Natural Product: NPC94994

Natural Product ID:  NPC94994
Common Name:   Brazilane
IUPAC Name:   (6aR,11bR)-6,6a,7,11b-tetrahydroindeno[2,1-c]chromene-3,9,10-triol
Synonyms:   Brazilane
Molecular Formula:   C16H14O4
Standard InCHIKey:  ZWERDMHQFRTYIN-FVMDXXJSSA-N
Standard InCHI:  InChI=1S/C16H14O4/c17-10-1-2-11-15(5-10)20-7-9-3-8-4-13(18)14(19)6-12(8)16(9)11/h1-2,4-6,9,16-19H,3,7H2/t9-,16-/m0/s1
Canonical SMILES:  Oc1ccc2c(c1)OC[C@H]1[C@@H]2c2cc(O)c(cc2C1)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
NPO29935 Caesalpinia sappan Species Fabaceae Eukaryota heartwood PMID[23127886]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 36700 nM 13678412

  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 NPC94994 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
0.963 High Similarity NPC274721
0.963 High Similarity NPC155392
0.963 High Similarity NPC135767
0.9559 High Similarity NPC277951
0.9559 High Similarity NPC317237
0.9559 High Similarity NPC44530
0.942 High Similarity NPC211758
0.942 High Similarity NPC87794
0.9328 High Similarity NPC234952
0.9191 High Similarity NPC32630
0.9191 High Similarity NPC232164
0.9191 High Similarity NPC236306
0.9191 High Similarity NPC473739
0.9185 High Similarity NPC265433
0.9185 High Similarity NPC248727
0.9185 High Similarity NPC162659
0.9185 High Similarity NPC270456
0.9179 High Similarity NPC317380
0.9124 High Similarity NPC309124
0.9124 High Similarity NPC184797
0.9104 High Similarity NPC11060
0.9065 High Similarity NPC173203
0.9065 High Similarity NPC163508
0.9058 High Similarity NPC265075
0.9051 High Similarity NPC70682
0.9051 High Similarity NPC25966
0.9051 High Similarity NPC319647
0.9051 High Similarity NPC127218
0.9051 High Similarity NPC245207
0.9051 High Similarity NPC260741
0.903 High Similarity NPC219876
0.903 High Similarity NPC261619
0.903 High Similarity NPC78770
0.903 High Similarity NPC202762
0.903 High Similarity NPC126029
0.903 High Similarity NPC185604
0.903 High Similarity NPC61477
0.903 High Similarity NPC86655
0.903 High Similarity NPC15658
0.9023 High Similarity NPC91291
0.9015 High Similarity NPC226331
0.9015 High Similarity NPC46274
0.9 High Similarity NPC473108
0.9 High Similarity NPC304894
0.9 High Similarity NPC15659
0.8993 High Similarity NPC107161
0.8978 High Similarity NPC276490
0.8971 High Similarity NPC112939
0.8971 High Similarity NPC473413
0.8971 High Similarity NPC474206
0.8971 High Similarity NPC151224
0.8971 High Similarity NPC94750
0.8971 High Similarity NPC112246
0.8971 High Similarity NPC164787
0.8971 High Similarity NPC121812
0.8971 High Similarity NPC470356
0.8955 High Similarity NPC268266
0.8955 High Similarity NPC268342
0.8955 High Similarity NPC42760
0.8955 High Similarity NPC220825
0.8939 High Similarity NPC250432
0.8939 High Similarity NPC5447
0.8921 High Similarity NPC71046
0.8921 High Similarity NPC35216
0.8921 High Similarity NPC471389
0.8921 High Similarity NPC247291
0.8921 High Similarity NPC178054
0.8905 High Similarity NPC269091
0.8905 High Similarity NPC306441
0.8905 High Similarity NPC474639
0.8905 High Similarity NPC230734
0.8905 High Similarity NPC302701
0.8905 High Similarity NPC227503
0.8905 High Similarity NPC173660
0.8905 High Similarity NPC16435
0.8897 High Similarity NPC478085
0.8889 High Similarity NPC127624
0.8881 High Similarity NPC126836
0.8865 High Similarity NPC93323
0.8865 High Similarity NPC50250
0.8865 High Similarity NPC469795
0.8865 High Similarity NPC473845
0.8865 High Similarity NPC280092
0.8865 High Similarity NPC12641
0.8865 High Similarity NPC45257
0.8857 High Similarity NPC204347
0.8857 High Similarity NPC475891
0.8857 High Similarity NPC2613
0.8857 High Similarity NPC277784
0.8857 High Similarity NPC59841
0.8849 High Similarity NPC160283
0.8849 High Similarity NPC27495
0.8849 High Similarity NPC254759
0.8849 High Similarity NPC259519
0.8849 High Similarity NPC109240
0.8841 High Similarity NPC35550
0.8841 High Similarity NPC103976
0.8841 High Similarity NPC326797
0.8841 High Similarity NPC211549
0.8841 High Similarity NPC102904
0.8841 High Similarity NPC107551
0.8841 High Similarity NPC474282
0.8841 High Similarity NPC176051
0.8832 High Similarity NPC61946
0.8832 High Similarity NPC313081
0.8832 High Similarity NPC195022
0.8832 High Similarity NPC234333
0.8832 High Similarity NPC47398
0.8832 High Similarity NPC260898
0.8824 High Similarity NPC168059
0.8824 High Similarity NPC229442
0.8824 High Similarity NPC475840
0.8815 High Similarity NPC15543
0.8794 High Similarity NPC47633
0.8794 High Similarity NPC85264
0.8794 High Similarity NPC102044
0.8786 High Similarity NPC263261
0.8786 High Similarity NPC87725
0.8777 High Similarity NPC184613
0.8777 High Similarity NPC471388
0.8777 High Similarity NPC292882
0.8769 High Similarity NPC193364
0.8768 High Similarity NPC470802
0.8759 High Similarity NPC106215
0.8759 High Similarity NPC209199
0.8759 High Similarity NPC473107
0.875 High Similarity NPC329836
0.8741 High Similarity NPC233980
0.8732 High Similarity NPC63879
0.8731 High Similarity NPC39064
0.8731 High Similarity NPC47283
0.8722 High Similarity NPC50315
0.8722 High Similarity NPC471215
0.8722 High Similarity NPC262573
0.8722 High Similarity NPC26879
0.8722 High Similarity NPC283049
0.8722 High Similarity NPC230479
0.8714 High Similarity NPC198038
0.8696 High Similarity NPC200557
0.8696 High Similarity NPC69029
0.8696 High Similarity NPC11727
0.8696 High Similarity NPC108198
0.8696 High Similarity NPC158142
0.8696 High Similarity NPC10314
0.8696 High Similarity NPC294884
0.8696 High Similarity NPC15109
0.8686 High Similarity NPC158331
0.8686 High Similarity NPC263064
0.8686 High Similarity NPC32778
0.8681 High Similarity NPC16269
0.8681 High Similarity NPC474397
0.8681 High Similarity NPC21776
0.8676 High Similarity NPC469907
0.8671 High Similarity NPC307466
0.8662 High Similarity NPC477616
0.8662 High Similarity NPC472451
0.8662 High Similarity NPC469630
0.8662 High Similarity NPC474104
0.8662 High Similarity NPC81638
0.8657 High Similarity NPC324112
0.8657 High Similarity NPC169474
0.8657 High Similarity NPC82679
0.8657 High Similarity NPC236791
0.8657 High Similarity NPC282000
0.8657 High Similarity NPC74817
0.8657 High Similarity NPC159968
0.8657 High Similarity NPC210355
0.8657 High Similarity NPC124452
0.8657 High Similarity NPC127587
0.8657 High Similarity NPC266555
0.8657 High Similarity NPC246620
0.8657 High Similarity NPC293054
0.8657 High Similarity NPC470699
0.8652 High Similarity NPC311530
0.8643 High Similarity NPC292487
0.8643 High Similarity NPC114171
0.8643 High Similarity NPC6300
0.8643 High Similarity NPC230124
0.8643 High Similarity NPC471183
0.8643 High Similarity NPC55947
0.8639 High Similarity NPC160196
0.8636 High Similarity NPC84086
0.8636 High Similarity NPC136319
0.8633 High Similarity NPC133025
0.8633 High Similarity NPC472336
0.8633 High Similarity NPC472334
0.8633 High Similarity NPC143139
0.8633 High Similarity NPC202846
0.8626 High Similarity NPC54972
0.8623 High Similarity NPC160697
0.8623 High Similarity NPC7515
0.8623 High Similarity NPC206737
0.8623 High Similarity NPC469659
0.8623 High Similarity NPC188378
0.8623 High Similarity NPC125649
0.8623 High Similarity NPC289258
0.8623 High Similarity NPC66840
0.8623 High Similarity NPC276026
0.8623 High Similarity NPC56764
0.8623 High Similarity NPC555

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC94994 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
0.903 High Similarity NPD1612 Clinical (unspecified phase)
0.903 High Similarity NPD1613 Approved
0.9015 High Similarity NPD1529 Clinical (unspecified phase)
0.8939 High Similarity NPD1530 Clinical (unspecified phase)
0.8769 High Similarity NPD1610 Phase 2
0.8593 High Similarity NPD4908 Phase 1
0.8519 High Similarity NPD2861 Phase 2
0.8467 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8394 Intermediate Similarity NPD3027 Phase 3
0.8321 Intermediate Similarity NPD1548 Phase 1
0.8261 Intermediate Similarity NPD4625 Phase 3
0.8088 Intermediate Similarity NPD4749 Approved
0.8082 Intermediate Similarity NPD3892 Phase 2
0.8077 Intermediate Similarity NPD7199 Phase 2
0.7975 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7974 Intermediate Similarity NPD1934 Approved
0.7943 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7922 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7832 Intermediate Similarity NPD3620 Phase 2
0.7832 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7832 Intermediate Similarity NPD4060 Phase 1
0.78 Intermediate Similarity NPD1511 Approved
0.777 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD6234 Discontinued
0.7707 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD1512 Approved
0.7655 Intermediate Similarity NPD5735 Approved
0.7635 Intermediate Similarity NPD5762 Approved
0.7635 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7635 Intermediate Similarity NPD5763 Approved
0.7606 Intermediate Similarity NPD3018 Phase 2
0.76 Intermediate Similarity NPD3750 Approved
0.7597 Intermediate Similarity NPD1653 Approved
0.7595 Intermediate Similarity NPD3882 Suspended
0.758 Intermediate Similarity NPD2801 Approved
0.758 Intermediate Similarity NPD1465 Phase 2
0.7571 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD6099 Approved
0.7568 Intermediate Similarity NPD6100 Approved
0.7537 Intermediate Similarity NPD5283 Phase 1
0.7535 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7533 Intermediate Similarity NPD6674 Discontinued
0.7519 Intermediate Similarity NPD228 Approved
0.7517 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD37 Approved
0.75 Intermediate Similarity NPD3021 Approved
0.75 Intermediate Similarity NPD7228 Approved
0.75 Intermediate Similarity NPD3022 Approved
0.7485 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD6166 Phase 2
0.7484 Intermediate Similarity NPD4965 Approved
0.7484 Intermediate Similarity NPD4966 Approved
0.7484 Intermediate Similarity NPD4967 Phase 2
0.7467 Intermediate Similarity NPD1549 Phase 2
0.7448 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD2983 Phase 2
0.7447 Intermediate Similarity NPD2982 Phase 2
0.7447 Intermediate Similarity NPD5327 Phase 3
0.7429 Intermediate Similarity NPD422 Phase 1
0.7403 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD7447 Phase 1
0.7394 Intermediate Similarity NPD3818 Discontinued
0.7376 Intermediate Similarity NPD2981 Phase 2
0.7365 Intermediate Similarity NPD6353 Approved
0.7358 Intermediate Similarity NPD7819 Suspended
0.7349 Intermediate Similarity NPD5844 Phase 1
0.7347 Intermediate Similarity NPD4140 Approved
0.7347 Intermediate Similarity NPD1558 Phase 1
0.7338 Intermediate Similarity NPD7213 Phase 3
0.7338 Intermediate Similarity NPD7212 Phase 2
0.7305 Intermediate Similarity NPD7074 Phase 3
0.7305 Intermediate Similarity NPD1091 Approved
0.7305 Intermediate Similarity NPD3705 Approved
0.7299 Intermediate Similarity NPD6671 Approved
0.7297 Intermediate Similarity NPD5124 Phase 1
0.7297 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD6355 Discontinued
0.7294 Intermediate Similarity NPD8053 Approved
0.7294 Intermediate Similarity NPD8054 Approved
0.7292 Intermediate Similarity NPD4624 Approved
0.729 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD8651 Approved
0.7267 Intermediate Similarity NPD3748 Approved
0.7267 Intermediate Similarity NPD1510 Phase 2
0.7255 Intermediate Similarity NPD7466 Approved
0.7255 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD2157 Approved
0.7246 Intermediate Similarity NPD7054 Approved
0.7244 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD5494 Approved
0.7237 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD3094 Phase 2
0.7215 Intermediate Similarity NPD4005 Discontinued
0.7205 Intermediate Similarity NPD3817 Phase 2
0.7205 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD7472 Approved
0.7183 Intermediate Similarity NPD3092 Approved
0.7179 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD7157 Approved
0.7172 Intermediate Similarity NPD6584 Phase 3
0.717 Intermediate Similarity NPD4380 Phase 2
0.7169 Intermediate Similarity NPD2489 Approved
0.7169 Intermediate Similarity NPD27 Approved
0.7164 Intermediate Similarity NPD2684 Approved
0.716 Intermediate Similarity NPD6797 Phase 2
0.716 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD1242 Phase 1
0.7153 Intermediate Similarity NPD6696 Suspended
0.7152 Intermediate Similarity NPD7229 Phase 3
0.7152 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6232 Discontinued
0.7152 Intermediate Similarity NPD5588 Approved
0.7152 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD968 Approved
0.7143 Intermediate Similarity NPD6331 Phase 2
0.7135 Intermediate Similarity NPD4578 Approved
0.7135 Intermediate Similarity NPD4577 Approved
0.7133 Intermediate Similarity NPD4097 Suspended
0.7126 Intermediate Similarity NPD7473 Discontinued
0.7124 Intermediate Similarity NPD7037 Approved
0.7118 Intermediate Similarity NPD7251 Discontinued
0.7117 Intermediate Similarity NPD3749 Approved
0.7117 Intermediate Similarity NPD7831 Phase 2
0.7117 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD7833 Phase 2
0.7117 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD7075 Discontinued
0.7111 Intermediate Similarity NPD4750 Phase 3
0.711 Intermediate Similarity NPD4663 Approved
0.7108 Intermediate Similarity NPD2969 Approved
0.7108 Intermediate Similarity NPD2970 Approved
0.7097 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD2677 Approved
0.7091 Intermediate Similarity NPD6959 Discontinued
0.709 Intermediate Similarity NPD290 Approved
0.7086 Intermediate Similarity NPD4536 Approved
0.7086 Intermediate Similarity NPD4538 Approved
0.7086 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD7843 Approved
0.7078 Intermediate Similarity NPD1652 Phase 2
0.7076 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD7549 Discontinued
0.7067 Intermediate Similarity NPD3657 Discovery
0.7063 Intermediate Similarity NPD4675 Approved
0.7063 Intermediate Similarity NPD4678 Approved
0.7059 Intermediate Similarity NPD7266 Discontinued
0.7059 Intermediate Similarity NPD3540 Phase 1
0.7048 Intermediate Similarity NPD3051 Approved
0.7048 Intermediate Similarity NPD3787 Discontinued
0.7042 Intermediate Similarity NPD5846 Approved
0.7042 Intermediate Similarity NPD6516 Phase 2
0.7039 Intermediate Similarity NPD7033 Discontinued
0.7039 Intermediate Similarity NPD5960 Phase 3
0.7037 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD7313 Approved
0.7035 Intermediate Similarity NPD7311 Approved
0.7035 Intermediate Similarity NPD7312 Approved
0.7035 Intermediate Similarity NPD7310 Approved
0.7032 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD4110 Phase 3
0.7027 Intermediate Similarity NPD7095 Approved
0.7025 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD3091 Approved
0.7019 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD7240 Approved
0.7014 Intermediate Similarity NPD1608 Approved
0.7014 Intermediate Similarity NPD1840 Phase 2
0.7006 Intermediate Similarity NPD7040 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD7041 Phase 2
0.7 Intermediate Similarity NPD2238 Phase 2
0.7 Intermediate Similarity NPD943 Approved
0.7 Intermediate Similarity NPD1240 Approved
0.6994 Remote Similarity NPD2560 Approved
0.6994 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6994 Remote Similarity NPD2563 Approved
0.6994 Remote Similarity NPD7309 Approved
0.6993 Remote Similarity NPD2796 Approved
0.6993 Remote Similarity NPD1551 Phase 2
0.6993 Remote Similarity NPD3539 Phase 1
0.6988 Remote Similarity NPD8127 Discontinued
0.6986 Remote Similarity NPD2797 Approved
0.6982 Remote Similarity NPD3751 Discontinued
0.698 Remote Similarity NPD6798 Discontinued
0.6977 Remote Similarity NPD7808 Phase 3
0.6971 Remote Similarity NPD7906 Approved
0.697 Remote Similarity NPD846 Approved
0.697 Remote Similarity NPD940 Approved
0.6968 Remote Similarity NPD5177 Phase 3
0.6966 Remote Similarity NPD6583 Phase 3
0.6966 Remote Similarity NPD6582 Phase 2
0.6962 Remote Similarity NPD1754 Clinical (unspecified phase)
0.6954 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6954 Remote Similarity NPD230 Phase 1
0.6951 Remote Similarity NPD7768 Phase 2
0.6946 Remote Similarity NPD6071 Discontinued
0.6943 Remote Similarity NPD7124 Phase 2
0.6943 Remote Similarity NPD5058 Phase 3

Structure

External Identifiers

PubChem CID   15299271
ChEMBL   CHEMBL2207723
ZINC  

Physicochemical Properties

Molecular Weight:  270.09
ALogP:  -1.5098
MLogP:  2.78
XLogP:  1.947
# Rotatable Bonds:  3
Polar Surface Area:  69.92
# H-Bond Aceptor:  0
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  20

Download Data

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