NPC212290
0.858 High Similarity NPC195167
0.858 High Similarity NPC324736
0.858 High Similarity NPC472617
0.858 High Similarity NPC470339
0.8579 High Similarity NPC282474
0.8579 High Similarity NPC316274
0.8579 High Similarity NPC470196
0.8579 High Similarity NPC470193
0.8579 High Similarity NPC470198
0.8579 High Similarity NPC470194
0.8579 High Similarity NPC470195
0.8579 High Similarity NPC470197
0.8579 High Similarity NPC470200
0.8571 High Similarity NPC17105
0.8571 High Similarity NPC474276
0.8571 High Similarity NPC469393
0.8571 High Similarity NPC73899
0.8571 High Similarity NPC147363
0.8571 High Similarity NPC98776
0.8563 High Similarity NPC478021
0.8563 High Similarity NPC313717
0.8563 High Similarity NPC304125
0.8563 High Similarity NPC265563
0.8563 High Similarity NPC315306
0.8555 High Similarity NPC292233
0.8555 High Similarity NPC474024
0.8547 High Similarity NPC469664
0.8547 High Similarity NPC478020
0.8547 High Similarity NPC478022
0.8539 High Similarity NPC477860
0.8539 High Similarity NPC475161
0.8531 High Similarity NPC478000
0.8531 High Similarity NPC47191
0.8531 High Similarity NPC5671
0.8529 High Similarity NPC472618
0.8529 High Similarity NPC186325
0.8523 High Similarity NPC199533
0.8523 High Similarity NPC186800
0.8523 High Similarity NPC474345
0.8523 High Similarity NPC146803
0.8523 High Similarity NPC86809
0.8523 High Similarity NPC108202
0.8523 High Similarity NPC470454
0.8523 High Similarity NPC232412
0.8523 High Similarity NPC98667
0.8523 High Similarity NPC63105
0.8521 High Similarity NPC246466
0.8516 High Similarity NPC48474
0.8514 High Similarity NPC118128
0.8514 High Similarity NPC186847
0.8514 High Similarity NPC477529
0.8514 High Similarity NPC257667
0.8514 High Similarity NPC472454
0.8512 High Similarity NPC471116
0.8512 High Similarity NPC68727
0.8512 High Similarity NPC226656
0.8512 High Similarity NPC66508
0.8506 High Similarity NPC222455
0.8506 High Similarity NPC107627
0.8506 High Similarity NPC177480
0.8506 High Similarity NPC326877
0.8506 High Similarity NPC473202
0.8503 High Similarity NPC470338
0.8503 High Similarity NPC268992
0.8503 High Similarity NPC113608
0.8503 High Similarity NPC470337
0.8503 High Similarity NPC51824
0.85 High Similarity NPC112380
0.8497 Intermediate Similarity NPC43319
0.8497 Intermediate Similarity NPC20237
0.8497 Intermediate Similarity NPC272502
0.8497 Intermediate Similarity NPC469394
0.8497 Intermediate Similarity NPC82330
0.8488 Intermediate Similarity NPC63438
0.8488 Intermediate Similarity NPC197168
0.8488 Intermediate Similarity NPC476822
0.8488 Intermediate Similarity NPC249181
0.8483 Intermediate Similarity NPC84494
0.8483 Intermediate Similarity NPC245059
0.848 Intermediate Similarity NPC478134
0.848 Intermediate Similarity NPC273467
0.848 Intermediate Similarity NPC189552
0.8475 Intermediate Similarity NPC324220
0.8475 Intermediate Similarity NPC469345
0.8475 Intermediate Similarity NPC312630
0.8471 Intermediate Similarity NPC51760
0.8471 Intermediate Similarity NPC123544
0.8471 Intermediate Similarity NPC85121
0.8471 Intermediate Similarity NPC177650
0.8466 Intermediate Similarity NPC203751
0.8462 Intermediate Similarity NPC201814
0.8462 Intermediate Similarity NPC146636
0.8462 Intermediate Similarity NPC289223
0.8453 Intermediate Similarity NPC174486
0.8452 Intermediate Similarity NPC192189
0.8448 Intermediate Similarity NPC150131
0.8448 Intermediate Similarity NPC476306
0.8448 Intermediate Similarity NPC283041

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470334 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.881 High Similarity NPD6959 Discontinued
0.8556 High Similarity NPD7879 Clinical (unspecified phase)
0.843 Intermediate Similarity NPD6232 Discontinued
0.8391 Intermediate Similarity NPD7473 Discontinued
0.8343 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD6166 Phase 2
0.8333 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8295 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8202 Intermediate Similarity NPD6797 Phase 2
0.8198 Intermediate Similarity NPD7075 Discontinued
0.8177 Intermediate Similarity NPD8151 Discontinued
0.8166 Intermediate Similarity NPD4380 Phase 2
0.8156 Intermediate Similarity NPD7251 Discontinued
0.8138 Intermediate Similarity NPD6777 Approved
0.8138 Intermediate Similarity NPD6781 Approved
0.8138 Intermediate Similarity NPD6778 Approved
0.8138 Intermediate Similarity NPD6779 Approved
0.8138 Intermediate Similarity NPD6782 Approved
0.8138 Intermediate Similarity NPD6776 Approved
0.8138 Intermediate Similarity NPD6780 Approved
0.8136 Intermediate Similarity NPD3751 Discontinued
0.8133 Intermediate Similarity NPD7390 Discontinued
0.8129 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8114 Intermediate Similarity NPD3787 Discontinued
0.8111 Intermediate Similarity NPD7808 Phase 3
0.8105 Intermediate Similarity NPD7435 Discontinued
0.809 Intermediate Similarity NPD5844 Phase 1
0.8066 Intermediate Similarity NPD8312 Approved
0.8066 Intermediate Similarity NPD8313 Approved
0.8063 Intermediate Similarity NPD7870 Phase 2
0.8063 Intermediate Similarity NPD7871 Phase 2
0.8056 Intermediate Similarity NPD6559 Discontinued
0.8045 Intermediate Similarity NPD7074 Phase 3
0.8035 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8023 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8011 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7989 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7989 Intermediate Similarity NPD7054 Approved
0.7977 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7965 Intermediate Similarity NPD1934 Approved
0.7965 Intermediate Similarity NPD6801 Discontinued
0.7953 Intermediate Similarity NPD6599 Discontinued
0.7944 Intermediate Similarity NPD7472 Approved
0.7935 Intermediate Similarity NPD8150 Discontinued
0.7921 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD7819 Suspended
0.7917 Intermediate Similarity NPD7696 Phase 3
0.7917 Intermediate Similarity NPD7698 Approved
0.7917 Intermediate Similarity NPD7697 Approved
0.7874 Intermediate Similarity NPD3817 Phase 2
0.7872 Intermediate Similarity NPD6535 Approved
0.7872 Intermediate Similarity NPD6534 Approved
0.787 Intermediate Similarity NPD2532 Approved
0.787 Intermediate Similarity NPD2533 Approved
0.787 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.787 Intermediate Similarity NPD2534 Approved
0.7857 Intermediate Similarity NPD7874 Approved
0.7857 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7846 Intermediate Similarity NPD7701 Phase 2
0.7833 Intermediate Similarity NPD3818 Discontinued
0.7829 Intermediate Similarity NPD3882 Suspended
0.7803 Intermediate Similarity NPD7411 Suspended
0.7765 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7749 Intermediate Similarity NPD7699 Phase 2
0.7749 Intermediate Similarity NPD7700 Phase 2
0.7727 Intermediate Similarity NPD7801 Approved
0.7714 Intermediate Similarity NPD2801 Approved
0.7714 Intermediate Similarity NPD1465 Phase 2
0.7697 Intermediate Similarity NPD5494 Approved
0.7692 Intermediate Similarity NPD8320 Phase 1
0.7692 Intermediate Similarity NPD8319 Approved
0.7688 Intermediate Similarity NPD7458 Discontinued
0.7688 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7684 Intermediate Similarity NPD3749 Approved
0.768 Intermediate Similarity NPD6823 Phase 2
0.767 Intermediate Similarity NPD5402 Approved
0.7647 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.764 Intermediate Similarity NPD6234 Discontinued
0.7638 Intermediate Similarity NPD7783 Phase 2
0.7638 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7637 Intermediate Similarity NPD7228 Approved
0.7627 Intermediate Similarity NPD7768 Phase 2
0.7616 Intermediate Similarity NPD1512 Approved
0.7602 Intermediate Similarity NPD6799 Approved
0.7574 Intermediate Similarity NPD2800 Approved
0.756 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.756 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7558 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7557 Intermediate Similarity NPD37 Approved
0.7545 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD7003 Approved
0.7528 Intermediate Similarity NPD4967 Phase 2
0.7528 Intermediate Similarity NPD4966 Approved
0.7528 Intermediate Similarity NPD4965 Approved
0.7515 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD1549 Phase 2
0.75 Intermediate Similarity NPD1511 Approved
0.7486 Intermediate Similarity NPD3226 Approved
0.7473 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD5403 Approved
0.746 Intermediate Similarity NPD8434 Phase 2
0.744 Intermediate Similarity NPD1510 Phase 2
0.7425 Intermediate Similarity NPD6651 Approved
0.7425 Intermediate Similarity NPD1607 Approved
0.7418 Intermediate Similarity NPD5711 Approved
0.7418 Intermediate Similarity NPD5710 Approved
0.7396 Intermediate Similarity NPD6100 Approved
0.7396 Intermediate Similarity NPD6099 Approved
0.7387 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD6212 Phase 3
0.7358 Intermediate Similarity NPD6213 Phase 3
0.7358 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD5401 Approved
0.7326 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD4628 Phase 3
0.7326 Intermediate Similarity NPD3750 Approved
0.7318 Intermediate Similarity NPD8455 Phase 2
0.7305 Intermediate Similarity NPD1240 Approved
0.7294 Intermediate Similarity NPD5408 Approved
0.7294 Intermediate Similarity NPD5404 Approved
0.7294 Intermediate Similarity NPD2796 Approved
0.7294 Intermediate Similarity NPD5406 Approved
0.7294 Intermediate Similarity NPD5405 Approved
0.7288 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7287 Intermediate Similarity NPD7240 Approved
0.7283 Intermediate Similarity NPD3926 Phase 2
0.7273 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7268 Intermediate Similarity NPD7199 Phase 2
0.7268 Intermediate Similarity NPD1247 Approved
0.7253 Intermediate Similarity NPD919 Approved
0.7251 Intermediate Similarity NPD2346 Discontinued
0.7245 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD2935 Discontinued
0.7184 Intermediate Similarity NPD6190 Approved
0.7168 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD920 Approved
0.7065 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7056 Intermediate Similarity NPD8059 Phase 3
0.7056 Intermediate Similarity NPD8058 Clinical (unspecified phase)
0.705 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD7229 Phase 3
0.7035 Intermediate Similarity NPD3748 Approved
0.7035 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD8166 Discontinued
0.7029 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD4625 Phase 3
0.7016 Intermediate Similarity NPD7685 Pre-registration
0.701 Intermediate Similarity NPD7584 Approved
0.7006 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD943 Approved
0.6994 Remote Similarity NPD1551 Phase 2
0.6984 Remote Similarity NPD7177 Discontinued
0.6982 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6981 Remote Similarity NPD7907 Approved
0.6968 Remote Similarity NPD2403 Approved
0.6963 Remote Similarity NPD5953 Discontinued
0.6959 Remote Similarity NPD230 Phase 1
0.6947 Remote Similarity NPD7286 Phase 2
0.6931 Remote Similarity NPD2493 Approved
0.6931 Remote Similarity NPD2494 Approved
0.6927 Remote Similarity NPD6273 Approved
0.6916 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6915 Remote Similarity NPD8285 Discontinued
0.6915 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6901 Remote Similarity NPD4060 Phase 1
0.6895 Remote Similarity NPD7799 Discontinued
0.6882 Remote Similarity NPD6798 Discontinued
0.6882 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6881 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6875 Remote Similarity NPD6674 Discontinued
0.6875 Remote Similarity NPD1243 Approved
0.6872 Remote Similarity NPD642 Clinical (unspecified phase)
0.6864 Remote Similarity NPD4908 Phase 1
0.6863 Remote Similarity NPD7680 Approved
0.6857 Remote Similarity NPD7930 Approved
0.6857 Remote Similarity NPD2344 Approved
0.6854 Remote Similarity NPD3300 Phase 2
0.6853 Remote Similarity NPD8435 Approved
0.6853 Remote Similarity NPD8361 Approved
0.6853 Remote Similarity NPD4287 Approved
0.6853 Remote Similarity NPD8360 Approved
0.6847 Remote Similarity NPD3450 Approved
0.6847 Remote Similarity NPD3452 Approved
0.6839 Remote Similarity NPD2799 Discontinued
0.6839 Remote Similarity NPD8368 Discontinued
0.6829 Remote Similarity NPD4582 Approved
0.6829 Remote Similarity NPD4583 Approved
0.6816 Remote Similarity NPD2975 Approved
0.6816 Remote Similarity NPD2973 Approved
0.6816 Remote Similarity NPD2974 Approved
0.6816 Remote Similarity NPD8485 Approved
0.6809 Remote Similarity NPD8127 Discontinued
0.6808 Remote Similarity NPD4665 Approved
0.6808 Remote Similarity NPD4111 Phase 1
0.6804 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6802 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6802 Remote Similarity NPD1613 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL2011657
ZINC  

Physicochemical Properties

Molecular Weight:  564.16
ALogP:  -3.1937
MLogP:  3.55
XLogP:  -0.4
# Rotatable Bonds:  14
Polar Surface Area:  161.21
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  7
# Heavy Atoms:  41

Download Data

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